Best Holiday rentals and Airbnb offers in Wellfleet, MA
9.9 351 reviews
Wellfleet, MA
31/07 – 04/08
SG$330/nighttotal: SG$1320 (4 )
Comfortable Studio Apartment
1 2
apartment , Wellfleet
This Wellfleet studio apartment, situated 0.8km from Lecount Hollow Beach and steps from a cycle path, offers convenient access to a bakery, post office, and seasonal general store. The self-contained unit sleeps two, features a fully equipped galley kitchen, private parking, and air conditioning, ensuring a comfortable stay near Wellfleet's scenic coastline.
9.9 289 reviews
Wellfleet, MA
08/08 – 15/08
SG$723/nighttotal: SG$5061 (7 )
The Breeze Overlooking Minister's Pond
1 2
house , Eastham
The Breeze Overlooking Minister's Pond is a one-bedroom holiday home in Eastham, situated just 1.8 kilometres from Great Pond Beach and 3.9 kilometres from Nauset Lighthouse. This 49 square metre property features a fully equipped kitchen, a fireplace, a washing machine, and a cable TV, perfect for a relaxing getaway for couples or small families.
Wellfleet, MA
31/07 – 04/08
SG$847/nighttotal: SG$3388 (4 )
Oakwood Trail Cottage | Eastham Home On Cape Cod Rail Trail With Great Deck
4 2
apartment , Eastham
This North Eastham flat offers direct access to the Cape Cod Rail Trail and is situated just 4.8 kilometres from Great Pond Beach and Nauset Light Beach, with Marconi Beach 6.4 kilometres away. This 138 square metre dwelling accommodates up to seven guests, featuring four bedrooms, two bathrooms, a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, complimentary WiFi, and an outdoor shower, ideal for exploring the surrounding area.
Wellfleet, MA
31/07 – 04/08
SG$792/nighttotal: SG$3168 (4 )
Private Eastham Getaway: Walk To Rail Trail & Mins
2 2
apartment , Eastham
This Eastham apartment, situated on a private 0.6-acre wooded lot on Brackett Road, is approximately 3.2 kilometres from Nauset Light Beach and Coast Guard Beach, with easy access to the Cape Cod Rail Trail for cycling and walking. This 116 square metre dwelling offers two bedrooms, two bathrooms, and sleeps up to five guests, featuring a fully equipped kitchen with gas cooking, an outdoor shower, and an open-concept living area with vaulted ceilings.
9.3 59 reviews
Wellfleet, MA
08/08 – 15/08
SG$657/nighttotal: SG$4599 (7 )
Cape Cod Nat'l Sea Shore 730 Cable
2 2
apartment , Eastham
This Eastham holiday home, located on Cable Road in the National Seashore, is a 0.5km walk from Nauset Light Beach and a 32km drive from both Orleans and Wellfleet. The two-bedroom, one-bathroom dwelling sleeps four, includes a fridge and microwave, a garden, parking, a screened-in porch, and an outdoor shower; a pet fee of £160 applies (maximum two pets up to 18kg).
9.0 1 review
Wellfleet, MA
31/07 – 04/08
SG$1200/nighttotal: SG$4800 (4 )
Brookview Bungalow
2 2
house , Wellfleet
Brookview Bungalow, a South Wellfleet holiday home, is situated 2.4-2.6 km from Lieutenant Island and Maguire's Landing beaches, an 18-minute walk from Cape Cod National Seashore, and 2.9 km from Wellfleet Bay Wildlife Sanctuary. This 173 square metre property boasts two bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen with dishwasher, air conditioning, a fireplace, a garden, a fitness centre, a tennis court, and parking.
Wellfleet, MA
08/08 – 15/08
SG$639/nighttotal: SG$4473 (7 )
Drummer Cove Gem | Cottage In Wellfleet With Patio, Steps From The Cove
1 2
apartment , Wellfleet
This South Wellfleet holiday cottage offers easy access to Drummer Cove and is located 1.6 kilometres from Wellfleet Harbor Actors Theatre, 3.2 kilometres from White Crest Beach, and 4.8 kilometres from Marconi Beach. This compact 34-square-metre apartment sleeps two guests and features a kitchen with a fridge and microwave, air conditioning, and a terrace, with Drummer Cove's scenic sunrises and sunsets accessible via a short path.
8.0 6 reviews
Wellfleet, MA
08/08 – 15/08
SG$754/nighttotal: SG$5278 (7 )
Oakwood Trail Cottage: Steps From The Rail Trail
4 2
apartment , Wellfleet
This North Eastham holiday home offers a prime location directly adjacent to the Cape Cod Rail Trail, just 5 kilometres from Great Pond and Nauset Light Beaches, and 1.6 kilometres from Wellfleet Cinemas. This family-friendly apartment accommodates up to seven guests with four bedrooms and two bathrooms, featuring complimentary WiFi, air conditioning, a fully equipped kitchen, and an outdoor shower, with free parking for three vehicles and a back deck ideal for barbecues.
10 1 review
Wellfleet, MA
08/08 – 15/08
SG$355/nighttotal: SG$2485 (7 )
Iconic Brownie's Cabin, Close To Everything! (Cs0046)
2 2
cottage , Wellfleet
This cottage is located in Wellfleet, approximately 3.2 kilometres from the village centre, near walking trails and the bike path, and close to Wellfleet Preservation Hall and Marconi Station. This two-bedroom dwelling accommodates up to four guests and features a newly renovated kitchen with an island, an enclosed outdoor shower, and Wi-Fi.
9.4 593 reviews
Wellfleet, MA
08/08 – 15/08
SG$406/nighttotal: SG$2842 (7 )
Self-sufficient Cottages At Even'tide Resort
1 2
resort , Wellfleet
Self-Sufficient Cottages at Even'tide Resort is located just under two miles from Marconi Beach and Maguires Landing Beach in Wellfleet, making it an ideal base for exploring the area's beautiful coastline. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottages offer a unique blend of resort amenities and independent living. Guests can enjoy a range of facilities, including a swimming pool, fitness centre, playground, and on-site activities like mini-golf and ping pong, as well as fully equipped kitchens for preparing meals.
9.2 23 reviews
Wellfleet, MA
01/08 – 05/08
SG$1179/nighttotal: SG$4716 (4 )
Seaside Charm: Perfect Getaway
1 2
apartment , Eastham
This North Eastham holiday home offers easy access to Eastham's beaches and local amenities, its precise location within North Eastham unspecified but convenient to attractions. Sleeping up to six guests in three bedrooms and two bathrooms, the single-storey property features a fully equipped kitchen, garden, parking, air conditioning, and a washer/dryer, plus a BBQ and outdoor shower.
9.5 62 reviews
Wellfleet, MA
08/08 – 15/08
SG$529/nighttotal: SG$3703 (7 )
Sweet Dreams
1 2
apartment , Eastham
This two-bedroom flat is located in North Eastham, just a short distance from the Cape Cod Rail Trail and a 5-minute drive from both ocean and bay beaches. The property has received excellent ratings for its location, cleanliness, and overall experience. The self-catering flat sleeps up to four guests and features a queen-size bed and a full-size pull-out sofa. Amenities include a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, parking for two cars, and starter supplies.
Best family friendly Wellfleet, MA holiday rentals
Among the 562 accommodations in Wellfleet, MA, here are the 4 best family friendly rentals
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.
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.
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.
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
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).
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!
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.
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
What are some interesting places to visit in or near Wellfleet, MA?
Wellfleet has lots to offer! The Wellfleet Harbor is a must-see, with its charming shops and restaurants. You can also visit the Wellfleet Historical Society Museum to learn about the town's rich history. For nature lovers, the Cape Cod National Seashore is a short drive away, offering stunning beaches and hiking trails.
What are the best Airbnb and vacation rentals in Wellfleet, MA?
Which walking or cycling routes are the best in Wellfleet, MA?
The paved bike path along Route 6 is great for a leisurely ride, taking you right through the heart of Wellfleet. If you're looking for a more challenging walk, try the Atlantic White Cedar Swamp Trail in the Cape Cod National Seashore, which winds through a beautiful, ancient forest.
What are the most popular Airbnbs in Wellfleet, MA?
What sports or outdoor activites can visitors enjoy in and around Wellfleet, MA?
Wellfleet is a haven for outdoor enthusiasts! You can enjoy swimming, sunbathing, and surfing at the beautiful beaches. Kayaking and paddleboarding are popular activities in the harbour, and there are several hiking trails in the surrounding area. The Cape Cod National Seashore is a great place for birdwatching, too.
What are the best vacation rentals with a pool in Wellfleet, MA?
What other towns or cities can be easily accessed from Wellfleet, MA?
Wellfleet is conveniently located near other charming towns on Cape Cod. Provincetown is just a short drive away, known for its vibrant art scene and historic character. You can also easily reach Truro and Eastham, both offering their own unique attractions and coastal beauty.
What are the best rentals for families and kids in Wellfleet, MA?
What amenities are commonly available in vacation rentals in Wellfleet, MA?
Most vacation rentals in Wellfleet offer amenities like Wi-Fi, a fully equipped kitchen, and laundry facilities. Many also have outdoor spaces with decks or patios, perfect for enjoying the warm weather. Some rentals even come with private hot tubs or swimming pools.
What are the best rentals or Airbnbs with a jacuzzi in Wellfleet, MA?
What time of year is best to rent a vacation rental Wellfleet, MA?
The best time to visit Wellfleet depends on your preferences. Summer is the peak season, with warm weather and plenty of activities. Spring and autumn offer milder temperatures and fewer crowds, while winter provides a peaceful escape with stunning scenery.
Destinations nearby
Best Wellfleet, MA holiday rentals with a balcony
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.
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.
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.
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
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.
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.
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.
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.