Home Vacation Rentals By Owner In Ocean Pines, MD

Showing 40 Of 188 Vacation Rentals
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$299.21

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Private Vacation Home

Serenity in Ocean Pines | 1 Story Home with Backyard Grill

Ocean Pines, Maryland, United States

Summary:brbrWelcome to Serenity in Ocean Pines, a warm and inviting 3-bedroom, 2-bath retreat made for easy coastal living. Enjoy two spacious living areas ideal for family game nights or relaxing after a day at the beach. Step outside to grill and unwind, with ample driveway parking for four vehicles. Nestled in the Ocean Pines community with Beach Club Parking Pass Included with access to pools, parks, golf, racquet sports, dining, marina, live music, and shopping—this home is perfectly positioned for a memorable getaway.brbrbrbrThe Space:brbr✨ Serenity in Ocean Pines – Spacious Living, Community Amenities & Coastal Comfort ️brbrbrbrWelcome to Serenity in Ocean Pines, a warm and inviting 3-bedroom, 2-bath retreat designed for easy coastal living. With two separate living areas, an outdoor grilling space, and generous parking, this home is ideal for families or groups looking to relax, reconnect, and enjoy everything Ocean Pines and nearby Ocean City have to offer. Enjoy a special perk with your stay—this home includes an Ocean Pines Beach Club parking pass for guest use. Please note that this is not a pet friendly property.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrPrimary Bedroom: Queen bed — spacious and relaxing brbrBedroom 2: Double bed + Twin day bed with twin Trundle bed underneath — great for families or shared sleeping brbrBedroom 3: Queen bed — comfortable and cozy ️brbrbrbrbrbrTotal Beds: 5 brbrBaths: 2 full bathrooms with shower & tub access brbrAll bedrooms have a ceiling fan. brbr⸻brbrbrbr The SpacebrbrbrbrThis home features two spacious living areas, giving everyone room to spread out and unwind.brbrbrbrMain Living Area: Comfortable seating perfect for movie nights, conversation, or relaxing after a beach day brbrSecond Living Area: Ideal for family game nights, kids’ activities, or quiet downtimebrbrThis home has 4 Smart TVs throughout. brbrbrbr⸻brbrbrbr ️ Kitchen & DiningbrbrbrbrKitchen: Fully equipped with everything needed for home-cooked meals or quick vacation bites brbrComes with a Ka Keurig combo (pot and single serve) for the morning brew! brbrDining Area: Convenient setup for shared meals and easy entertainingbrbrbrbr⸻brbrbrbr Outdoor LivingbrbrbrbrOutdoor gas grilling area — perfect for casual cookouts brbrOutdoor space for relaxing and enjoying fresh coastal airbrbr⸻brbrbrbr Community AmenitiesbrbrbrbrLocated in Ocean Pines, guests may enjoy access to community amenities (fees may apply), including:brbr• Community pools brbr• Racquet sportsbrbr• Parks and walking trails brbr• Golf course ⛳brbr• Marina and waterfront dining ⚓brbr• Live music venues and local shopping ️brbrbrbr Community amenities are managed by the Ocean Pines Association and availability may be seasonal.brbrbrbr⸻brbrbrbr ParkingbrbrbrbrPrivate driveway parking for up to 4 vehicles brbrbrbr⸻brbrbrbr Nearby Attractionsbrbrbrbr ️ Local Spots:brbrbrbr ️ Pines Public House Eatery — approx. 7-minute drive, cozy eatery with craft cocktailsbrbr Paul & Vinny’s Pizzeria — approx. 6-minute drive, popular casual pizza spotbrbr Taylor’s Neighborhood Restaurant — approx. 7-minute drive, classic American comfort foodbrbr Plaza Tapatia — approx. 7-minute drive, flavorful Mexican cuisinebrbr Don’s Seafood & Chophouse — approx. 7-minute drive, surf & turf favoritesbrbr⛵ Ocean Pines Yacht Club — approx. 8-minute drive, waterfront dining and bay viewsbrbr⛳ Ocean Pines Golf Club — approx. 6-minute drive, Robert Trent Jones Sr.–designed championship coursebrbrbrbr By Car (Short Drives):brbrbrbr ️ Ocean Pines Beach Club — approx. 14-minute drive, beachfront access in Ocean Citybrbr Ocean Downs Casino — approx. 9-minute drive, gaming, dining, and entertainmentbrbr ️ Berlin — approx. 13-minute drive, historic downtown shops, galleries, and eateriesbrbr Assateague Island National Seashore — approx. 20-minute drive, wild horses, beaches, and scenic trailsbrbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrTwo separate living areas ️brbrOutdoor grilling and relaxation space brbrPlenty of driveway parking brbrAccess to Ocean Pines amenities brbrEasy drives to beaches, dining, and attractionsbrbrbrbr⸻brbrbrbr Extras & AmenitiesbrbrbrbrHigh-speed Wi-Fi brbrFully equipped kitchen brbrWasher & dryer brbrFresh linens and towels brbrStarter toiletries included brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrGuests love Serenity in Ocean Pines for its flexible sleeping layout, extra living space, and proximity to top dining, beaches, and community amenities. It’s a comfortable home base for relaxing days and coastal adventures alike.brbrbrbr⸻brbrbrbrbrbr STARTER KITbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.brbrbrbr ️ Kitchen Kit:brbr- 1 roll of paper towelsbrbr- 2 small trash bagsbrbr- 2 large trash bagsbrbr- Dish soapbrbr- 2 dishwasher podsbrbr- 2 laundry podsbrbr- 1 spongebrbr- 2 dish towelsbrbrbrbr Full Bathroom Kit:brbr- 2 rolls of toilet paper per bathroombrbr- Travel-size shampoo, conditioner, body wash, body lotion, and bar soapbrbrbrbr ️ Linens & Towels:brbr- Beds are made with sheets, pillowcases, shams, and a comforterbrbr- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)brbr- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)brbr- A washer and dryer are available for guest use should you wish to refresh towels or linens during your stay
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Exceptional(1)

$460.8

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Private Vacation Home

Large Family Friendly Home in Ocean Pines, MD

Ocean Pines, Maryland, United States

Escape to this family friendly home in the quiet community of Ocean Pines, while remaining close to all the excitement of OCMD. Relax with new furnishings, a large kitchen and a screened in porch. Walking distance to the playground and Saturday farmer's market. Enjoy everything OP has to offer including pools, beach access, boat launch, racket sports, golf and yacht club with live music! We are 10-15 min to OC beaches & historic Berlin and 25 min to Assateague Island with its wild ponies!brbrSituated in a quiet cul de sac on the north side of Ocean Pines, this large 3,300 sqft home offers the ideal retreat for your family or group of friends.brbrThe main level of the house features an open floor plan with a well stocked kitchen and bar seating, cozy living room and large dining table with plenty of seating for everyone. A separate front office space with a desk, allows for work or a quiet place to read. Books, puzzles and board games available for the family. brbrThe large first floor master suite is separated from the living area to provide plenty of privacy. A king bed and room darkening blind allows for a restful sleep. Enjoy the soaking tub and shower in the attached master bathroom. Pack-n-play provided in the closet.br brOn the second floor there are two large bedrooms, each with a queen sized bed and lots of light. The third upstairs bedroom is perfect for kids, with a double bed and twin bunk beds with an additional twin trundle. The hall bath has a tub/shower to freshen up after a day at the beach. brbrAll bedrooms have new mattresses, new bedding and ceiling fans for comfort.br brRelax and enjoy the outdoors in the screened in porch, which opens off of the dining room. There is a large, sunny yard for kids to play. Off street parking is available in the two car garage and driveway. brbrLocal attractions, distance, and average drive time:brbrOcean Pines Playground, Skate Park and Saturday Farmer's Market- 2 min drive or 8 min walkbrOcean Pines Yacht Club- 2 miles (5 min)brAssateague State Park- 13 miles (23 min)brJolly Roger Water Park- 10 miles (19 min)brOcean Pines Beach Club- 9 miles (13 min)brSeacrets- 9 miles (14 min)brTrimpers Rides/Ocean City Boardwalk- 10 miles (19 min)brHistoric Berlin- 8 miles (13 min)brFrontier Town Campground and Water Park- 10 miles (18 min)brShopping Outlets- 8.3 miles (13 min)brWhite Horse Park and Boat Launch- 1.1 miles (4 min)brFood Lion Grocery- 2.8 miles (7 min)brWalmart Supercenter- 5.5 miles (11 min)brbrBeach and pool passes are not provided with this rental, but can be purchased by non members. brbr**Ocean Pines Beach Club brbrLocated at the Beach Club property in Ocean City, the 30ft x 54ft swimming pool also provides plenty of deck space, lounge chairs, restaurant and bar, and easy ocean access with chair and umbrella rentals. brbrThe Beach Club covers the ocean-side block of land between 49th and 50th streets in Ocean City, Maryland. Vehicle parking is available in two private lots (one beach-side lot and one bay-side lot used when the beach-side lot is full) with parking pass.brbrThe beach club building contains bathroom facilities with showers and locker rooms on the lower level accessible with daily pool passes on the day of the visit. A snack bar with live entertainment and alcoholic and non-alcoholic beverages available for sale is located on the central level with spacious decking and volleyball courts. Alcohol may only be purchased by Ocean Pines property owners, residents and their guests. The upper level is available for dining, private parties, weddings and banquets for residents and non-residents.brbrNote: Only food and beverages purchased at the Beach Club restaurant (except water and ice) may be brought in to the Beach Club Pool.brbr**Beach Club Parking Pass (this pass is for parking only, you will need a pool pass to use the pool and restrooms at the beach club)brbrBeach Club parking spaces are not guaranteed on any given day; spots are given on a first-come, first-served basis. Street parking (either metered or free) may also be available; Beach Club parking passes are not required for street parking.brbrA weekly Beach Club parking pass is $170 for residents and non-residents.brA daily Beach Club parking pass is $50 for residents and non-residents.brbr**Ocean Pines PoolsbrbrThere are 5 pools available as part of the Ocean Pines Community.br-Beach Club Pool: 49th Street and the OceanbrOcean City, MD 21842 br-Mumford's Landing Pool: 7351 Yacht Club DrivebrOcean Pines, MD 21811br-Yacht Club Pool: 1 Mumford's Landing RoadbrOcean Pines, MD 21811br-Swim and Racquet Club Pool: 10 Seabreeze Rd, Berlin, MD 21811br-Sports Core Pool (only indoor pool): 11144 Cathell Road, Ocean Pines, MD 21811br brRates: Non-swimmers also pay the daily rates below except at the Sports Core Pool. There is a facility-use fee of $3 for each non-swimmer entering this pool.brbr Age 4 and under are free. 5 and older pay child rate.br Children 12 and older may come to the pool without an adult. According to the county, 12 is babysitting age so they may come with a younger sibling.brNon-Residents:brAdults 18 & up: $17 | Youth (5-17): $15 brbrPlease see the Ocean Pines website for hours.br br**Ocean Pines Racquet Center: 10 tennis courts (eight composition and two hard surface courts), six platform/SPEC tennis courts, and 12 dedicated pickleball courts in addition to a full-service Pro Shop. $13 Non-Residents Daily Ratebrbr**White Horse Boat Launch is only 1.1 miles awaybrbr**Showell Park: Located at 11281 Racetrack Rd is a Worcester County Park close to the house with free tennis courts and pickleball courts. brbr**Farmer's and Artisan's Market brSaturdays br9 a.m. - 12 p.m. September 7, 2024 -March 29, 2025 (off-season)br8 a.m.- 1 p.m. April 2025-August 2025 (in-season)brbrLocated at White Horse Parkbr239 Ocean Parkway, Ocean Pines, MDbrbrFor more information on the above, community maps and other Ocean Pines offerings, please see the Ocean Pines website directly.
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Exceptional(8)

$289.82

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Private Vacation Home

Cozy Ocean Pines Cottage

Ocean Pines, Maryland, United States

Nestled in the picturesque community of Ocean Pines, a short distance from the vibrant beaches of Ocean City, this beach cottage offers the perfect blend of chic charm and coastal relaxation. With two bedrooms and one and a half baths, this cozy retreat comfortably sleeps four, making it ideal for families, couples, or a group of friends seeking a beachside escape.brbrAs you step inside, you'll be greeted by a bright and airy interior, adorned with stylish decor that exudes a coastal elegance. The living area provides a welcoming space to unwind, and the fully equipped kitchen allows you to prepare delicious meals with ease.brbrOne of the highlights of this beach house is the private patio, where you can sip your morning coffee, enjoy al fresco dining, or simply bask in the shade. It's the perfect spot to savor the coastal breezes and tranquil surroundings.brbrBut the allure of this location extends beyond the beach house itself. Ocean Pines offers a plethora of nearby amenities to enhance your stay. Take a short stroll to the playground, challenge your companions to a game of basketball, or tee off at the nearby golf course. For those seeking adventure, the skate park provides a thrilling experience, while the public swimming pool is perfect for a refreshing dip on a sunny day.brbrWhether you're seeking relaxation or adventure, this beach cottage in Ocean Pines offers the perfect home base for your coastal getaway. Come and experience the charm of the Maryland shore while enjoying the convenience of nearby amenities. Your seaside escape awaits!
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Exceptional(33)

$323.68

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Private Vacation Home

Rhapsody in Blue Beach Cottage in Ocean Pines OC MD w/ Beach Club Parking Pass

Ocean Pines, Maryland, United States

Welcome to the blue beach bubble. Located just 5 miles from Ocean City and 25 minutes from Assateague, our cottage is the perfect place to let your cares meltaway. Not just for summertime fun -our home is ideal for a cozy winter getaway!brbrWe are situated on a quiet cul-de-sac so parking a breeze and providing a safe space for the kids to play.brbrMorning sun shines on our front porch making it the perfect spot to sit outside, sip your coffee, and listen to the birds.brbrWith 3 bedrooms and 2 baths, this home comfortably sleeps 6. br1 King (with 42” TV)br1 Fullbr2 twin beds (bunk)brWe also have 1 roll out cot (adult) and 1 pack and play for younger guests.brbrNeed to catch up on your latest shows Comfortable living space has 65” smart TV.brDining area includes cozy breakfast nook that looks into the living room.brDon’t feel like eating out every night Full kitchen contains electric stove, pots and pans, dish ware, shelves to store some pantry items and a fridge for perishables. Also contains a microwave for heating up those leftovers if you do venture out.brOur cottage also has an enclosed 3 season room that gets plenty of sun!brbrWhat’s around brOcean City - Beach parking passes included with rentalbrAssateague IslandbrFrontier TownbrTown of Berlin-lovely to walk around and shop. Loads of antique store and boutiques.brOutlet shoppingbrGo-KartsbrGolf coursesbrNumerous bike/hiking trailsbrMarinasbr5 Community PoolsbrOcean Downs CasinobrbrThis spot is perfect when you don’t want your whole vacation to be at the beach. There are plenty of other activities so even if it is a rainy day- your plans aren’t awash. brSo come, relax and unwind at our fantastic blue beach bubble!
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Private Vacation Home

Coastal Cottage at Ocean Pines on the Bay

Ocean Pines, Maryland, United States

Summary:brbrVisitor Favorite and premier property for over 12 years with nearly 30 5-star reviews before switching to Ocean City Vacation Homes.brbrbrbrNOTE: OUR NEW PROPERTY MANGER OCEAN CITY VACATION HOMES IS READY TO ASSIST WITH YOUR SUMMER 2026 RESERVATIONS AT COASTAL COTTAGE. ALSO, STARTING THIS SUMMER REMOTE CODE ACCESS AND LINENS ARE INCLUDED AS STANDARD FEATURES. brbrbrbr★★ Things to Know ★★brbr✹ Must be 25+ to rent and stay - no graduating HS groups.brbr✹ Bayfront single-family cottage located in the Ocean Pines community on the Saint Martin Riverbrbr✹ Prime season rentals require full Saturday-to-Saturday stays (June–September)brbr✹ One flight of stairs required to access Coastal Cottagebrbrbrbr★★ Things to Love ★★brbr✹ Private Bayfront setting with expansive water views from every roombrbr✹ Private boat dock and fishing pier for crabbing, fishing, or tying up a boatbrbr✹ Marine ladders for easy access to the water brbr✹ Screened porch, sun deck, and dock ideal for sunrise, sunset, and outdoor relaxationbrbr✹ All Linens & Towels included! brbrbrbrCOASTAL COTTAGE ON THE BAY IN OCEAN PINES MD -- Catch the breeze and magnificent open waterfront views from every room of this 3 bedroom, 2 bath water-front gem on the Saint Martin River. Decorated with vintage cottage furniture, red oak floors, comfy Macy's beds by Hotel Collection, Handcock & Moore leather sofa/club chair, leather & dense foam Pottery Barn ottoman, and Sony sound entertainment system. A sundeck and screened porch invite you outdoors. Also enjoy spectacular sunsets or sunrise from the roomy sundeck or our private dock. Enjoy complimentary parking at the Ocean Pines Beach Club, a 10 minute drive to the beach in Ocean City, MD. Launch your boat, crab or fish from our private dock (MD fishing permit not required). The cottage includes two Sony HDTVs and DVD players with family movie cable package, but no landline. brbrbrbrThree (3) Bed Rooms (a Master and two (2) Guest Bedrooms (one has a Full-on-Full bunk bed).brbrbrbrBed Sizes: 2 Queen beds, a Full-Over-Full Bunk Bed with memory foam mattress on top and traditional mattress below), and a Full-size Sleeper Sofa in the Living Room. brbrbrbrTwo (2) Full Bath Rooms (Master Bath with Shower and a Hall Bath with bath tub - shower combination). See LINENS below which are now standard for prime summer weeks. brbrbrbrAmenities: Complementary Ocean Pines Beach Club Parking Pass. brbrbrbr(Note: Club Memberships daily or weekly for Golf, Tennis and Swimming Pools are available at additional cost through the Ocean Pines Association or at the door. Each pool pass is good for use of any of the Ocean Pines five-plus swimming/kiddie pools.) brbrbrbrNOTE: RESERVATIONS DURING PRIME SUMMER MONTHS MUST BE MADE FOR A FULL WEEK (or MORE) that RUN FROM SATURDAY-TO-SATURDAY. PRIME SEASONAL MONTHS ARE JUNE. JULY, AUGUST and EARLY SEPTEMBER EACH YEAR. Coastal Cottage is only for Family Vacations (Non-Group Rentals). brbrbrbrAgain, Weekly Reservations run from SATURDAY-to-SATURDAY and may be made for multiple weeks. Inquiries for Mini weeks (at least 4 days within a calendar week) are considered only during OFF-SEASON periods (April, May, and October). brbrbrbrLINENS: Now standard for prime summer weeks (June, July and August). During off-season weeks guests may contact Ocean City Beach & Linen Rental Company to order basic linen service for 6 guests at approximately $100 for their weekly stay. Included are towels for 6 persons (bath and hand towels, and wash cloths) as well as sheet sets and pillowcases for 2 queen beds and 2 full mattresses (for a full-on-full bunk bed). Please promptly inform Host or Property Manager if there is any difficulty. brbrbrbrPILLOWS: We provide new pillows each season but recommend bringing your own which should be more comfortable. brbrbrbrIncluded Amenities Are: brbrRemote keyless code entry. brbrPrivate Boat Dock /Fishing Pier (6' wide x 33' long) with marine ladder and guest slip for your boatbrbrCentral Air Conditioning - brbrBeach Chairs - brbrBlender - brbrDrip Coffee Maker and Electric Coffee Grinder -brbrNespresso coffee maker - brbrBBQ Grill (Weber gas grill) - brbrCrab Cages (for crabbing) - brbrCrab Pot (for cooking) - brbrExtra Blankets - (bring sheets) brbrFridge with Ice Maker - brbrHair Dryer - brbrHDTVs - Sony Bravia LR and rear BR - brbrIron/Ironing Board -brbrMicrowave -brbrNo Land Phone Line - brbrScreened Porch (furnished in white wicker and glider bench) brbrStereo - Sony Sterio Speakers = brbrDVD players (connected to 2 HDTVs) - brbrSun deck (32' x10') w Royal Teak dining table w Sunbrella - a set of 6 sling back chairs. A reclining teak steamer chair in Sunbrella fabric and teak side table are new for 2019. brbrToaster - brbrWasher & Dryer (Stacked unit laundry cove in kitchen) - brbrWireless High Speed Internet and HD Cable TVbrbrbrbrbrbr★★ Sleeping Arrangements ★★brbr✹ Bedroom 1 (Primary): Queen bedbrbr✹ Bedroom 2: Queen bedbrbr✹ Bedroom 3: Full-over-Full bunk bed (Full bed over a Full bed)brbr✹ Living Room: Full-size sleeper sofa brbrbrbr★★ Ocean Pines Beach Club Access & Community Rules ★★brbrA complimentary Ocean Pines Beach Club parking pass is included with summer bookings beginning June 1. The Ocean Pines Beach Club is approximately a 10-minute drive to the Ocean City private beach.brbrThis home is located within the Ocean Pines Vacation Resort Community, a private residential community. Optional daily or weekly memberships for golf, tennis, and more than four swimming pools are available for purchase through the Ocean Pines Association or at participating facilities. Please note: Ocean Pines has a designated kayak launch area in Pintail Park. brbrbrbrGuests must follow all Ocean Pines community rules during their stay.brbrbrbr★★ Frequently Asked Questions ★★brbrDo you provide linens and towels brbr✹ Linens and towels are included via the cleaning fee. brbrbrbrIs beach access included brbr✹ A complimentary Ocean Pines Beach Club parking pass is included with summer bookings starting June 1.brbrIs there a coffee maker provided, and if so what kind brbrbrbr✹ Yes. A Cuisinart drip coffee maker and a Nespresso coffee maker are provided. Please bring your preferred grounds (or original Nespresso coffee capsules).brbrbrbrIs parking available brbr✹ Yes. Private driveway parking is available for up to four vehicles, with additional street parking if needed.brbrbrbrAny board games brbr✹ Yes. We have a chess board at the property.brbrbrbrIs this home suitable for group rentals brbr✹ No. This property is reserved for family vacations only and does not allow group rentals.brbrbrbrIs smoking or vaping allowed brbr✹ No, smoking and vaping are not permitted anywhere on the property.brbrbrbrAre pets allowed brbr✹ No, pets are not permitted at this property.brbrbrbrWhat is the check-in and check-out time brbr✹ Check-in begins at 4:00 PM and check-out is by 10:00 AM.brbr✹ Early check-in may be available between 1:00 PM and 3:00 PM for an additional priority cleaning fee. Please inquire after booking.brbr✹ Late Check-out may be available between 11:00 AM and 1:00 PM for an additional priority cleaning fee. Please inquire after booking.brbrbrbrWhat are the booking requirements for this property brbr✹ During prime season (June, July, August, and September), reservations must be for a full week or longer and must run Saturday-to-Saturday.brbrbrbr✹ Mini-week stays (minimum 4 nights) are permitted only during the off-season (April, May, and October), subject to availability.brbrbrbrHow do I access this property brbr✹ There is an E lock at the top of the stairs. There is no elevator and the living space is located up these stairs.brbrbrbr★★Attractions & Activities★★brbr✹ Beach Access – 15-minute drive (8.5 miles)brbr✹ Ocean City Boardwalk – 22-minute drive (10 miles)brbr✹ Assateague Island – 26-minute drive (16.8 miles)brbr✹ Jolly Roger Amusement Park - 20-minute drive (10.5 miles)brbr✹ Northside Park – 24-minute drive (11.9 miles)brbr✹ North Bus Stop - Ocean Pines Sports Core Pool - 8-minute drive (3 miles)brbr✹ South Bus Stop - Ocean Pines Sports Core Pool - 8-minute drive (3 miles)brbrbrbr★★Steps From Your Door★★brbr✹ The Pines Cafe - 7-minute drive (2.4 miles)brbr✹ The Snowball Stand - 8-minute drive (3.1 miles)brbr✹ Paul and Vinny's - 8-minute drive (3.1 miles)brbr✹ Southgate Grill - 9-minute drive (3.3 miles)brbrbrbr★★ Important Notices ★★brbrWe’re delighted to welcome you to one of our vacation homes and want your stay to be as enjoyable as possible. Please keep in mind that beach life sometimes brings shifting weather, town celebrations, or nearby construction. You may also encounter local wildlife such as seagulls, raccoons, foxes, or the occasional bug. Our homes are treated regularly, but a touch of the outdoors is part of Ocean City’s natural charm.brbrbrbrIf something feels off — whether it’s an appliance not working correctly or an unexpected maintenance issue — please let us know right away. A quick photo helps, and our team typically responds promptly to resolve anything with as little disruption as possible. While these types of issues don’t qualify for refunds, we’ll always do our best to make your stay smooth.brbrbrbrAfter booking you will be asked to complete a check-in form. This form includes providing your name, birthday, photo ID, and signing a rental lease agreement. All information is stored internally and not sold to any third party as this is how we verify age and legally protect our homes. brbrbrbrAll rentals include our full linen and towel package. Every bed will be made before you arrive, and each guest receives one bath towel along with fresh sheets and pillowcases.brbrbrbrPlease respect the home as if it were your own. An additional $500 excessive cleaning fee may apply if the property is left in unacceptable condition. brbrbrbrOcean Pines Association (OPA) enforces Worcester County rules concerning “unreasonable noise” and disturbance standards. OPA will enforce community rules if noise becomes a nuisance. Disturbances may result in fines or removal without refund.
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$321.61

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Private Vacation Home

CUTE AND COZY IN OCEAN PINES

Ocean Pines, Maryland, United States

Enjoy the amenities of Ocean Pines in this comfortable 3 BR home. Features a spacious living room with gas fireplace, and a lovely 3-season porch. Private backyard with deck and a gas grill. This rental does not come with pool passes (they can be purchased for daily/weekly use) but includes a parking permit for the Beach Club parking lot in Ocean City. You can visit Oceanpines.org to get more info. This is a smoke free and pet free property. 2 bikes provided by owner.brbrLinen Concierge Service - Bed linens, bath towels and bath mats, kitchen towel set, beds made. Beach Towels NOT included, please bring your own. brbrGuests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable.brWe accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.brbrVRBO BOOKINGS: This property is hosted by the management company noted as owner on this site. After booking the property you will be charged a booking fee by VRBO. ALL other fees and the rental amount will be charged by the management company and paid to the management company. Once you have booked on VRBO, you will be contacted by a representative from the management company via phone or email and you will be sent a Lodging Agreement that must be signed to confirm your reservation. Apart from damage protection, all fees associated with the booking are displayed in the VRBO booking.
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$688.29

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Private Vacation Home

Grand Pines Getaway | Backyard, Gas Grill, + Beach

Ocean Pines, Maryland, United States

Summary:brbrWelcome to Grand Pines Getaway, a spacious multi-level coastal retreat in Ocean Pines just 7 miles from the beach. Perfect for families and groups, the home features two living areas, a fully equipped kitchen, and thoughtful touches like children’s books. Enjoy a private backyard with a gas grill and cornhole, plus a 2-car garage for easy parking. As part of the Ocean Pines community, you’ll also have access to great local amenities for a relaxing stay.brbrbrbrThe Space:brbrThis 5-bedroom, 4.5-bathroom home comfortably accommodates up to 10 guests, making it ideal for families or groups looking to relax and reconnect. With 3,500 sq ft of living space, you’ll enjoy an open floor plan, high-end finishes, and plenty of natural light throughout.brbrbrbr✨ Highlights include:brbrbrbrTwo spacious living areas for gathering and relaxing on the 1st and 2nd floorbrbrElegant hardwood flooring and custom trim detailsbrbrBright, open layout with large windowsbrbrChef’s kitchen with granite countertops, center island, and double ovenbrbrThoughtfully designed for both comfort and functionalitybrbr⸻brbrbrbr ️ Sleeping ArrangementsbrbrbrbrDesigned with comfort and privacy in mind — every bedroom offers easy access to a bathroom.brbrbrbrBedroom 1 (1st Floor): King bed with en-suite access brbrBedroom 2 (2nd Floor): King bed with en-suite accessbrbrBedroom 3 (2nd Floor): Queen bedbrbrBedroom 4: Queen bedbrbrBedroom 5: Two twin beds — perfect for kids or additional guestsbrbrbrbrBaths: 4.5 bathrooms brbr⸻brbrbrbr Outdoor LivingbrbrEnjoy multiple outdoor spaces designed for relaxation and fun:brbrbrbr Covered front porchbrbr Rear deck and large paver patio with fountainbrbr BBQ/grill area for cookoutsbrbr Outdoor seating for dining or lounging + cornhole game for guestsbrbr brbr Parking & AccessbrbrPrivate driveway + 2-car garagebrbrEasy self check-in via electronic keypadbrbrSpacious and convenient for multiple vehiclesbrbrbrbr Community AmenitiesbrbrLocated in the desirable Ocean Pines community, guests enjoy access to:brbr Multiple outdoor pools (seasonal)brbr Recreation areas & scenic surroundingsbrbrQuiet, family-friendly neighborhoodbrbrbrbr LocationbrbrJust 7 miles to Ocean City beaches brbrClose to dining, shopping, and развлечmentsbrbrPeaceful setting away from the crowds, yet close to everythingbrbrbrbrWhether you’re planning a relaxing beach getaway, a family vacation, or an extended stay, this beautifully maintained home offers the perfect blend of space, comfort, and coastal charm brbrbrbr Why Guests Love This Areabrbr✔️ Quiet and relaxing compared to downtown Ocean Citybrbr✔️ Perfect balance of nature and conveniencebrbr✔️ Great for families, extended stays, and anyone looking to unwindbrbr⸻brbrbrbrbrbr STARTER KITbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.brbrbrbr ️ Kitchen Kit:brbr- 1 roll of paper towelsbrbr- 2 small trash bagsbrbr- 2 large trash bagsbrbr- Dish soapbrbr- 2 dishwasher podsbrbr- 2 laundry podsbrbr- 1 spongebrbr- 2 dish towelsbrbrbrbr Full Bathroom Kit:brbr- 2 rolls of toilet paper per bathroombrbr- Travel-size shampoo, conditioner, body wash, body lotion, and bar soapbrbrbrbr ️ Linens & Towels:brbr- Beds are made with sheets, pillowcases, shams, and a comforterbrbr- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)brbr- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)brbr- A washer and dryer are available for guest use should you wish to refresh towels or linens during your staybrbrbrbrThe Neighborhood:brbrNestled in the peaceful and scenic community of Ocean Pines, this home offers a relaxing retreat away from the crowds while still being just a short drive from the excitement of Ocean City brbrbrbrOcean Pines is known for its quiet, family-friendly atmosphere, tree-lined streets, and beautifully maintained surroundings — perfect for guests looking to unwind and enjoy a slower pace.brbrbrbrGetting Around:brbrGetting around from your home in Ocean Pines is easy and convenient, whether you’re heading to the beach or exploring nearby towns.brbrbrbr Driving (Best Option)brbrbrbrDriving is the most convenient way to get around:brbrbrbr ️ About 10–15 minutes (7 miles) to the beaches of Ocean Citybrbr ️ Quick access to grocery stores, restaurants, and shoppingbrbr Easy trips to nearby areas like Berlin (a charming small town) and Fenwick Islandbrbrbrbr Biking & WalkingbrbrOcean Pines is a bike-friendly, residential communitybrbrGreat for morning walks or casual bike rides through quiet, tree-lined streetsbrbr Public TransportationbrbrThe Coastal Highway bus runs through Ocean City and is a great option once you’re near the beach areabrbrIdeal for visiting the Boardwalk, restaurants, and attractions without worrying about parkingbrbr RidesharebrbrUber and Lyft are available in the area, though wait times may vary slightly compared to larger citiesbrbrbrbrOther Things to Note:brbrThe property includes a barbecue grill for guest use; please ensure it is thoroughly cleaned after each use, as a cleaning fee of up to $100 may be applied if the grill is left dirty upon departure.brbrbrbrA valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.brbrA rental agreement must be signed prior to your stay.brbrA valid credit card is required to be kept on file for incidentals, damages, or policy violations.brbrOccupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.brbrQuiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.brbrThis property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.brbrThis home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.brbrNo smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.brbrNo pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.brbrGuests are responsible for complying with all local laws, HOA rules, and community guidelines.brbrCheck-in and check-out times must be adhered to unless otherwise approved.brbrAny violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.brbrbrbrPool season is from May 15 to Oct 15. There is a $75 charge if you turn off the mosquito mister as it costs to get the company to remotely turn it back on. We can stop mister if you contact us directly during business hours. brbrbrbrIf you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office. brbrbrbrIf you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. Request are only reviewed 24 hours prior to your check-in date. There is an additional fee of $75 if we can accommodate this request for you.brbrbrbrOur calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book. brbrbrbrThis is a non-smoking unit. Oceans Edge Vacation Rentals charges a $1,000 fine for smoking in the unit. brbrbrbrDue to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.brbrbrbrTrust & Safety: By booking a stay with us you give permission permission to the property manager to use a third-party to verify my identity and check criminal databases to confirm my reservation. Complete terms regarding the guest verification can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.brbrbrbrWe warmly welcome you to our coastal haven and wish to ensure your stay is as enjoyable as possible. However, we kindly remind our guests that certain elements beyond our control, such as weather conditions, nearby construction activities, or the exuberance of neighboring celebrations, may influence your experience. Nestled close to nature's bounty, our location invites occasional visits from local wildlife, including raccoons, foxes, diverse bird species including seagulls, and an array of insects. While these encounters are part of the natural charm of our setting, we diligently treat our properties to minimize unwanted guests and maintain your comfort.brbrbrbrShould you encounter any aspect of nature that feels less than welcoming or experience any issues with appliances, HVAC systems, electrical components, or cleanliness, please do not hesitate to inform us promptly and provide photographic evidence. We require that you allow us the opportunity to rectify the problem during your stay, as our response time is typically less than an hour. We will make every effort to address and resolve the situation to the best of our ability. However, please understand that such natural occurrences or maintenance issues do not warrant refunds. By booking this property you agree and understand no refunds are given. Our commitment is to provide a serene and delightful escape, and we are here to assist in making your experience as pleasant as possible, within the harmony of our natural surroundings.
Bed 5

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Bath 4

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Exceptional(6)

$412.39

/ Nightly
Private Vacation Home

Tranquil Waters, OceanPines, 3 br, Dog Friendly

Ocean Pines, Maryland, United States

Summary:brbrPeaceful Coastal Getaway – Dog Friendly!brbrbrbrRelax with the whole family at this peaceful beach retreat! This 1,500 sq. ft. home away from home is perfect for a laid-back vacation near the shore.brbrbrbrFeaturing 3 bedrooms (King, Queen, and 2 Twins), this home is spotlessly disinfected before each stay and includes a full linen package for your comfort and convenience.brbrbrbrEnjoy a free parking pass to the Ocean Pines Beach Club on 49th Street, and make the most of the beautiful outdoor space—a low fenced-in backyard with comfortable outdoor furniture and a TV, ideal for relaxing evenings and family time.brbrbrbrBest of all Your dog is welcome too! Bring the whole family and make lasting memories in this cozy, coastal escape.brbrbrbrThe Space:brbrTucked away in a quiet, welcoming neighborhood just a short drive from the beach , this peaceful 3-bedroom home in Ocean Pines, Maryland offers the perfect coastal escape for rest and relaxation ☀️brbrbrbrDesigned for calm, comfortable getaways, the home is ideal for families or small groups looking to unwind and enjoy a slower pace by the shore. Please note, the home does not rent to groups under 25 years of age and is not available for senior week rentals.brbrbrbrInside, you’ll arrive to a thoughtfully prepared space with a full linen package included in your cleaning fee ️—freshly cleaned and sanitized bedding, linens, bath, and kitchen essentials are all provided. Just bring your beach towels and settle in ️brbrbrbrThis inviting retreat also welcomes your dog , making it easy to bring the whole family along. Guests enjoy access to the wider Ocean Pines community, including five community pools and a relaxed, neighborhood feel throughout.brbrbrbrA complimentary beach parking pass is included , giving you easy access to the Ocean Pines Beach Club on 49th Street in Ocean City, just about 7 miles away—perfect for sun-soaked days by the water . You’re also only minutes from local favorites: the Ocean Pines Marina is about 3 miles away with waterfront dining and drinks ️, and a nearby boat ramp makes it easy to get out on the water with a boat, jet ski, or paddleboard .brbrbrbrGolf lovers will appreciate being just 1.1 miles from the entrance to the Ocean Pines Golf Course ⛳, while those who prefer pool days can access community pools for a small daily fee.brbrPool fees include the following: brbrAges 4 and under are free. 5 and older pay child fee.brbrChildren 12 and older may come without an adult. According to the county 12 is the babysitting age so they come with a younger sibling. brbrAll outdoor pool rates are daily rates. brbrResidents of OP- Adults 18 & up ($13), Youth ages 5-17 ($11) brbrNon-Residents- Adults 18 & up ($18), Youth ages 5-17 ($16) brbrbrbrThis home offers the feel of a quiet coastal hideaway—close to everything, yet tucked into a peaceful neighborhood where you can truly relax
Bed 3

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Bath 2

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Exceptional(19)

$419.65

/ Nightly
Cottage

Waterfront Cottage w/ Private Dock in Ocean Pines!

Ocean Pines, Maryland, United States

2 Living Areas | BBQ Ready | Community Amenities Access w/ FeebrbrBook your next coastal Maryland getaway at this 3-bedroom, 2-bath vacation rental in Ocean Pines. The cottage features a bright interior with beachy decor, a full kitchen, a private dock where you can launch your own boat, and a community pool just a short walk away. Hit the links at Ocean Pines Golf Club, lounge in the sand at Ocean City Beach, or catch thrills with the kids at Jolly Roger Amusement Park during your stay!brbr-- THE PROPERTY --brbrSTR-5537brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 king bedbr- Loft: 2 twin beds (convertible to 1 king bed upon request)brbrOCEAN PINES COMMUNITY AMENITIES (addt’l daily fee, paid on-site)br- Indoor pool, seasonal outdoor poolsbr- Basketball, tennis & pickleball courtsbrbrOUTDOOR LIVINGbr- Screened porch w/ dining areabr- Gas grill (propane provided)br- Furnished deckbr- Private boat dock, water views brbrINDOOR LIVINGbr- 2 living areas, 4 Smart TVsbr- Dining table, board gamesbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Dishware/flatware, cooking basics, spicesbr- Keurig & drip coffee makersbr- Microwave, toasterbr- Dry bar w/ wine coolerbrbrGENERALbr- Free WiFibr- Keyless entrybr- Central A/C & heatingbr- Linens/towels, iron/board, washer/dryerbr- Trash bags, paper towelsbr- Hair dryer, complimentary toiletriesbrbrFAQbr- Quiet hours (10:00 PM-8:00 AM)br- Local private beach accessbrbrACCESSIBILITYbr- 2-story cottage, 3 steps to enterbr- 1st-floor bedrooms & full bathroombrbrPARKINGbr- Driveway (3 vehicles)br- Boat trailer parking available (1 max)br- Street parking prohibitedbrbr-- THE LOCATION --brbr- Walk to Ocean Pines Farmers & Artisans Marketbr- Walk to nearby community poolbr- Near golf courses: Ocean Pines Golf Club, River Run Golf Club, Ocean Resorts Golf Clubbr- 5 miles to Ocean Downs Casinobr- 9 miles to Ocean City Beach: private access, parking pass providedbr- 9 miles to Baja Amusements & 11 miles to Jolly Roger Amusement Parkbr- 12 miles to Ocean City Boardwalkbr- 123 miles to Baltimore/Washington International Thurgood Marshall Airport & 131 miles to Philadelphia International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This 2-story cottage requires 3 steps to enter; there are 2 bedrooms and 1 full bathroom on the 1st floorbr- Street parking is prohibitedbr- Access to the community amenities is available for an additional daily fee, paid on-sitebr- The seasonal community outdoor pools are open Memorial Day-Labor Daybr- A private block-long beach is available for guest use on 49th St in Ocean City. A parking pass is provided for the nearby lot and can be found inside the property upon arrival
Bed 3

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Bath 2

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$458.15

/ Nightly
Private Vacation Home

3 Bedroom Family Retreat in Ocean Pines!

Ocean Pines, Maryland, United States

Relaxation awaits in this beautifully designed one-level home, nestled on a quiet cul-de-sac in the award-winning Ocean Pines community. Perfect for family vacations or a peaceful coastal escape, this property offers a seamless blend of comfort, style, and inviting indoor-outdoor living. Enjoy morning coffee on the welcoming front porch or unwind in your private backyard retreat. Inside, the open-concept living and dining areas feature vaulted ceilings with exposed beams, skylights, a cozy gas fireplace, and a sunny bay window seat — perfect for quiet moments after a day at the beach. The spacious kitchen is designed for gathering, complete with cherry cabinetry, Corian countertops, stainless steel appliances, tile backsplash, and a breakfast nook. A custom barn door leads to a convenient mudroom and pantry with backyard access. The expansive primary suite offers a walk-in closet and spa-inspired bath with whirlpool tub and separate tiled shower. Located just minutes from Ocean City beaches, golf, dining, and shopping, this Ocean Pines retreat offers the perfect balance of relaxation and adventure.brbrControl Number: 5604 | Maximum Occupancy: 5, including children and infants. brbrBring your own linens and towels.*brbrBedding:br - Bedroom 1: Kingbr - Bedroom 2: Kingbr - Bedroom 3: QueenbrbrProperty Amenities: br - Full Sized Washer & Dryerbr - Wi-Fibr - 2 TVs (Streaming Only), Netflix enabledbr - Parking in drivewaybrbrAge Restriction: 25+ | No PetsbrbrSTRICT NON-SMOKING POLICYbrbr* A linen package is available to purchase as an add-on to your reservation at the time of booking. Linen packages include one (1) set of sheets for each bed listed and one (1) set of towels for each guest, up to the maximum occupancy of the unit. Sheet sets include one (1) fitted, one (1) flat sheet and two (2) pillowcases. Twin sheet sets come with one (1) pillowcase. Towel sets include one (1) bath towel, one (1) hand towel and one (1) wash cloth per guest up to the maximum occupancy.brbr*Guests can enjoy community amenities on an à la carte basis at the Ocean Pines Community Center, conveniently located at 235 Ocean Parkway, Ocean Pines, MD.
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Exceptional(1)

$790.64

/ Nightly
Private Vacation Home

Ocean Pines 6BR Canal Front Home

Ocean Pines, Maryland, United States

Summary:brbrEscape to Family Tides, a spacious 6-BR waterfront retreat in Ocean Pines for 16 guests. Enjoy stunning canal views, a private boat dock, and a game room. Perfect for large families, this home offers access to community pools, a beach club, and tennis courts. Your ultimate group getaway awaits with direct water access and ample space to relax and entertain.brbrbrbrThe Space:brbrThis newly updated 6-bedroom, 3.5-bathroom home is your perfect waterfront escape, comfortably accommodating up to 16 guests. Situated directly on a wide canal with direct access to the St. Martins River, you'll enjoy beautiful sunrises and sunsets.brbrbrbrKey Features:brbr Spacious main living room with a large sectional sofa and expansive windows overlooking the water.brbr Dedicated game room equipped with a bumper pool table and a foosball table.brbr A huge, wood-paneled screened sunroom featuring its own bar and comfortable seating – the ideal spot to enjoy the canal breeze.brbr Private boat dock: Bring your boat and dock it right at the property for ultimate convenience during your waterfront vacation.brbrbrbrGuest Access:brbrGuests will have full and private access to the entire 6-bedroom home and its grounds, including the game room, screened sunroom, and private boat dock.brbrbrbrYour stay also includes access to the fantastic Ocean Pines community amenities:brbrBeach club access in Ocean CitybrbrOutdoor and indoor pools (fees paid to use)brbrYacht clubbrbrPlaygrounds and tennis courtsbrbrVisit the Ocean Pines Community page to see all the resort detailsbrbrbrbrThe Neighborhood:brbrIncludes the Ocean City Beach parking pass with your stay; pass must remain in the house upon check outbrbrbrbrOther Things to Note:brbrSome community amenities, such as the pools, are seasonal and may require a fee and guest pass for access. Please inquire on the Ocean Pines Community site for more details.brbrIf you plan on bringing a boat, please let us know in advance so we can provide you with specific information regarding the dock.brbrThe home is professionally cleaned and sanitized before every stay.brbrbrbrInteraction with Guests:brbrWe respect our guests' privacy and offer a seamless self-check-in process. While we will not be present during your stay, we are readily available via the app or by phone should you need any assistance or local recommendations.
Bed 6

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Bath 3

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Sleep 16

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