Home Vacation Rentals By Owner In Rock Hall, MD

Showing 20 Of 51 Vacation Rentals
Slider Thumb
Exceptional(2)

$643.58

/ Nightly
Private Vacation Home

Chesapeake Bay Retreat W/Breathtaking Views

Rock Hall, Maryland, United States

Escape to serenity on the shores of Chesapeake Bay! This luxurious, multimillion-dollar waterfront retreat offers sweeping water views, upscale furnishings, and timeless historic charm. Minutes from vibrant Rock Hall and Chestertown. Relax on the deck with morning coffee, stroll or bike the scenic waterfront paths, enjoy sun dips at Ferry Park beach, catch live performances at The Mainstay, or explore birdwatching trails at Eastern Neck Wildlife Refuge.brbrI am here for you during your stay. Our level of interaction is up to you. I’m only a phone call/message away. You will be able to self check-in upon arrival.brbr✔ Exclusive use of the entire home offering complete privacybrbr✔ Spacious backyard with a fire pit for gatherings under the starsbrbr✔ parking on the premisesbrbr✔ Effortless check-in process with a private entrancebrbrBeachfront but no access to the beach unsafe for swimming. Nearby beach to swim in located on Beach Road / ferry parkbrbr**NO basement access***brbrFIRST FLOOR: brbrMaster bedroom with King bed. Master bathroom attached. brbrQueen bedroom.brbrLiving room has a trundle. brbr2nd floor: Loft area has twin beds. No door: just a stairwell the way it shows in photos. brbrbr✔ Spacious open-plan home with large windows flooding rooms with lightbr✔ Stylish Luxury furnishings providing a cozy and contemporary feelbrbr✔️Fully-equipped kitchenbr✔️ A private backyard oasis with a access to beach (please do not swim) deck & fire pitbrbr✔ Pet-friendly ; Must provide upon booking br✔ Indoor fireplace to snuggle up during cooler eveningsbrbr✔ Explore the historic charm of nearby Chestertown and its unique local shopsbr✔ Visit scenic Rock Hall for a slice of nautical historybr✔ Beach activities abound, from lounging on the sand to water sportsbr✔ Proximity to hiking and nature trails offering outdoor adventurebrbrPlease remember that you’re staying in a house not a hotel. Please treat the space with respect. This is a quiet secluded neighborhood, so please be mindful of our neighbors. No noise after 10PM! brbrIf any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7. brbrThe entire house is yours, please respect the locked closets. No access to basement. brbrbrThe cleaning fee goes directly to our amazing cleaner.brbrThe house is on a private driveway please go 13 MPH
Bed 4

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(10)

$278.48

/ Nightly
Private Vacation Home

Rock Hall Retreat w/ Balcony Near Park & Marina!

Rock Hall, Maryland, United States

Experience comfort and tranquility at this 3-bedroom, 2.5-bath vacation rental in Rock Hall, MD! Perfect for families, this charming home features a furnished balcony for sipping your morning coffee, a fully equipped kitchen for preparing delicious homemade meals, and easy access to the Rock Hall Community Park next door. When you're ready to venture out, consider riding the provided bicycles around town or exploring the Eastern Neck National Wildlife Refuge. Your getaway awaits!brbr-- THE PROPERTY --brbrWalk to Rock Hall Community Playground | Near Rock Hall Harbor | Quiet LocationbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin BedsbrbrINDOOR LIVING: Smart TV, dining table, beverage refrigerator (2nd floor), board games, ceiling fansbrKITCHEN: Keurig & French press coffee makers (coffee & sugar provided), cooking utensils, dishware & flatware, dishwasher, ice maker, microwave, toaster, water filterbrOUTDOOR LIVING: Furnished balcony, deck, yard, playground viewsbrGENERAL: Free WiFi, keyless entry, central air conditioning & heating, hair dryer, hangers, in-unit laundry machines, linens/towels, trash bags/paper towels, clothes steamer, bicyclesbrACCESSIBILITY: 2-story home, exterior steps to enter, bedroom & bathroom on 1st floorbrFAQ: Quiet hours (10:00 PM-7:00 AM)brPARKING: Driveway (1 vehicle), carport (1 vehicle)brbr-- THE LOCATION --brbrOUTDOOR SPOTS: Rock Hall Community Park & Playground (0.4 miles), Rock Hall Landing Marina (1 mile), Eastern Neck National Wildlife Refuge (6 miles), Tolchester Beach & Marina (7 miles), Mitchell Bluff (8 miles)brHOT SPOTS: The Mainstay (0.5 miles), Caulk's Field Monument (6 miles), Chestertown (14 miles), Wilmer Park (14 miles), Chester River Yacht & Country Club (14 miles)brLOCAL EATS: Java Rock Coffee House & Cafe (0.5 miles), Waterman's Crab House (0.9 miles), Harbor Shack (1 mile)brAIRPORT: Baltimore/Washington International Thurgood Marshall Airport (77 miles)brbr-- 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- NOTE: This 2-story home requires exterior steps to enter. While there is a bedroom on the 1st floor, an additional interior staircase is required to access the remaining bedrooms on the 2nd floorbr- NOTE: Please observe quiet hours from 10:00 PM to 7:00 AM
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(51)

$603.56

/ Nightly
Private Vacation Home

WATERFRONT right on a BEACH

Rock Hall, Maryland, United States

Sunset at Rabbit Run is perfect for a family or friends enjoying the Chesapeake Bay area with views of the Chesapeake bay bridge and the harbor .Large Waterfront with a semi private Chesapeake Bay Beach. Spend your day kayaking, fishing or crabbing and enjoy a beautiful Sunset while you cook out. A firepit, hammocks, outdoor seating, Kayaks, outdoor shower and more to enjoy while staying at Rabbit Run. Watch boats going by, and birds in the sky. A perfect setting for a fun filled vacation.brbrThe cottage has 2 bedrooms on the first floor with 2 full baths. (King and Queen), sitting room w/ pull out couch, living room with expansive views of the Chesapeake Bay, dining area and kitchen. There is a loft with a full size bed.brbrOutdoors there is a front patio with an outdoor shower and seating, along with a waterside patio and screened in porch. There is a semi private beach great for kids and grown ups too. Kayaks to explore the area, fishing and crabbing right at your fingertips. Hammocks for lounging and a firepit to hang around and discuss your day or toast marshmellows. brbrThere are 5 Kayaks (2 adult, 2 youth, and a double) for your use. There are 4 bikes also.brbrThe quaint town of Rock Hall is nearby with restaurants and shops to explore. The Harbor is just next door where you can watch the many boats and yachts coming and going.brbrWhat a great Eastern Shore Vacation for the whole family while enjoying the Chesapeake Bay!br br
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(139)

$403.3

/ Nightly
Cottage

Eastern Shore beach cottage get-away

Rock Hall, Maryland, United States

Recently renovated, charming cottage. A sandy beach is right across the quiet street from the cottage. The sandy bottom goes way out in the shallow water--great for kids, playing and launching kayaks. The cottage looks west to the amazing sunsets. Mr./Ms. Blue Heron visits the beach regularly and the ospreys dive for breakfast for their babies. Watch the crabbing boats ply the waters offshore as you enjoy your morning coffee and the amazing sunsets in the evening from the living room, dining room, or lawn chairs.brbrRock Hall, MD is a quaint fishing village on the upper Eastern Shore in Kent County. Rock Hall is on Southern Living's 2016 list of Best Small Town's of the South. Kent County is the least populated county in MD, so it is a true get-away. Only one blinking traffic light in Rock Hall. There are also many marinas (sailing and motor boats), about 8 at last count. A surprisingly wide choice of restaurants and entertainment (including live entertainment at the Mainstay & local restaurants) is available. Biking is great as the roads have wide, paved berms and wind throughout the rural, country-side. The Eastern Neck Island Wildlife Refuge is a short drive away and provides wonderful bird-watching, or go crabbing on the docks and bridges on the way. Kayaking, fishing and boating opportunities abound. Chestertown, home of Washington College, with its many restaurants, shops and activities is 10 miles away.brbrThe cottage will be cleaned and disinfected in accordance with VRBO guidance between each guest. brbrPLEASE NOTE: The service fee listed in the charges goes to VRBO/HomeAway, NOT to the owner. VRBO/HomeAway is also collecting it in the first payment request which you will receive. brbr
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(3)

$588.96

/ Nightly
Private Vacation Home

Waterfront! Private Dock, Boat Tie-Up & Near Town

Rock Hall, Maryland, United States

Summary:brbrUnwind with family or friends at this perfect waterfront getaway. This spacious home features a large sunroom with beautiful water views, ideal for watching the activity on the water. It sleeps up to 12 guests and is accessible by car or boat, with a private dock for tying up. Enjoy kayaking, fishing, or crabbing right from the dock. Explore nearby Rock Hall with its charming shops and variety of restaurants. Escape to a peaceful retreat where comfort meets scenic beauty.brbrbrbrThe Space:brbrAs you step through the front door, you are welcomed into a bright and airy living room/sunroom, filled with natural sunlight that creates a warm, inviting atmosphere. From there, you move into the spacious kitchen and living area, where a cozy dining table offers the perfect spot for enjoying meals.brbrbrbrThe main house is thoughtfully laid out with 3 bedrooms and 2 full bathrooms, all conveniently located on one level. Two of the bedrooms feature comfortable queen-sized beds, while the third is furnished with a bunk bed, offering a double on the bottom and a single on top. The master bedroom enjoys the privacy of an attached bathroom with a shower, while the second bathroom is located in the hallway for easy access.brbrbrbrA detached king suite offers extra living space. The suite features a king-sized bedroom with an en-suite bathroom, and an adjacent bunk room with a double bed on the bottom and a single on top, perfect for younger guests. Additionally, the suite is equipped with a mini fridge and storage for added convenience.brbrbrbrFor those who enjoy the outdoors, the water view sun porch is a wonderful gathering place to relax and watch the water activities. Kayaks and paddle boards are available for outdoor enjoyment. The property also features a private dock for fishing, crabbing, relaxing by the water and also access to tie up a boat. The shady backyard offers a peaceful spot to watch the boats go by and observe the local wildlife, making it a perfect retreat for outdoor enjoyment. This home truly embodies the essence of Eastern Shore living, blending comfort, convenience, and natural beauty for a perfect getaway. brbrbrbrbrbrMain House:brbr-Living Room/Sunroombrbr-Kitchen & Diningbrbr-Primary Queen Bedroom with attached ensuite bathroombrbr-Queen Bedroom brbr-Pyramid Bunk bedroom with a double on the bottom and single on topbrbr-Hall BathroombrbrbrbrSeparate Detached King Suite:brbr-King Bedroom with en-suite bathroombrbr-Pyramid Bunk bedroom with a double on the bottom and single on top (100lb weight limit for top bed)brbr-Full hall bathroom brbr-Mini Fridge brbrbrbrOutdoor Amenities:brbr-Private dockbrbr-Kayaks brbr-Large Backyardbrbrbrbr*Gray's Inn Creek Marina is 500ft from the property if boat launch is neededbrbrbrbrGuest Access:brbrDetailed check-in instructions and a unique access code will be provided prior to arrival.brbrbrbr**Per local laws, the guests making the reservation must be at least 23 years old and be present during the entire duration of the stay. For non-family groups, all guests must be over the age of 23. If this rule or the home occupancy limit is breached, guests may be subject to fines or eviction.**brbrbrbr**Up to two dogs of 100 lbs are welcome for a $150 pet fee that will be added to your reservation.**brbrbrbrThe Neighborhood:brbrRock Hall, Maryland, is a picturesque town nestled along the Chesapeake Bay, offering a delightful mix of marinas, seafood restaurants, and rich history. Known as the Pearl of the Chesapeake, this charming waterfront town is the perfect escape from the hustle and bustle of daily life. Whether you're docking your boat at one of the local marinas or enjoying live music and fresh local seafood, including oysters, crabs, and rockfish, Rock Hall has something for everyone. Outdoor enthusiasts can explore the area by sailing, fishing, biking, or hiking, while also discovering the town’s Eastern Shore heritage. brbrbrbrGo to Chestertown by boat in 30 minutes or explore the small towns of the Eastern Shore and Rock Hall all within a 4 mile drive with many restaurants and shops.brbrbrbr-Gray's Inn Creek Marina - 500 ftbrbr-Waterman’s Crab House - 9 minute drive brbr-Harbor Shack - 10 minute drive brbr-Osprey Point Inn - 10 minute drive brbr-Flying Decoy Bar & Grill - 7 minute drivebrbrbrbrGetting Around:brbrThe exact property address and home details will be sent to you with the check in instructions so you can easily plan your travels.brbrbrbrOther Things to Note:brbrPayment schedule: 50% at time of booking, 50% or remaining balance due 30 days before arrival.brbrbrbrThe following violations may be subject to additional fines of up to $300: unregistered pets, late departure without approval by host, & house left excessively messy.brbrbrbrThe home is stocked with a starter supply of paper products and toiletries to get going, but it is recommended that you bring or purchase more to last for the duration of your stay. brbrbrbrHigh speed Wifi is an amenity that is provided at the property but we cannot guarantee functionality for issues that are beyond our control. Potential Wifi outages will always be handled in a timely manner and resolved to the best of our ability. Unfortunately it is not guaranteed that our solutions will fix the issue and refunds will not be given for Wifi malfunctions.brbrbrbrInteraction with Guests:brbrI am here for you during your stay, but our level of interaction is up to you. I’m only a phone call/message away. You will be able to self check-in upon arrival.
Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(22)

$453.25

/ Nightly
Private Vacation Home

Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD

Rock Hall, Maryland, United States

Charming, spacious home with modern updates in a lovely town on the Chesapeake Bay. brNew air conditioning/heating system, updated appliances, Smart TV, comfortable beds, and tasteful decorating all enhance your visit. brAt Great Blue Heron House enjoy Eastern Shore living while visiting the Waterman's Town of Rock Hall. brBlue Heron restaurant is one block away and Carriage House - a delightful place to have weekend breakfasts during the summer - is across the street to the right! Go left and take a short stroll to the lovely, colonial restaurant of Osprey Point. brWalk two blocks to the town beach on the Bay. Swim in the Bay or sit and enjoy the views all the way to Annapolis! Enjoy gorgeous sunsets at the beach each evening!brGreat Blue Heron House is next door to Blue Heron Park where many birds can be spotted. A marina is at the end of the quiet side street. brTake a sunset sail after a day at the beach. It is easy to reserve spots on a sailing charter that leaves from Waterman’s dock. brExplore the trails of Eastern Neck Wildlife Island or rent kayaks to enjoy being on the water. brTaste local, delicious steamed crabs either at one of the waterfront restaurants or on your back deck while you enjoy the scenery of the spacious yard! brBring your bike, rent bikes, take the Tram, walk, or take a drive and explore the town of Rock Hall. brDo some shopping in town and treat yourself to lunch, ice cream, or sweets at the town stores.brGreat Blue Heron House is a special place to enjoy a vacation with family or friends!
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(6)

$1210.14

/ Nightly
Private Vacation Home

Grays Inn Creek Waterfront Pvt Dock Kayaks & View

Rock Hall, Maryland, United States

Summary:brbrRecently renovated, this spacious home features 7 bedrooms and 5.5 bathrooms, comfortably sleeping 18 guests. Enjoy the beauty of waterfront living on Greys Inn Creek with a private dock offering easy boat access. Relax on the upper sundeck and take in the stunning views. Explore the Chesapeake Bay estuaries by kayak or paddleboard, or fish and crab right from your own dock. Take time to explore the quaint towns of the Eastern Shore, including Rock Hall, just 7 miles away, with its restaurants and shops. This is the perfect spot for a relaxing getaway with plenty of opportunities for adventure!brbrbrbrThe Space:brbrThis stunning waterfront property offers an idyllic escape for families and friends. With a spacious, open floor plan and expansive water views, it’s designed to make the most of the Eastern Shore lifestyle. On the top level there is a large great room with a wall of windows framing the breathtaking water views. A sun deck off the great room provides the ideal spot to enjoy a morning coffee while watching the boats go by. Inside, the living area includes a wet bar, perfect for entertaining, and a half bathroom for added convenience. Also on this floor is a spacious king bedroom with its own en suite bathroom. For the kids, there are two bunk rooms: one with two sets of twin bunk beds and the other with a bunk bed featuring a full bed on the bottom, a single on top, and a trundle underneath. The final room on this floor has a single daybed with a trundle and a desk offering a quiet space for work while light streams in. On the lower level, you'll find a kitchen and dining area designed for group meals and entertaining. The living room, with more water views, opens to a screened-in porch, an excellent spot to enjoy the breeze! The lower level also features a queen bedroom and a hall bathroom. There are two king primary suites on this floor, each with its own en suite bathroom for added luxury and privacy! The property is a haven for outdoor lovers. Kayaks and paddleboards are available for exploring the waters, or you can bring your fishing rods and fish directly from your private dock. For those looking to relax outdoors, there’s a fire pit with seating, a picnic table, and plenty of space to enjoy the scenery. The private dock allows you to tie up a boat, and there’s a boat launch for easy access to the water. brbrbrbrbrbrTop Level:brbr-Living Roombrbr-Wet Barbrbr-Half Bathroombrbr-King Bedroom With Ensuite Bathroombrbr-Bunk Room 1: Two sets of twin bunk beds brbr-Bunk Room 2: Bunk bed with a full bed on the bottom, a single on top, and a trundle underneath.brbr-Daybed Room: Daybed with trundle and a desk.brbrbrbrLower Level:brbr-Kitchenbrbr-Large Dining Areabrbr-Living Roombrbr-Queen Bedroombrbr-Full Bathroom Located in the Hallbrbr-King Primary Suite 1: En suite bathroom brbr-King Primary Suite 2: En suite bathroom brbrbrbrOutdoor Amenities:brbr-Kayaks & Paddleboardsbrbr-Fire Pit & Seatingbrbr-Picnic Tablebrbr-Private Dock: For tying up a boat and enjoying fishing or crabbing.brbr-Private Boat LaunchbrbrbrbrTotal Bedrooms & Bathrooms:brbr-3 King Bedrooms (1 on the upper level, 2 on the lower level).brbr-1 Queen Bedroom (lower level).brbr-2 Bunk Rooms (upper level).brbr-1 Daybed Room with trundle (upper level).brbr-5 Full Bathrooms.brbr-1 Half Bathroom.brbr*Every room has a smart TV (Excluding the room with the day bed and trundle)brbrbrbrGuest Access:brbrDetailed check-in instructions and a unique access code will be provided prior to arrival.brbrbrbr**Per local laws, the guests making the reservation must be at least 23 years old and be present during the entire duration of the stay. For non-family groups, all guests must be over the age of 23. If this rule or the home occupancy limit is breached, guests may be subject to fines or eviction.**brbrbrbr**Up to two dogs of 100 lbs are welcome for a $150 pet fee that will be added to your reservation.**brbrbrbrThe Neighborhood:brbrRock Hall, Maryland, is a picturesque town nestled along the Chesapeake Bay, offering a delightful mix of marinas, seafood restaurants, and rich history. Known as the Pearl of the Chesapeake, this charming waterfront town is the perfect escape from the hustle and bustle of daily life. Whether you're docking your boat at one of the local marinas or enjoying live music and fresh local seafood, including oysters, crabs, and rockfish, Rock Hall has something for everyone. Outdoor enthusiasts can explore the area by sailing, fishing, biking, or hiking, while also discovering the town’s Eastern Shore heritage. brbrbrbrGo to Chestertown by boat in 30 minutes or explore the small towns of the Eastern Shore and Rock Hall all within a 4 mile drive with many restaurants and shops.brbrbrbr-Gray's Inn Creek Marina - 500ftbrbr-Waterman’s Crab House - 9 minute drive brbr-Harbor Shack - 10 minute drive brbr-Osprey Point Inn - 10 minute drive brbr-Flying Decoy Bar & Grill - 7 minute drivebrbrbrbrGetting Around:brbrThe exact property address and home details will be sent to you with the check in instructions so you can easily plan your travels.brbrbrbrOther Things to Note:brbrPayment schedule: 50% at time of booking, 50% or remaining balance due 30 days before arrival. The following violations may be subject to additional fines of up to $300: unregistered pets, late departure without approval by host, & house left excessively messy.brbrbrbrThe home is stocked with a starter supply of paper products and toiletries to get going, but it is recommended that you bring or purchase more to last for the duration of your stay. brbr brbrHigh speed Wifi is an amenity that is provided at the property but we cannot guarantee functionality for issues that are beyond our control. Potential Wifi outages will always be handled in a timely manner and resolved to the best of our ability. Unfortunately it is not guaranteed that our solutions will fix the issue and refunds will not be given for Wifi malfunctions.brbrbrbrInteraction with Guests:brbrI am here for you during your stay, but our level of interaction is up to you. I’m only a phone call/message away. You will be able to self check-in upon arrival.
Bed 7

Bed

Bath 5

Bath

Sleep 18

Sleeps

Home Most popular vacation rentals in Rock Hall