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Orleans, MA short term rentals
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Best Short term and Weekly rentals in Orleans, MA

Best family friendly Orleans, MA Short term rentals

Among the 696 accommodations in Orleans, MA, here are the 4 best family friendly rentals

Sunlit Townhome At Ocean Edge Resort In Brewster- Central A/c, Pool Privilege's - Orleans, MA
9.8 35 reviews

Sunlit Townhome At Ocean Edge Resort In Brewster- Central A/c, Pool Privilege's

apartment, Brewster
This two-bedroom townhouse is located in Brewster, just 1.9 kilometres from Ocean Edge Golf Club and within 5 kilometres of Rail Trail Bike Shop and Sheep Pond. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and convenient stay.
The 93 square metre townhouse comfortably accommodates up to eight guests and offers a range of amenities to enhance your stay. Enjoy access to a swimming pool, jacuzzi, terrace, garden, and barbecue facilities, along with free Wi-Fi and air conditioning.
Close To Everything In Chatham - Orleans, MA
9.9 212 reviews

Close To Everything In Chatham

apartment, Chatham
This four-bedroom, two-bathroom house in Chatham, Massachusetts, is situated between the Chatham Bars Inn and Wequassett Resort, less than 1.6km from Scatteree Beach and 1.9km from the town centre.
Sleeping up to ten guests, this three-story property boasts a newly remodelled kitchen and bathrooms, two living rooms with cable TV, a garden with a deck, patio, and gas grill, plus WiFi, a washer/dryer, and beach towels.
Charming Home With Spacious Deck And Patio, Washer/dryer & High-speed Wifi - Orleans, MA
9.0 18 reviews

Charming Home With Spacious Deck And Patio, Washer/dryer & High-speed Wifi

apartment, Eastham
This family-friendly holiday home in Eastham is situated a 2-kilometre drive from the Eastham Centre Historic District and its windmill, offering convenient access to the area's duney beaches, historic lighthouses, and museums.
This 125-square-metre apartment accommodates up to six guests with four bedrooms and two bathrooms, featuring a fully-equipped kitchen, air conditioning, Wi-Fi, a terrace, garden, and a spa, alongside a gas grill and firepit for outdoor entertaining.
Luxury 7 Br, 4 Ba W/ Unique 60 Ft Swimming Pool - Orleans, MA
10 101 reviews

Luxury 7 Br, 4 Ba W/ Unique 60 Ft Swimming Pool

apartment, Orleans
This luxurious seven-bedroom house is situated in a quiet neighbourhood just 12 kilometres from the centre of Orleans, providing easy access to the city's attractions, including the Château de Chambord, a 20-minute drive away. This property has consistently received excellent ratings for its location, cleanliness and overall experience.
The house spans four floors and covers 365 square metres. It offers a range of amenities, including a private swimming pool, a sauna, a hot tub, a large garden, and a fully equipped kitchen.

Best Orleans, MA lodging with a balcony

Beautiful Home In Orleans. Park, Beach, Lake & Ocean.  Telsa Charge - Orleans, MA
9.8 17 reviews

Beautiful Home In Orleans. Park, Beach, Lake & Ocean. Telsa Charge

apartment, Orleans
This seven-bedroom house is located on a river in Orleans, just 0.16 kilometers from Nickerson State Park and within 5 kilometers of Orleans Bowling Center, Stony Brook Grist Mill, Skaket Beach, and Jonathan Young Windmill. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house comfortably accommodates up to 26 guests and features a fully equipped kitchen, a garden, barbecue grills, and a terrace. Guests can enjoy stunning river views, relax in the tranquil surroundings, and explore the diverse ecosystem of Nickerson State Park, all within easy reach of Orleans' attractions and activities.
Bike To Nauset Beach Or Walk To Mill Pond! - Orleans, MA
9.3 82 reviews

Bike To Nauset Beach Or Walk To Mill Pond!

apartment, Orleans
This charming house is located in East Orleans, just under 5 kilometres from the beautiful beaches of Cape Cod, Nauset Inlet, and Nauset Beach. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The property offers three bedrooms, sleeping up to six guests comfortably, within a 53 square metre space. Guests can enjoy a fully equipped kitchen, a garden with barbecue facilities, and modern amenities like a washing machine, a coffee maker, and a TV.
Short Walk To Water, Mins To Nauset Beach, Ac! - Orleans, MA
10 1 review

Short Walk To Water, Mins To Nauset Beach, Ac!

apartment, Orleans
This East Orleans flat offers sweeping water views of Town Cove from its second-floor deck, with Town Cove landing a mere 640-metre stroll away for kayaking and paddleboarding, and Nauset Beach an 8-minute drive, all while being minutes from downtown Orleans' amenities.
This 167-square-metre residence accommodates up to six guests with three bedrooms and two bathrooms, featuring a modern kitchen with a dishwasher, central air conditioning, a washer/dryer, a ping pong table, smart TV, and a spacious garden with a barbecue and outdoor seating.
Newly Renovated Cottage On Town Cove! - Orleans, MA
9.6 10 reviews

Newly Renovated Cottage On Town Cove!

apartment, Eastham
This Eastham holiday home is situated within 1.6km of the Jonathan Young Windmill and Edward Penniman House and Barn, and within 4.8km of Swift-Daley House and Eastham Windmill.
This 48 square metre property offers two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, garden, balcony, parking, and Wi-Fi.

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Best Orleans, MA lodging with a kitchen

Renovated With Water Views Of Orleans Town Cove - Orleans, MA
10 55 reviews

Renovated With Water Views Of Orleans Town Cove

apartment, Orleans
This three-bedroom Orleans apartment, renovated in July 2023, enjoys a central location offering easy access to a boat ramp, grocery stores, and restaurants.
Sleeping six guests, this modern flat boasts a kitchen, air conditioning, a garden, parking, and stunning water views, ideal for water sports enthusiasts and those seeking a relaxing getaway near Orleans' attractions.
Cozy Cape Cod Cottage - Orleans, MA
9.4 10 reviews

Cozy Cape Cod Cottage

apartment, Brewster
This East Brewster holiday home is situated less than 0.8km from the Cape Cod Rail Trail and bayside beaches, offering easy access to local restaurants.
The newly renovated self-catering property sleeps three adults, featuring a queen-size sofa bed, two large internet TVs, an eat-in kitchen with fridge and microwave, a private patio with barbecue, fire pit and hammock, plus on-site laundry facilities.
Beautiful Home In Orleans. Park, Beach, Lake&ocean - Orleans, MA
9.6 33 reviews

Beautiful Home In Orleans. Park, Beach, Lake&ocean

apartment, Orleans
This seven-bedroom house is located in Orleans, a short walk from both Nauset Beach and a pond, making it ideal for large families or groups.
The property is newly constructed and features a Tesla charging station, a dedicated outdoor dining area, and a garden, ensuring a comfortable and convenient stay for up to 16 guests.
4 Min From Nauset Beach W/ Grill + Outdoor Shower - Orleans, MA
10 5 reviews

4 Min From Nauset Beach W/ Grill + Outdoor Shower

apartment, Orleans
This spacious Cape home in Orleans is a short drive from Nauset Beach (approximately 640 meters), Rock Harbor Beach (1.6-3.2 kilometers), and Skaket Beach (1.6-3.2 kilometers), with Orleans town centre amenities and shops also a 5-minute drive away.
This four-bedroom, three-bathroom property accommodates up to eight guests and offers a well-equipped kitchen, a garden with a deck and outdoor shower, a grill, and entertainment including a Smart TV and over 20 board games, with beach chairs provided for easy access to the nearby coastline.

Best Orleans, MA lodging with laundry available

Relax Close To Chatham & Orleans (2401) - Orleans, MA
9.6 5 reviews

Relax Close To Chatham & Orleans (2401)

apartment, Harwich
This Harwich holiday home, near Route 28, is situated 0.16 kilometres from the Wequassett Resort and minutes from Chatham and Orleans.
The 192 square metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a private garden, tennis court, parking, and all modern conveniences such as a dishwasher and air conditioning.
Beach Getaway With Private Backyard! - Orleans, MA
9.3 45 reviews

Beach Getaway With Private Backyard!

apartment, Orleans
This Orleans seaside property is situated within 1.6km of Cape Cod Beaches, Skaket Beach, Rock Harbour Beach, the Church of the Transfiguration, and Orleans Bowling Centre.
This 316 square metre house boasts four bedrooms, three bathrooms, and sleeps ten guests, offering a fully equipped kitchen, laundry facilities, a fireplace, barbecue grills, and a terrace/balcony with stunning ocean views.
Pristine Cottage: Ev Charger, Ac, Outdoor Shower+ Firepit, Walk To Bakers Pond - Orleans, MA
10 62 reviews

Pristine Cottage: Ev Charger, Ac, Outdoor Shower+ Firepit, Walk To Bakers Pond

apartment, Orleans
This charming cottage is situated just 2.5 km from Bakers Pond and Nickerson State Park, making it an ideal base for exploring the natural beauty of the Cape Cod area. The cottage has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The cottage has two bedrooms, one bathroom and can accommodate up to five guests. It features a private backyard with a fire pit, a spacious deck with an outdoor shower, a well-equipped kitchen, and a comfortable living area. Guests can enjoy the convenience of a keyless entry system, access to beach supplies, and a range of activities in the surrounding area, including swimming, hiking, and cycling.
Central Ac Close To Nauset Beach! - Orleans, MA
10 37 reviews

Central Ac Close To Nauset Beach!

apartment, Orleans
This charming holiday home is located in East Orleans, just a short distance from Cape Cod National Seashore, Jonathan Young Windmill, and Orleans Bowling Center, making it ideal for exploring the area. The property has consistently received excellent ratings for user experience, location, and cleanliness, assuring a comfortable stay.
This four-bedroom, two-bathroom property spans 172 square metres and comfortably accommodates up to 10 guests. The house is equipped with a fully fitted kitchen, a fireplace, a garden, and a washing machine, offering everything needed for a relaxing and enjoyable holiday.
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