Vacation Rentals By Owner In Orleans, MA

Summary:brbr15556 - Wait n' Sea: Walk to Skaket Beach or Bike to Rail Trail!brbrbrbrThe Space:brbrLooking for the perfect family vacation getaway Well look no further! This sweet 3BR Cape cottage, located on the bayside of Orleans, is within walking distance of beautiful Skaket Beach. This public beach on Cape Cod Bay is known as one of the best beaches for families - a large beach with soft sand, warm clear waters, calm surf, and during low tide you can walk out over a mile onto the exposed flats and explore the tidal pools. Grab the stand up paddle board that we provide for guest use, and try it out on the calm bay waters, or hop on your bike and head to the Cape Cod Rail Trail, where you can enjoy the scenic views along this spectacular 22 mile paved trail stretching from Dennis to Wellfleet. brAt the property, you will enjoy two floors of living space with a cozy fully stocked eat-in kitchen, comfortable living area with couch seating and a mounted flat screen TV above a brick fireplace (fireplace not for guest use), three bedrooms with sleeping arrangements for eight, and one full bathroom. Two of the bedrooms are located on the first floor, including the master bedroom with a queen bed and the other bedroom also with a queen bed. The bedroom upstairs, which appears to be separate bedrooms on either side of the floor (no door), features a queen bed on one side and two twin beds on the other. Window A/C units will be installed in each bedroom to keep you and your guests cool and comfortable during those hot summer days and nights. br brThe property grounds are lovingly maintained and inviting, and you will surely enjoy the outdoor space, including the private yard and patio. Fire up the propane grill and enjoy a family BBQ out back on the stone patio under the shade of the umbrella. Take your showers under the clear blue summer skies in the enclosed outdoor shower, then play a few games of ping pong with the kids! Other amenities include WiFi, cable TV, a washer/dryer in the basement, and sheets and bath towels provided at no extra cost with all beds made upon arrival. Book your perfect Cape Cod getaway today! br brHome Details: br-Sleeps 8 br-2 Floors br-3 Bedrooms / 1 Bathroom br-Bedroom #1: 1 Queen Bed, 1st Floor br-Bedroom #2: 1 Queen Bed, 1st Floor br-Bedroom #3: 1 Queen Bed + 2 Twin Beds, 2nd Floor br-Bathroom: Full Bath w/ Tub/Shower Combo, 1st Floor br-Window A/C Units in Bedrooms br-WiFi br-Cable TV br-Propane Grill br-Washer/Dryer in Basement br-Outdoor Shower br-SUP Board br-Ping Pong Table br-Private Yard br-Patio w/ Furniture br-Walk to Skaket Beach br-Sheets and Bath Towels Provided with Beds Made Upon Arrival br-Cleaned with Hospital Grade DisinfectantbrC0416112240brbrbrbrThe Neighborhood:brbrBayside

Walk to Skaket Beach or Bike to Rail Trail!

Orleans, Massachusetts, United States

Bed

Bath

8

Sleeps

$421.56

SummerSalt is a comfortable, well-located 3-bedroom, 2-bath vacation home with central AC, Wi-Fi, private deck, and outdoor shower, thoughtfully set up for up to 6 guests. An ideal home base for beach days, Lower Cape exploring, and relaxed summer living.brbrWELCOME HOMEbrIdeally located in East Orleans in a quiet neighborhood – close to downtown, walkable to preservation trails, and bikeable to beaches. One floor living makes everything easier and the fun extends outside to a private deck, fire pit area, and corn hole zone. The house is bright, welcoming, and fully stocked for families to enjoy. The living area features central air conditioning, Wi-Fi, and a cozy wood-burning fireplace. Firewood is provided for fall and winter visits, making this a great off-season Cape rental as well. brbrBEDROOMSbr• Bedroom 1: King bedbr• Bedroom 2: Queen bedbr• Bedroom 3: Two twin bedsbrbrComfortable sleeping for up to 6 guests. All linens and towels are provided as well as a new stacked washer/dryer with needed Spray n Wash, detergent and fabric softener should laundry be on the to-do list. brbrBATHROOMSbr• Bathroom 1: Shower / tub combo br• Bathroom 2: ShowerbrbrOUTDOOR LIVINGbrEnjoy time outside on the private deck, complete with a Weber propane grill for casual summer meals. In the evening, relax around the propane fire pit and under the lights after a day at the beach. brbrBeach chairs and beach towels are provided, so you can travel light. brAfter swimming or sandy adventures, wash the beach off in the outdoor shower or use the salt-n-sand station to rinse off the toys, chairs, and the usual beach haul before it lands back in the car - a convenient and very Cape Cod way to enjoy the summer salt. brbrLOCATION - East Orleans, Cape CodbrSummerSalt is ideally located in East Orleans, your beach basecamp with fantastic proximity to:br• Walking distance, about 15 minutes, to East Orleans Village (Smitty’s ice cream after dinner and Nauset Farms for amazing meats and treats)br• 3 minutes / 1 mile to Eldredge Park, home of the Orleans Firebirds br• 3 minutes to Orleans Cove and great kayaking br• 7 minutes / 2.5 miles to Nauset Beach (Atlantic Ocean)br• 8 minutes / 3 miles to Skaket Beach (Cape Cod Bay sunsets + calm bay waters)br• Less than 1 mile to downtown Orleans shops, restaurants, and ice creambr• 1.3 miles to Cape Cod Rail Trail and bike rental in Downtown Orleansbr• Barley Neck Inn and Nauset Farms just ½ mile down the streetbr• About 15 minutes to Chatham’s iconic Main Street (and a gorgeous ride) and one of the best high end consignment shops on the cape (Changing Tides, Chatham)brbrYou’re also perfectly positioned for day trips galore - Wellfleet oyster bars, Provincetown dining and galleries, whale watching, National Seashore beaches, and the many Nantucket and Vineyard ferries from Harwich and Hyannis.brbrWhy families and friends love staying here:br• “Great location – loved biking to the landing and walking the shore”br• “Gorgeous décor and thoughtful art touches everywhere”br• “Comfy beds, love that there’s a king sized bed” br• “Super responsive host for anything needed”brbrGOOD TO KNOWbr• Sleeps up to 6 guestsbr• No pets, pleasebr• No smoking inside the housebr• Central AC & Wi-Fibr• Microwave, Smeg toaster, Smeg electric kettle, Keurig coffee carafe and kcup brew, lobster pot, commercial-grade blender, and oyster shucking kit br• Deck with Weber propane grillbr• Propane outdoor fire pitbr• Indoor fireplace (firewood provided seasonally)br• 50-inch smart Samsung TV br• Outdoor shower & salt-n-sand stationbr• Beach chairs and beach towels providedbr• Outdoor corn hole br• Marshall wireless bluetooth speaker (because beach days are only complete with a play list)br• Please note that outdoor amenities are available seasonallybr• All linens and towels included with beds made upon arrivalbr• Quiet, family-friendly East Orleans neighborhood, “Quiet Time” 11pm – 8am pleasebr• Summer rentals (late June, July & August) are a minimum of 7 days, Saturday to Saturday.br• Hosted by attentive, experienced owners committed to clear communication and a great guest experience br• A Guest Detail Form must be filled out and submitted along with a copy of renting guest’s ID to confirm minimum rental age, both must be on file before house details or check in instructions are sharedbr• A smart doorbell and thermostat are at the property. The doorbell is video equipped and helps us communicate with landscapers, FedEx and ensure plowing gets done.

NEW listing: Fam-friendly East Orleans, mins to Nauset, Skaket Beach & downtown

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$772.54

Close to the beaches, our 3 bedroom, 2 bath home, With the Wind, is your personal retreat. Walk to baseball games or downtown for an ice cream cone. Walk to shopping and restaurants. Enjoy the bike trails and ride your bike to the beach. Spend your summer vacation with your family or friends on the Cape. With The Wind is your home away from home. Bookings are Saturday to Saturday with some exceptions.br

VACATION IN CAPE COD'S MOST BEAUTIFUL TOWN!

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$5243.35

This property is professionally managed by Pretty Picky Properties.brbrSecond Wind - An Orleans Estate with large heated pool, spa, on Town CovebrbrSleeps up to 24 in three dwellingsbrLinens and bed making includedbrPets Considered up to 25 lbs.brWeddings not permitted on propertybrPool is open Memorial Day - Columbus DaybrbrThis Orleans Estate is located in the heart of Orleans Village on picturesque Town Cove. Bring the whole family and leave the cars in the driveway for the week. You'll spend countless hours around the pool and spa at the Main House. There's plenty of room for everyone to gather around the fire pit and cook out poolside at the outdoor kitchen. You can walk to everything in Orleans Center, including some of the best restaurants in town, village shops and of course, ice cream. There are four ice cream shops within walking distance!brbrThe mid-century homes have been recently updated with all the modern conveniences while retaining much of the original charm. The large 1.3 acre lot is waterfront on Town Cove and has a heated pool and spa (open Memorial Day - Columbus Day). The large lot provides plenty of recreation space on the gently sloping lawn. Hold your own version of the Whiffle Ball World Series. Town Cove is a great place to drop an owner-provided kayak or SUP and explore the in-land waterways of Nauset Cove and Nauset Marsh. Bring your boat and use the adjacent town boat ramp to motor your way to Nauset Beach by boat!brbrThe Main House underwent a full remodel in 2023, you have an updated kitchen with granite counters and new appliances, including a huge side-by-side refrigerator and two dishwashers. There are two dining areas along the back of the house so that large groups can dine together. There is also an enclosed porch overlooking the lawn, pool and cove beyond. The house is great for bringing family together but you have enough space to spread out as well. There are 3 large seating areas in the Main and Carriage Houses that are great spots to watch a ball game or for the kids to watch their shows/movies.brbrThe Main House has 5 bedrooms, 5 full baths and 1 half bath. You'll find one of three primary suites on the main level of the Main House with a king size bed, sitting area and beautiful ensuite bath. There is also a powder room on the main level and living room with separate card-table room. Upstairs in the Main House, there are 3 bedrooms: the second primary suite with a king bed and a private full bath, the third primary suite features a king size bed and ensuite bath, and the third bedroom has a queen size bed with a twin bunk above. There is a full bath for guests of this room in the hallway with a tub/shower combination. In the lower level, you'll find an extra sleeping area with 2 twin beds for overflow sleeping. Plus a wonderful new media room, laundry room and there is a full bath down here as well plus an outdoor shower not far away. brbrNext door in the Carriage House, you'll find a second full kitchen, a dining area, a powder room, a primary suite with king size bed and a private full bath on the main level. Upstairs in the Carriage House, you'll encounter a loft space with a TV and cozy couch. There is a full bath and a bedroom with a queen sized bed plus 2 twins.brbrThe third structure, the Guest House has been fully remodeled – brand new kitchen with stainless steel appliances and granite counters. On the main level is a queen bedroom with full bath while upstairs you have a kid's room with a bunk bed (full under a twin) and another twin with trundle bed with an en suite bath. The primary suite upstairs features a king size bed and stunning views of Town Cove with a wonderful en suite bath. The shower feels like an outdoor shower! In addition, the Guest House has an outdoor shower and 6-person hot tub overlooking the Cove. All three homes have AC, WIFI and cable TV.brbrIf you feel like leaving your own private resort, good news – two world famous beaches are less than 5 minutes' drive away, Nauset Beach on the Atlantic or Skaket Beach on Cape Cod Bay. There is nothing that is overlooked at this ideal vacation property for larger groups. brbrPlease enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 17.45%.brbrThis property offers a three night minimum stay during select weeks in May – June and September – November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived.brbrBe sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod.brbrIt's your vacation. Get Picky! ®

Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$2351.25

This property is professionally managed by Pretty Picky Properties.brbrPrivate Orleans resort-style compound with heated pool & spa, fire pit and cabana brbrRents from Friday to Friday during summer weeksbrLinens includedbrPool & Hot Tub open from Memorial Day to Columbus DaybrbrYour multi-generational or multi-family summer vacation has found its home.brbrExperience this stunning property with plenty of amenities for the entire family. The home features five bedrooms and sleeps up to 14 guests.brThe owners have added a heated salt water pool (18'x40'), hot tub and gas fire pit. There is also a cabana off the pool that features a sauna, full bar, half bath and comfy seating area with a big screen TV. In addition, there is a basketball hoop located off the back of the home. When you choose to venture out from your own private resort, world-famous Nauset Beach is less than a mile and a half down the road. Several restaurants, shops and an ice cream parlor are just a short walk away.brbrInside, on the main level, the open floor plan creates a wonderful space for the whole family to gather. You will find a chef inspired kitchen with high-end, stainless steel appliances including a gas range. The kitchen opens to a living area with large screen TV adjacent to a beautiful dining area. The main level provides two primary suites. Each is outfitted with a king size bed and en suite full bath. One of the primary suites has an enclosed deck with a commanding view of the magnificent patio and pool area.brbrOn the upper level, you'll find three more bedrooms, each with a private bath. The first bedroom on the second floor features a queen size bed plus a day bed. Across the hall is another bedroom also with a queen size bed, a day bed plus en suite bath. The final bedroom upstairs is the perfect bunk room for the kids which is accessed from a separate stairway. It features two bunk beds (full size bed on the lower bunks) plus two twin beds, full bath and a private TV/game room. It's a wonderful “clubhouse” where kids have their own space to play video games or watch their videos.brbrThis home is equipped with all the modern amenities you'd expect: high end furnishings, top quality bedding, central air conditioning, Wi-Fi, and cable TV.brbrThis property provides the accommodations you need for your group of up to 14 to enjoy your own private mini-resort. Whether it's spending the day at the pool, relaxing in the sauna, or shooting hoops, the entire family can find something to enjoy. Once the day is done, marvel at the beautiful starry nights while dining al fresco on the deck. Or enjoy a beverage in the hot tub while discussing the plans for the next magical day on Cape Cod. Please note: pool and hot tub are open Memorial Day - Columbus Day.brbrPlease enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 17.45%.brbrThis property offers a 3-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than 7-nights. Stay 7-nights or more and the cleaning fee is waived.brbrBe sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod.brbrIt's your vacation. Get Picky! ®

The Meeting House: 023-O Private Orleans resort-style compound: heated pool/spa, fire pit & cabana

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$602.77

Discover our spacious four-bedroom getaway nestled in central East Orleans. It's conveniently close to breathtaking Cape Cod beaches, the fascinating Cape Cod National Seashore, and famous Nauset Beach. Immerse yourself in the tranquility of this coastal oasis, where you can enjoy free WiFi, a convenient washer and dryer, and a smart TV with satellite/cable channels for your entertainment.brbrIndulge in the comforts of a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, microwave, lobster pot, dishwasher, and all the essentials you need to create delectable meals. Gather around the dining table or step outside to the fire pit and enjoy alfresco dining with your loved ones.brbrRetire to the cozy living room or take advantage of the array of games, stereo, DVD player, and books for a relaxing evening. When it's time to unwind, retreat to one of the 3 bathrooms, where you'll find towels, basic soaps, and a hair dryer. Stay comfortable with the air conditioning and linens provided.brbrVenture out and explore the nearby attractions, or simply relax on the beach loungers, wrapped in the provided beach towels. With parking in the garage and a travel crib available, this vacation home offers the perfect blend of comfort and convenience for your Cape Cod getaway.

4-bedroom Vacation Home Less Than 1 Mile to Nauset Beach, AC, Fire-Pit

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$504.7

Antique, four-bedroom, post and beam, dream house. Short, three-tenths-mile walk to Skaket Beach, one mile to center of town, minutes to bike trail, fresh water ponds, three miles to Nauset Beach. Centrally located, with Nickerson Park, Brewster, Eastham, Wellfleet National Seashore all close by.brbrThis 18th century, antique, half cape underwent a huge transformation. The owners are antiques dealers and have added 2000 square feet to this 1000-square-foot half-cape. These are long time residents of the area who are willing to share their cherished home for the summer. Furnished eclectically with antiques, collectibles, and fine art.brbrThe addition has been hand made from a dated 1800 barn from New Hampshire. These hand-hewed, exposed beams have been reconstructed to make it difficult to see where the old house ends and the new begins.brbrHere are the amenities:br* Four huge bedrooms, all with high ceilings and paddle fans, cable , and telephone hookup. The bed configurations are: Two bedrooms have 2 twin beds, one has a queen and the other has a double with a pull out single sofa.br* Three full baths, one with whirlpool, steam, and eight-spray shower, one has a washer/dryer, outdoor shower and antique claw foot tub, fun for all!!br* Huge gourmet kitchen with commercial, Wolf, six-burner rangebr* Antique soapstone sink for fish or shellfish cleaning!!!br* Pantry, another full-size wet area with deep sink and dishwasher which backs up to the huge granite bar that faces the dining room; this dining area is 20-foot by 14-foot... the north side opens with a slider to the back deckbr* Large foyer, mud room, double living room on the first floorbr* Large, sunny sitting room on the second floorbr* Washer and dryer on first floorbr* Good-size enclosed porch with sleep sofabr* Owners live nearby and respect tenants privacybr* Separate driveways and parking areabrbrKeywords: Skaket

Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket

Orleans, Massachusetts, United States

4

Bed

Bath

10

Sleeps

$343.35

This memorable cottage is the perfect home base for your trip to Orleans. With two cozy bedrooms and a nice bathroom, guests find plenty of space to relax and unwind including a rooftop deck.The cottage stays comfortable year-round thanks to heating and air conditioning. The cottage is located within 2 miles of Nauset beach and closer to trails for walking along Town Cove. Whether you’re planning a quiet retreat or an adventure-filled getaway, this tremendous spot offers a fabulous blend of comfort and charm. Enjoy all that Orleans has to offer when you stay at our place.

Cottage

Quaint cottage in Orleans, 2 bedrooms, upper deck, 2 miles to Nauset beach.

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$495.36

pA short distance from fishing, the sea, and more, this pet-friendly vacation home lets you experience it all. Nauset Inlet is just steps away and Cape Cod Beaches is within an easy 6-minute walk, so leave your car at the property, which offers onsite parking. /ppRelax in the garden or sip a drink on the balcony of this 1500-sq-ft vacation home, which also offers a gas grill. As for the great indoors, you can come inside and enjoy the WiFi and TV. /ppAs you settle into this 3-bedroom, 1-bathroom rental, you'll find air conditioning and an office. Bathroom amenities include a hair dryer, towels, and shampoo. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, an electric kettle, and a microwave. And you won't have to pack extra clothes, because you'll have a washer and dryer, too. /p

5 Min Walk to Swimmable Mill Pond, Dog Friendly!

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$507.1

Welcome to Rock Harbor!brbrNestled just steps from the picturesque Rock Harbor in Orleans, our newly renovated Cape Cod home offers the perfect blend of coastal charm and modern comfort. Ideal for families or couples seeking a relaxing getaway, this charming retreat promises a memorable stay on the Cape.brbrThis newly renovated cottage was thoughtfully designed by us around our family’s love of Rock Harbor, boating, sailing, and fishing. Every detail captures the spirit of Cape Cod, from the coastal color palette to the nautical accents, creating a warm and inviting retreat just steps from the harbor.brbrCozy, Open Living Area:brRelax in the bright vaulted living space with exposed wood beams, a plush sofa that converts to a queen bed, and a striped coastal rug. Gather around the gas fireplace and enjoy the smart TV after a day by the water.brbrModern Kitchen:brCook with ease in the fully equipped kitchen featuring custom sage green cabinets, stainless steel appliances, a gas stove, microwave, dishwasher, coffee maker, and even a lobster pot for your authentic Cape Cod feast.brbrCharming Dining Nook:brEnjoy meals at the classic wood table with seating for four, perfectly placed by the window and open to the kitchen—ideal for casual breakfasts or cozy dinners.brbrSerene Bedrooms:brPrimary Bedroom: Rest easy on a king-sized bed adorned with crisp white linens and coastal pillows, surrounded by soft light and simple nautical touches.brbrSecond Bedroom: Offers a queen-sized bed with charming accents and peaceful vibes.brbrThe queen sleeper sofa in the living room adds flexible sleeping space.brbrBright Bathroom:brRefresh in the stylish bathroom featuring brass fixtures, shiplap walls, a spacious glass shower, and plush towels.brbrExpansive Private Deck:brStep outside to your oversized deck with four Adirondack chairs and a large dining table for six —perfect for morning coffee, afternoon sun, or evening BBQs using the natural gas grill.brbrThoughtful Extras:brbrAir conditioning throughoutbrbr4 beach chairs provided for your adventuresbrbrWasher/dryer in basement for added conveniencebrbrOther things to notebrPrime Location: Just 100 yards from Rock Harbor, famous for its stunning sunsets and scenic views.brbrExplore Orleans: 1 mile to Orleans center; rail trail, local shops, dining, and cafes or take a short drive to nearby beaches and nature trails.

Steps to Rock Harbor, Fully Renovated Cape Cod Cottage

Orleans, Massachusetts, United States

Bed

Bath

6

Sleeps

$783.0

Summary:brbrEnjoy a peaceful Orleans retreat surrounded by hydrangeas and Cape Cod charm. This 3-bedroom, 2-bath home sleeps 10 and offers a fully equipped kitchen, spacious living room with fireplace and Smart TV, and central A/C. Relax on the large deck with outdoor dining, grill, shower, and gas firepit. Located on a private road, it’s quiet at night except for the crickets. An ideal setting for unwinding after a day at the beach with family and friends.brbrbrbrThe Space:brbrTucked away on a private road surrounded by blooming hydrangeas, this peaceful Orleans retreat offers the perfect blend of Cape Cod charm and modern comfort. With three spacious bedrooms and two full bathrooms, the home comfortably sleeps up to 10 guests. Ideal for families or groups looking to relax and reconnect.brbrbrbrThe first-floor primary bedroom features a queen bed, while upstairs you’ll find another queen bedroom and a third bedroom with two full-size beds plus a twin daybed with trundle. Both full bathrooms, one on each floor, include a tub/shower combination for convenience.brbrbrbrFor easy planning, here are the bedroom layouts:brbrBedroom 1: Queen Bed (1st Floor, Primary Bedroom)brbrBedroom 2: Queen Bed (2nd Floor)brbrBedroom 3: Two Full Beds + Twin Daybed with Trundle (2nd Floor)brbrbrbrThe kitchen is well equipped with an electric range, drip coffee maker, Keurig, and electric kettle. Gather around the dining table for eight or enjoy casual meals at the kitchen counter with seating for three. The inviting living room includes a large sectional sofa, rocking chair, area rug, coffee table, and a 55 Smart TV above a warm, crackling fireplace.brbrbrbrStep outside to a large deck perfect for entertaining, featuring an outdoor dining table for eight, a gas grill, and comfortable seating around a gas firepit. An outdoor shower adds a quintessential Cape Cod touch after a day at the beach.brbrbrbrWith central air, Smart TVs in the living room and upstairs bedroom, and a setting that’s quiet except for the sound of evening crickets, this home offers a serene getaway with all the comforts of home.brbrbrbrOther things to get excited about:brbr-A/C to keep you cool all summerbrbr- Washer and dryer available for your conveniencebrbr-Only 1 step into the house and the primary bedroom on the first floor. Great for those with limited mobility.brbr-Parking for 3 cars onsite and 1 car for street parkingbrbr-Both the beach and bay are only approximately one mile awaybrbrbrbrOther Things to Note:brbrWe look forward to welcoming you soon! Standard rules like no smoking, no partying, and being respectful of the neighbors apply.brbrbrbrNo sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.

Relaxing Cape Cod Hideaway with Modern Comforts

Orleans, Massachusetts, United States

Bed

Bath

10

Sleeps

$1464.29

Perched on the edge of Nauset Heights bluff overlooking Nauset Beach and the Atlantic ocean the Rabbit Bluff compound with three authentic Cape Cod cottages is ideal for a family gathering. Jaw-dropping views of the Atlantic Ocean and Nauset Beach, just steps away from the beach for sun bathing, swimming, surfing, fishing and beach combing. The Rabbit Bluff experience is one you will never forget. Ideal for family reunions and people of all ages.

Oceanfront, Spectacular Views, Nauset Beach

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$542.46

Beautifully redone Cape Cod house in Orleans. Open floor plan, expansive living room including gas fire place. Open fully stocked kitchen and comfortable dining room. Master bedroom with floor-to-ceiling wrap around windows. Great sun in all rooms of the house. Close to town, beaches, bike trails, great restaurants and less than a mile from public boat access. Big expansive deck with BBQ included perfect for entertaining. Situated in a quiet neighborhood with a large private yard it is perfect for a family getaway. brbrThe house is located in an area of Orleans that makes it easy to get everything that the Cape has to offer. It's a short drive to Chatham with it's shops and amazing views. Orleans center is a 5 minute drive from the home. World famous Nauset beach is under 10 minutes by car, and the local bay beaches are a short drive away. brbrThe neighborhood is extremely quiet. You may see one car drive by the home a day! It's located close to town landing. It's a beautiful walk down Portanimicut road, one of the best roads in Orleans!brbrThe house pricing as you see based on the dates you selected is for a 2 bedroom and 1 bathroom layout ideal for a family of 4. That comes with a queen bed, and two twin beds plus one bathroom! This makes it easy for smaller families to benefit and use the home who don't need all the space.brbrIf you would like access to the newly renovated master suite upstairs, we charge an extra $700 on top of the VRBO price you see per week! This space includes an additional bedroom with a queen bed, extra living room with couch/futon and seating, and an additional bathroom with soaking tub ideal for a family of 6. We will pro-rate the price for anything less than 7 nights during the off season. Note: This is a SINGLE family home. The suite is located on the second level (which we block off if guests only rent the first floor).brbrbrbr

Amazing location! Quiet, picturesque neighborhood!

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$1258.95

Waterfront home with gorgeous views across Pleasant Bay. Watch the boats sail by from your sunny deck & soak in the breathtaking views across Pleasant Bay. Enjoy swimming, kayaking, paddleboarding from your own 100'+ PRIVATE waterfront. brDig clams, collect shells, wander along the shore. Supremely quiet & private estate location, great area for walking, jogging, and bike riding. Multiple nature walks/conservation areas nearby for walks.brbrNewly redecorated, upscale, light & airy. Central A/C, wifi and several flat screen TV's make living easy. Two master bedrooms en suite. The five bedrooms are really five bedrooms - not common rooms that become bedrooms at night. There are no sofa beds, futons, trundle beds, or cots. Everyone has a personal and private space. Private enclosed outdoor shower. brbrThe waterfront area has a mixture of sand, pebbles, rocks and grass. The pictures shown are accurate of our 'beach'. Jacknife Point in Chatham (free parking) is a few miles away with a wide expanse of sandy beach -see pictures. ;;brbrBeach, bed and bath linens included for weekly rentals.brbrSummer rentals are Friday to Friday so you can avoid all the headaches of the more typical Saturday with hours of backed up traffic. Great to include family and friends who otherwise could not enjoy a weekend with you. brbrCancellation Policy - all payments returned upon ability to re-rent the same time period for the same amount.brbrOrleans is known for the waves at Nauset Beach and the sand bars/warm tidal pools and setting sun at Skaket Beach. Chatham shopping is a short drive away. A most quiet, pastoral estate setting for the waterfront property, yet you are a short driveway from all the amenities Orleans and Chatham have to offer with shopping, restaurants and summer activities.brbrAmazing property! This very special property has been owned by the same family on the shores of Pleasant Bay for over 100 years. The Bay House was built in the 1950's, added on to in the 1980's and totally redone in the 1990's.brDown the end of an old cape cod road, then down the end of a private seashell driveway, there are no streets, traffic, or even pedestrians nearby. The private beach is private just for you - not the 10 houses in the neighborhood. It is reached by a pathway down the bluff in front of the house. You can sit on the beach and listen for children napping in the home above - no more running back and forth to public parking lots with little ones. brPleasant Bay with its gradual bottom and warm water is lovely for swimming, floating on rafts, windsurfing, sailing, kayaking, and long walks along the shore.brbrLocation: South Orleans is ideally located at the elbow of cape cod, equal distance between Orleans and Chatham - two if the prettiest towns on Cape Cod. Chatham ('Nantucket without the drama of getting there') has terrific shops and restaurants along its Main Street and some lovely beaches. Orleans also has great shopping and restaurants and has world famous Nauset Beach for waves and Skaket Beach, everyone's favorite for little ones with warm water and sand bars going out for miles. Provincetown to the north is great fun for a day and Hyannis to the west has a lot to offer as well.brSee a floor plan at our web site winslowestates.com

PRIVATE WATERFRONT on Pleasant Bay. Perfect for families

Orleans, Massachusetts, United States

5

Bed

Bath

10

Sleeps

$424.75

Summary:brbrWonderfully private setting offers great valuebrbrbrbrThe Space:brbr*Contact us for information on long-term booking opportunities!*brbrbrbrThis home is represented by Nauset Rental, a local vacation rental management company.brbrbrbrThe home was just purchased by a new owner and has all new bedding & furnishings! brbrbrbrThis property is a 5 minute drive to world-renowned Nauset Beach. The neighborhood itself offers many picturesque walks including access to Town Cove and many nearby conservation areas and saltwater vistas. brbrbrbrTucked away off the beaten path is a picture perfect 3 bedroom, 2 bath Cape exuding Old Cape Charm. Much loved over the years, this home has had numerous recent improvements. Most notably, a second floor master suite was added complete with walk-in closet, tiled shower, and sitting area. Hardwood floors, new windows, and a new roof and all new furniture/bedding and other amenities make this a a great value rental in East Orleans. The private backyard is meant to be enjoyed - relax on the deck and rinse the salt off in the outdoor shower. Located a short walk from Asa's Landing on Town Cove, a large conservation area and Icehouse pond with walking trails and biking distance or about 2 minute drive to the Little Beach at the end of Tonset Rd. A/C in all bedrooms. brbrbrbrThis property also includes our new beach gear package for no extra charge. It includes recently bought beach chairs, a cooler, and beach toys for kids. Additionally a set of lawn games is being included free of charge. With this house you don't have to bring these bulky items from home. Travel less than 1 mile to Tonset Beach. Travel approx 3 miles by car to Nauset or Skaket Beaches.brbrbrbrLayout of Bedrooms & Bathrooms: brbrMain Level brbrBedroom 1 - full bed brbrBedroom 2 - queen bed brbrFull bathroom with tub/shower combo brbrUpper Level brbrBedroom 3 - queen bed and daybed/trundle brbrFull bath with large shower brbrbrbr**Typically renters bring their own sheets, towels etc. That said, there are some great local companies we can refer you to that have rental linens available that can be delivered to the home for an additional fee.**brbrbrbr***We welcome approved low-impact DOGS - TENANT must reach out to Nauset Rental with dog details for approval either before making reservation or within 48 hours of submitting online reservation. We will need to know the following information:brbrAny shedding brbrAny issues with accidents - urination or throwing up brbrAny issues with chewing furnishings brbrBarking while unattended or while attended brbrAre you confident you can leave property with no sign of your dog when you check out brbrDo you accept full responsibility for the behavior and impact of dogs in your group during your stay “brbrbrbrGuest Access:brbrEntire placebrbrbrbrOther Things to Note:brbr-

Dog Friendly 3 Bedroom Near Nauset Beach

Orleans, Massachusetts, United States

Bed

Bath

6

Sleeps

$434.34

NEW LISTING - Cozy Cottage, Air Conditioning, Private Pool, Under 300 Steps to Pleasant Bay BeachbrbrWithin one of South Orleans best neighborhoods is this adorable private cottage with swimming pool. Enter from the driveway through the side door to find a king murphy bed hidden behind the right wall before entering the living area. brbrThere is an open living, dining and kitchen with stackable washer and dryer. This cottage surprisingly has everything needed to enjoy your stay including ductless air conditioning. There is also a separate bedroom with two twin beds and a full bath with walk-in shower.brbrThe cottage has several sliders leading to the incredible back yard and pool area. This beautiful private oasis with swimming pool, dining area, patio, and so many different seating areas with a variety of comfortable furniture. The grounds are so lush and full of flowers and blooming bushes. And if you prefer the beach, the private walkway is just across the street. brbrAdditional Amenities: drip coffee maker, gas grill, 2 beach chairs, and linens (sheets and towels) are included. Please Note: Pool is not heated.brbrLocation: Besides the close access to Pleasant Bay under 300 feet away. Nauset Beach on the ocean side is 6.2 miles away. Skaket Beach on the bay side is 5.8 miles away. Orleans center is just over 4 miles away. And Chatham center is less than 6 miles away.brbrBeds: Main Bedroom - 2 Twin Beds. Off Living Area - King Murphy Bed. Living Area - Twin Sleep Sofabrbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); guest services fee; all applicable taxesbrbr* SATURDAY TO SATURDAY RENTALbr* SHORTER STAYS AVAILABLE, THREE-NIGHT MINIMUM, $150 CLEANING FEE APPLIES TO ALL 3-5 NIGHT STAYSbr* NO SMOKINGbr* A WELL-BEHAVED DOG CONSIDERED WITH A $200 PET FEE PLUS A $200 REFUNDABLE PET DEPOSIT***br* FREE WIFI br* OCCUPANCY: 4 PEOPLE TOTAL (adults and children)br* PARKING FOR TWO VEHICLESbr* SHEETS AND TOWELS ARE PROVIDEDbrbrbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.brbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover Compass rental!brbrAs a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!brbrKGC - OROECbrbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.

Private Pool Near Pleasant Bay Beach

Orleans, Massachusetts, United States

Bed

Bath

4

Sleeps

$897.66

Summary:brbrDog friendly beach house 8 min to Nauset, 2 min to boat landingbrbrbrbrThe Space:brbrThis home is represented by Nauset Rental, a local vacation rental management company. brbrbrbr500 yards from Pochet Association private beach! Highly desirable walk-to-beach location in the quiet and private Pochet Association neighborhood. Enjoy exclusive beach access to one of the most beautiful and serene sections of Nauset Beach! It is a short and easy 8 minute walk via private dirt road to Pochet Association Beach parking area and beach boardwalk. A free parking pass is provided if you would like to take your car - just a 2 minute drive, easily tote your beach gear! The gorgeous scenic boardwalk takes you onto the beautiful white sands of Nauset Beach. This section of the beach is never crowded, and only accessible to homes in the small association neighborhood. You will also enjoy easy access to the Sparrowhawk boat landing, which is 200 yards to the East and only a 2 minute walk from the house. The roads in the neighborhood are private and barely trafficked, allowing for easy walking and very safe for families with children. brbrbrbrThe kitchen is bright and fully equipped, with windows overlooking the landscaped yard. The private Pochet Association beach is an eight minute walk from the kitchen door. Counter seating and adjacent dining room offer plenty of seating for large groups to dine together.brbrbrbrNext to the dining room is the sunroom, or window den. This room is an exquisite remote work location - you can close the doors and sit at the desk if needed, or an area to gather for afternoon snacks and drinks. The South facing side door opens to a small deck overlooking the natural front yard. The North facing door puts you on the custom circular natural stone patio with outdoor seating and natural gas grill. brbrbrbrUltimate social distancing getaway on Cape Cod - work from home with ocean breezes and enjoy exclusive access to a private section of Nauset Beach. Three distinct work spaces throughout the house.brbrbrbrThe living room features two comfortable leather couches, 65” television with Hulu live. There is excellent high speed WiFi throughout. brbrbrbrThe luxurious first floor primary suite is spacious and well-appointed. Lounge on the futon with a book, enjoy a cup of morning coffee on the private deck. Skylights and large windows offer glorious natural light and a wonderful cross breeze. The primary suite also has its own separate AC zone, radiant heat flooring and 3/4 bath. A private door opens onto the side deck for easy access to the fully enclosed outdoor shower. brbrbrbrThere are two large, sunny bedrooms and a full bathroom with tub/shower and bidet on the second floor. The East facing bedroom features a queen bed and trundle bed (sleeps 2), and has its own mini-split AC unit. The West facing bedroom has a full bed and two twins, and its own mini-split AC. Each bedroom has a great cross breeze as well. With the inlet landing 200 yards to the South and the ocean 500 yards to the East, there is generally a breeze more pleasant than anything that an AC unit can produce. brbrbrbrA note from a recent guest:brbr“One of the best things about that house is the Association & private beach. The house is in a great location!brbrbrbr***New in 2023***brbr- New carpet up stairs, landing and 2 bedroomsbrbr- New 65 smart tv with Hulu in the living roombrbr- New profession grade dual fuel rangebrbr- New microwavebrbr- New BBQ GrillbrbrbrbrLayout of Bedrooms & Bathrooms:brbrMain LevelbrbrBedroom 1 - Primary suite with queen bed, sitting area with full size futon, private deck, 3/4 bath brbrFull bathroom with shower, washer and dryer brbrUpper LevelbrbrBedroom 2 - Queen bed and trundle bed (sleeps 4)brbrBedroom 3 - Full bed and two twins (sleeps 4)brbrFull bathroom with tub/shower and bidet brbrbrbr*Typically renters bring their own sheets, towels etc. That said, there are some great local companies we can refer you to that have rental linens available that can be delivered to the home for an additional fee.*brbrbrbrbrbr***We welcome approved low-impact DOGS - TENANT must reach out to Nauset Rental with dog details for approval either before making reservation or within 48 hours of submitting online reservation. We will need to know the following information:brbrbrbr*Any shedding brbr*Any issues with accidents - urination or throwing up brbr*Any issues with chewing furnishings brbr*Barking while unattended or while attended brbr*Does your dog receive flea and tick preventative brbr*Are you confident you can leave property with no sign of your dog when you check out brbr*Do you accept full responsibility for the behavior and impact of dogs in your group during your stay brbrbrbrOther Things to Note:brbr-

Private Access to Nauset Beach, Beach Pass Included

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$276.97

Charming location just across the road from Baker's Pond. The house is spacious with beautiful hardwood floors throughout and central air. The comforts of home include cable TV in living room, Wi-Fi, main floor washer and dryer. The kitchen has it all: dishwasher, microwave, blender, toaster, coffee maker and of course, a lobster pot. You will love the openness between the breakfast room and kitchen.brYou are also welcome to use the garage and any barbecue and recreation equipment you find.brThe location is ideal...a short 5-min walk to the tucked-away, sandy beach on Baker's Pond. You can swim, kayak, canoe or fish. This pond is stocked with trout and small-mouth bass.brExplore the 'Ancient Way'--back roads into Nickerson State Park. Great for a WALKING adventure. It's accessible about 2 blocks/10-min walk up the road Directions to the 'Ancient Way' is in our guest book.br There are big waves at Nauset Beach, a 10-min drive, where you can swim, boogie board or just walk the long expanse of the Cape Cod National Seashore. brSkaket Beach, on Cape Cod Bay, is only a 5-min drive away. The water is warmer than Nauset and at low tide you can walk out for almost a mile. brRock Harbor(free parking) is just a little past Skaket Beach. Arrange a fishing trip on one of the many charter boats or just watch them bring in their catch. Rock Harbor is another good spot to walk out on the flats at low tide. Really fun for kids! And don't miss the sunset on Cape Cod Bay-WOW!brThis is a lovely house, always meant to be enjoyed, in a perfect Cape Cod location.brbrbrbrbrbr

A comfortable house in a quiet neighborhood, but close to EVERYTHING Cape Cod.

Orleans, Massachusetts, United States

Bed

Bath

Sleeps

$707.3

A private and elegant space designed for relaxation, filled with natural light and a peaceful, positive energy the moment you walk in.brbrUnwind in the cozy living room featuring an 89” TV — perfect for enjoying a movie after a day at the beach and feeling like you’re at the cinema. Prepare a special dinner in the beautiful modern kitchen, fully equipped with everything you need, while the kids rest peacefully.brbrEnjoy the warmth of the electric fireplace, or spend the evening socializing in the beautiful patio with a gas fire pit and BBQ area.brbrCome stay with us and make unforgettable memories!

Cape Cod Sunscape. Orleans

Orleans, Massachusetts, United States

Bed