Holiday Rentals in Wellfleet, MA

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Wellfleet, MA holiday rentals
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Best Holiday rentals and Airbnb offers in Wellfleet, MA

Best family friendly Wellfleet, MA holiday rentals

Among the 562 accommodations in Wellfleet, MA, here are the 4 best family friendly rentals

Cape Cod Tree House Retreat - Wellfleet, MA
9.4 188 reviews
Wellfleet, MA
01/08 – 05/08
SG$562/nighttotal: SG$2248 (4 )

Cape Cod Tree House Retreat

1 2
house , Eastham
This charming treehouse is located in Eastham, just a short drive from the Cape Cod National Seashore beaches, including Coast Guard, Nauset Light, and Marconi. It's also within 32 kilometres of Provincetown and close to the Cape Cod Rail Trail. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The treehouse offers a unique and memorable stay for couples or solo travellers. It includes a comfortable queen-sized bed, a daybed and sleeper loveseat, a fully equipped kitchen, a private fire pit, a shared Bocci/horseshoe court, and a spacious deck with outdoor seating and a grill.
209 M² House ∙ 4 Bedrooms ∙ 8 Guests - Wellfleet, MA
8.0 1 review
Wellfleet, MA
08/08 – 15/08
SG$1373/nighttotal: SG$9611 (7 )

209 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house , Eastham
This Eastham Cape Cod house, less than 1.6km from Thumpertown Beach and Campground and within 1.6km of restaurants including the Hole in One Bakery and Brickhouse Restaurant, offers a convenient base for exploring the Cape Cod National Seashore.
The 193 square metre property boasts four bedrooms, three bathrooms, sleeping up to eight guests, and features a family room with games, a deck with BBQ, and a large garden with a fire pit; smart TVs and Wi-Fi are also provided.
Modern Home With Private Beach + Gorgeous Sunsets - Wellfleet, MA
9.7 26 reviews
Wellfleet, MA
08/08 – 15/08
SG$1760/nighttotal: SG$12320 (7 )

Modern Home With Private Beach + Gorgeous Sunsets

4 2
apartment , Wellfleet
This Wellfleet holiday home, situated in the Indian Neck neighbourhood, is a 0.32-kilometre drive from a private beach on Cape Cod Bay.
The four-bedroom, two-and-a-half-bathroom property sleeps nine guests and boasts mid-century modern design, a fully equipped kitchen, extensive outdoor space including a deck and play areas, plus amenities such as beach chairs and boogie boards.
Beautiful Home On Bike Path | 2 Mi To Nauset Light - Wellfleet, MA
Wellfleet, MA
08/08 – 15/08
SG$870/nighttotal: SG$6090 (7 )

Beautiful Home On Bike Path | 2 Mi To Nauset Light

3 2
apartment , Eastham
This recently renovated three-bedroom, two-bathroom holiday home in Eastham offers direct access to the Cape Cod Rail Trail and is a short drive to Nauset Light Beach and First Encounter Beach.
This property sleeps six guests and features air conditioning, a fully equipped kitchen with a dishwasher, and an outdoor shower, with essential beach gear provided for your convenience.

Best Wellfleet, MA holiday rentals with a pool

Among the 562 accommodations in Wellfleet, MA, here are the 4 best rentals with a pool

Spacious Home With Private Heated Pool (2389) - Wellfleet, MA
10 1 review
Wellfleet, MA
08/08 – 15/08
SG$1943/nighttotal: SG$13601 (7 )

Spacious Home With Private Heated Pool (2389)

3 2
apartment , Wellfleet
This five-bedroom, three-bathroom Wellfleet holiday home, situated off the beaten track, offers convenient access to Wellfleet's Commercial Street and the Cape Cod National Seashore, though precise distances are unspecified.
Sleeping up to ten guests, this three-storey property boasts a private heated swimming pool (open July-August), expansive screened porch, fully equipped kitchen, multiple dining areas, and driveway parking for three cars; pets are welcome (additional fee applies, but not permitted in the pool area).
Oakwood Trail Cottage - Wellfleet, MA
Wellfleet, MA
31/07 – 04/08
SG$1077/nighttotal: SG$4308 (4 )

Oakwood Trail Cottage

1 2
house , Eastham
House rental. Your accommodation will be based in Eastham.
Facilities and services: a washing machine, a kitchen and a dish washer. Enjoy a swimming pool in this house in Eastham!
The Bay Cottage On Thumpertown Beach - Wellfleet, MA
9.8 11 reviews
Wellfleet, MA
08/08 – 15/08
SG$672/nighttotal: SG$4704 (7 )

The Bay Cottage On Thumpertown Beach

2 2
cottage , Eastham
This Eastham holiday let is situated a mere 4-minute walk from Thumpertown Beach, offering convenient access to the bay and nearby freshwater kettle ponds and the Cape Cod Rail Trail.
This 2-bedroom lodge, accommodating up to 4 guests within its 33 square meter floor area, boasts a full kitchen, air conditioning, a swimming pool, a garden with a bocce court, and an outdoor shower.
Modern Truro Retreat With Heated Pool & Bay Views - Wellfleet, MA
Wellfleet, MA
31/07 – 04/08
SG$1174/nighttotal: SG$4696 (4 )

Modern Truro Retreat With Heated Pool & Bay Views

1 2
house , Truro
This modern architect-designed retreat is located in Truro, Massachusetts, offering exclusive use of a guest house, pool, and outdoor spaces with bay views, situated just a 3-minute drive from Ryder & Fisher Beaches and a 5-minute drive from Truro Centre.
This secluded 1.5-acre property boasts a heated in-ground swimming pool, a private balcony with elevated bay and sunset views, a well-equipped kitchenette, and is designed for four guests, providing a peaceful garden setting ideal for relaxation and light meals.

Frequently asked questions about holiday rentals in Wellfleet, MA

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Best Wellfleet, MA holiday rentals with a balcony

Charming Cottage Close To The Beach - Wellfleet, MA
Wellfleet, MA
31/07 – 04/08
SG$606/nighttotal: SG$2424 (4 )

Charming Cottage Close To The Beach

1 2
house , Truro
This cottage is located in Truro, 2 kilometres from Corn Hill Beach and 4 kilometres from the Truro Historical Museum.
This property offers 86 square metres of living space with one bedroom and one bathroom, accommodating up to three guests with a private balcony, WiFi, and private parking.
Gorgeous Woodland Home With Deck & Firepit - Walk To Ocean Bluffs & Rail Trail - Wellfleet, MA
Wellfleet, MA
01/08 – 05/08
SG$949/nighttotal: SG$3796 (4 )

Gorgeous Woodland Home With Deck & Firepit - Walk To Ocean Bluffs & Rail Trail

3 2
apartment , Eastham
This Eastham residence, a detached house, offers a secluded woodland setting with wildlife and is situated less than 1 kilometre from ocean bluffs and just over 1.6 kilometres from Nauset Light Beach, also being conveniently located half a kilometre from the Cape Cod Rail Trail.
This spacious 218 square metre property boasts three bedrooms and three bathrooms, accommodating up to four guests, and features unique reclaimed American chestnut beams, expansive outdoor space including a deck and firepit, a sunroom, and central air conditioning downstairs with mini-splits upstairs.
4 Bedroom Home By Leavetown Vacations - Wellfleet, MA
9.7 3 reviews
Wellfleet, MA
08/08 – 15/08
SG$1791/nighttotal: SG$12537 (7 )

4 Bedroom Home By Leavetown Vacations

4 2
house , Eastham
This Eastham holiday home is conveniently located a short walk from Campground Beach and within a few kilometres of Kingsbury Beach, Nauset Lighthouse, and Cape Cod National Seashore.
This spacious 209 square metre property boasts four bedrooms, three bathrooms, and can comfortably accommodate fifteen guests, featuring a fully equipped kitchen, air conditioning, private balcony, and free Wi-Fi.
2 Mi To Nauset & Coast Guard Beach, Dog Friendly! - Wellfleet, MA
10 6 reviews
Wellfleet, MA
08/08 – 15/08
SG$1353/nighttotal: SG$9471 (7 )

2 Mi To Nauset & Coast Guard Beach, Dog Friendly!

3 2
apartment , Eastham
This pet-friendly holiday home is situated in Eastham, just 700 metres from the Cape Cod National Seashore and the Salt Pond Visitor Centre, offering easy access to the beautiful beaches and scenic trails of the area. It has consistently received excellent ratings from previous guests.
The apartment is spacious, with 157 square metres of living space and can comfortably accommodate up to six guests. It features a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, a terrace, a garden, and parking.

Best Wellfleet, MA holiday rentals with parking

2 Br Wellfleet Family Beach House In The Woods - Wellfleet, MA
Wellfleet, MA
08/08 – 15/08
SG$916/nighttotal: SG$6412 (7 )

2 Br Wellfleet Family Beach House In The Woods

2 2
apartment , Wellfleet
This Wellfleet house is situated in a peaceful wooded area, a short distance from the town centre and within 8km of harbour, bay, and pond beaches, with the Atlantic Ocean 16km away.
The property, sleeping four guests in two bedrooms (one queen, two twin beds), offers a fully equipped kitchen with microwave and dishwasher, a newly renovated bathroom with walk-in shower, high-speed Wi-Fi, a smart TV, and a spacious deck; air conditioning is available in the main bedroom.
Wellfleet Harbor Facing Adorable Cottage (2308) - Wellfleet, MA
8.8 3 reviews
Wellfleet, MA
08/08 – 15/08
SG$873/nighttotal: SG$6111 (7 )

Wellfleet Harbor Facing Adorable Cottage (2308)

2 2
apartment , Wellfleet
This Wellfleet beachfront apartment, situated a short distance from Mayo Beach and within 1.6km of Powers Landing Beach and the Wellfleet Public Library, offers direct beach access.
The two-bedroom, one-bathroom property sleeps four guests and features a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and Wi-Fi; barbecue grills are available for outdoor use.
Dreamy Cottage For Two Close To Beaches - Wellfleet, MA
9.7 3 reviews
Wellfleet, MA
08/08 – 15/08
SG$256/nighttotal: SG$1792 (7 )

Dreamy Cottage For Two Close To Beaches

1 2
house , Eastham
This cosy Eastham cottage, a short distance (2.4km) from Nauset Lighthouse and 12.5km from Cape Cod National Seashore, offers a peaceful getaway near Cooks Brook Beach (2.4km).
The 17 square metre property, sleeping up to three guests, includes a fully equipped kitchen with microwave and fridge, air conditioning, free Wi-Fi, a washing machine, and a private garden with parking.
Cozy Cottage By Molls Pond  2409 - Wellfleet, MA
Wellfleet, MA
08/08 – 15/08
SG$594/nighttotal: SG$4158 (7 )

Cozy Cottage By Molls Pond 2409

2 2
apartment , Eastham
This Eastham holiday home is located in a quiet neighbourhood, a short walk from Molls Pond and a few minutes' drive from Coast Guard Beach and the beaches of Cape Cod Bay, offering proximity to fishing, kayaking, and the Cape Cod National Seashore.
This 57 square metre bungalow sleeps four guests across two bedrooms, featuring a galley kitchen, an open-plan living area, a porch with a grill, and an outdoor shower, with parking and internet provided for convenience.
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