Best Holiday rentals and Airbnb offers in Wellfleet, MA
9.4 71 reviews
Wellfleet, MA
08/08 – 15/08
SG$531/nighttotal: SG$3717 (7 )
Charming Waterfront Cape Cottage In Wellfleet Near The Top Beaches And Hot Spots
2 2
cottage , Wellfleet
This 56 square metre, two-bedroom holiday home in South Wellfleet offers a prime location, just steps from Drummer Cove and within 1.6 kilometres of Atlantic beaches, with Wellfleet Centre a 5-minute drive and Provincetown 32 to 40 kilometres away. This property accommodates up to four guests and features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a garden, parking, and a deck with bay views, providing easy access to Drummer Cove and Lecount Hollow Beach.
9.6 11 reviews
Wellfleet, MA
01/08 – 05/08
SG$1197/nighttotal: SG$4788 (4 )
Book Eastham, Plenty Of Room For Entire Family!
3 2
apartment , Eastham
This Eastham apartment is situated in a quiet residential area, 1.6 kilometres from Nauset Light Beach and close to bayside beaches suitable for families. This 167 square metre residence accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, a separate dining room, a downstairs entertainment area, and extensive outdoor space with a gas grill and firepit, all supported by WiFi and parking for four vehicles.
8.2 9 reviews
Wellfleet, MA
14/09 – 19/09
SG$198/nighttotal: SG$990 (5 )
Wellfleet Loft Studio
1 2
apartment , Wellfleet
This Wellfleet studio apartment is centrally located, offering easy access to the historic Wellfleet Harbor and beaches such as Newcomb Hollow, Cahoon Hollow, and Whitecrest Beach. The upstairs loft features a deck with dune views, a modern kitchen, parking, and accommodates two guests, boasting a unique ambiance and a decade of positive guest reviews.
9.3 8 reviews
Wellfleet, MA
01/08 – 05/08
SG$1072/nighttotal: SG$4288 (4 )
Classic Cottage & Artist's Garden Near Beach
2 2
apartment , Wellfleet
This two-bedroom, two-bathroom cottage is located in a tranquil Wellfleet district, 1 kilometre from the town centre, 800 metres from Mayo Beach, and 2.4 kilometres from the Great Island Trail. This dwelling offers an open-plan living area, a fully equipped kitchen, a deck with seating for four and a grill, window air conditioning units in each bedroom, and a downstairs play area for children, with Wi-Fi and a fitness centre available.
9.0 1 review
Wellfleet, MA
01/08 – 05/08
SG$1167/nighttotal: SG$4668 (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.
10 8 reviews
Wellfleet, MA
14/09 – 19/09
SG$535/nighttotal: SG$2675 (5 )
New Listing 1 Mile From Ocean! Wellfleet Oasis
1 2
apartment , Wellfleet
This Wellfleet holiday home, situated in a peaceful, secluded area approximately 8km from the ocean beaches and 32km from Provincetown, offers easy access to local attractions. Sleeping six guests in three bedrooms and two bathrooms, this self-catering property boasts a kitchen, air conditioning, parking, internet access, and is pet-friendly; nearby activities include whale watching tours and the Wellfleet Drive-In.
10 41 reviews
Wellfleet, MA
26/06 – 27/06
SG$1034/nightfor 1 night
Private Beach/sleeps 8/historic Cottage~windswept
4 2
apartment , Eastham
Windswept Cottage, a four-bedroom house in Eastham, is situated atop the stairs leading to Campground Beach, offering easy access to the National Seashore and Arnold's Restaurant (distances unspecified). This historic cottage, relocated from Billingsgate Island, sleeps eight guests and boasts a modern kitchen with a gas stove, microwave, and fridge, plus a gas grill, beach chairs, toys, and wave skimmers, and air conditioning in each bedroom.
9.7 23 reviews
Wellfleet, MA
14/09 – 19/09
SG$560/nighttotal: SG$2800 (5 )
4b Blockhouse Studio
1 2
apartment , Wellfleet
This ground-floor Wellfleet studio apartment is situated in the historic district, conveniently located between the town pier and Mac's Shack, offering easy access to Duck Creek and its kayaking trails. The self-catering unit sleeps up to four guests, featuring a fully equipped kitchen, air conditioning, a Roku TV, and an outdoor patio; on-site parking is available (restrictions apply).
Wellfleet, MA
01/08 – 05/08
SG$1325/nighttotal: SG$5300 (4 )
Screened Porch Overlooking Marsh, Spacious Yard, Patio, Fire Pit, And Close To Beach
2 2
cottage , Eastham
This holiday home is situated in North Eastham, a 5-minute drive or cycle from South Sunken Meadow Beach and close to the Cape Cod National Seashore. This renovated 65 square meter cottage offers accommodation for four guests with two bedrooms, 1.5 bathrooms, a separate hangout cottage with a TV, an on-site laundry, and a patio with a fire pit, complemented by two outdoor showers and marsh views.
Wellfleet, MA
01/08 – 05/08
SG$1379/nighttotal: SG$5516 (4 )
Modern Retreat: Private Heated Pool & Bay Views
1 2
apartment , 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.
Wellfleet, MA
01/08 – 05/08
SG$1092/nighttotal: SG$4368 (4 )
Seaside Charm! Perfect Getaway
1 2
house , Eastham
This Eastham holiday let is situated 4.5 kilometres from Wellfleet Bay Wildlife Sanctuary and 4.7 kilometres from Nauset Lighthouse, with Campground Beach a 16-minute walk away. This one-bedroom cottage, accommodating up to 11 guests, offers 111 square metres of living space with air conditioning, free WiFi, free private parking, and a fully equipped kitchen.
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).
Best family friendly Wellfleet, MA holiday rentals
Among the 562 accommodations in Wellfleet, MA, here are the 4 best family friendly rentals
9.2 15 reviews
Wellfleet, MA
14/09 – 19/09
SG$927/nighttotal: SG$4635 (5 )
Lovely Cape Cod Home With Large Deck, Gas Grill, Ac, And Free Wifi
4 2
apartment , Eastham
This Eastham residence offers a secluded retreat on 17 acres of woodland, accessible via a private dirt road, and is conveniently located a short distance from Coast Guard Beach and First Encounter Beach. This spacious 158 square meter dwelling accommodates up to eight guests across four bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a terrace, and on-site laundry facilities, with numerous board games available for entertainment.
9.9 103 reviews
Wellfleet, MA
14/09 – 19/09
SG$645/nighttotal: SG$3225 (5 )
Sleeps 2-8/soaking Tub/firepit~burrows
3 2
apartment , Eastham
This Eastham holiday home is situated near the sea, less than 3.2km from the Three Sisters Lighthouses, Cape Cod beaches, and Arnold's Mini Golf. The 121 square metre property offers three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, Wi-Fi, private patio, and fireplace.
Wellfleet, MA
14/09 – 19/09
SG$1093/nighttotal: SG$5465 (5 )
1002 M² House ∙ 5 Bedrooms ∙ 10 Guests
5 2
house , Wellfleet
This Wellfleet colonial-style house, situated on a 0.65-acre plot with water views, is 6.9 km from Wellfleet Bay Wildlife Sanctuary and 4.3 km from Cook's Brook Beach. The 300 square metre property boasts five bedrooms, three bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, multiple TVs, a Peloton bike, a stair lift, and a walk-out lower-level suite with private deck access.
9.9 75 reviews
Wellfleet, MA
14/09 – 19/09
SG$1027/nighttotal: SG$5135 (5 )
The Baumhaus: Midcentury Home With Bay Views
3 2
apartment , Truro
The Baumhaus apartment is located in South Truro, just a short distance from the bay and Provincetown, a popular destination known for its art scene and beaches. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The apartment has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. The apartment features a range of amenities, including a fully equipped kitchen, a garden, and outdoor activities like cycling and grilling.
Best Wellfleet, MA holiday rentals with a pool
Among the 562 accommodations in Wellfleet, MA, here are the 4 best rentals with a pool
9.7 39 reviews
Wellfleet, MA
14/09 – 19/09
SG$457/nighttotal: SG$2285 (5 )
Cottage W/ Private Association Pool!
3 2
apartment , Wellfleet
This Wellfleet holiday home is situated less than 2km from the Wellfleet Harbor Actors Theater and Cape Cod National Seashore, offering easy access to beaches and attractions. The 65 square metre property sleeps six guests in three bedrooms and one bathroom, boasting a private pool, garden, barbecue, and fully equipped kitchen including a dishwasher.
9.8 11 reviews
Wellfleet, MA
14/09 – 19/09
SG$357/nighttotal: SG$1785 (5 )
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
08/08 – 15/08
SG$1004/nighttotal: SG$7028 (7 )
Oakwood Trail Cottage
1 2
house , Eastham
House to rent. This accommodation is located in Eastham. Facilities and services include free parking, a dish washer and a fridge. This house in Eastham also has air conditioning!
Wellfleet, MA
14/09 – 19/09
SG$2175/nighttotal: SG$10875 (5 )
Water Views Heated Pool & Hot Tub
7 2
house , Wellfleet
This Wellfleet holiday home is situated a short walk (approximately 2.2 km) from the Wellfleet Bay Wildlife Sanctuary and a short drive from Mayo Beach and the Cape Cod National Seashore. This eight-bedroom property boasts 618 square metres of floor space, sleeps 27 guests, includes a heated swimming pool, Jacuzzi, and a fully equipped kitchen, offering ample space and amenities for large groups.
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
10 1 review
Wellfleet, MA
14/09 – 19/09
SG$2373/nighttotal: SG$11865 (5 )
Cape Cod: Gimlet Getaway
5 2
apartment , Eastham
This four-bedroom apartment is located in Eastham, just a short distance from Buttonbush Trail, Arnold's Mini Golf, and the Wellfleet Bay Wildlife Sanctuary, offering easy access to the area's natural beauty and attractions. It has received excellent user ratings, making it a popular choice for travellers. The apartment comfortably accommodates eight guests and includes a modern kitchen with a large island and dining room table, as well as a bonus room with a queen-sized pull-out couch. Guests can enjoy a private heated pool, a projector theatre, a finished basement with ping pong, basketball, darts, and board games, and a fire pit in the backyard.
10 1 review
Wellfleet, MA
14/09 – 19/09
SG$1387/nighttotal: SG$6935 (5 )
Cape Beach House With Spectacular Views And Beach Access, Central Ac
3 2
apartment , Eastham
This Eastham flat provides exceptional bay and Wellfleet Harbour views, situated a mere 200 meters from a prime Cape Cod beach and within easy reach of the Cape Cod National Seashore. This 206 square meter residence accommodates up to seven guests across three bedrooms and three bathrooms, boasting a fully equipped kitchen, air conditioning, WiFi, a sunroom, and an outdoor shower, with a spacious deck and patio offering panoramic vistas.
Wellfleet, MA
14/09 – 19/09
SG$533/nighttotal: SG$2665 (5 )
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.
9.3 101 reviews
Wellfleet, MA
14/09 – 19/09
SG$659/nighttotal: SG$3295 (5 )
Walk To Private Beach On Lt Island!
5 2
apartment , Wellfleet
This five-bedroom house in South Wellfleet offers direct access to Lieutenant Island and Meadow Avenue Beach, with South Lieutenant Island Beach and Cape Cod National Seashore within a 5km radius. The 297 square metre property has a garden, terrace, barbecue facilities and parking, comfortably accommodating up to 11 guests.
Best Wellfleet, MA holiday rentals with parking
8.2 4 reviews
Wellfleet, MA
14/09 – 19/09
SG$482/nighttotal: SG$2410 (5 )
On The Bay In Wellfleet - Walk To Water!
3 2
house , Wellfleet
This Wellfleet bayside property offers easy walking access to the water, being 5.1 km from Cape Cod National Seashore and under 8 km from Wellfleet Bay Wildlife Sanctuary and Mayo Beach. This three-bedroom house, sleeping up to 13 guests, boasts 121 square metres of floor space, a fully equipped kitchen with dishwasher, private garden, Wi-Fi, and is a short distance from local attractions.
Wellfleet, MA
08/08 – 15/08
SG$1004/nighttotal: SG$7028 (7 )
Waterfront Easy Access To Town Center
3 2
house , Wellfleet
This Wellfleet waterfront property offers direct access to Mayo Beach and is a short walk (less than 1.6km) from Powers Landing Beach, with Wellfleet Bay Wildlife Sanctuary approximately 1.6km away. The 67 square metre house sleeps nine guests across three bedrooms and two bathrooms, and includes a fully equipped kitchen, laundry facilities, free Wi-Fi, and private parking.
8.4 8 reviews
Wellfleet, MA
14/09 – 19/09
SG$486/nighttotal: SG$2430 (5 )
2 Bedroom Private Apt. In 1825 Whaler's Home On Duck Creek
2 2
apartment , Wellfleet
This Wellfleet apartment, situated a short walk from restaurants, Wellfleet Harbour, and Mayo Beach, offers easy access to Main Street and is close to the Wellfleet Preservation Hall and Marconi Station. The newly renovated two-bedroom flat sleeps four, features a fully equipped kitchen with dishwasher, a modern bathroom, original hardwood floors, a shared deck, and coin-operated laundry facilities; kayak/paddleboard storage is available nearby at Duck Creek.
9.7 185 reviews
Wellfleet, MA
08/08 – 15/08
SG$1158/nighttotal: SG$8106 (7 )
Classic Cape Great Location! Dog Welcome!
2 2
apartment , Wellfleet
This seafront property is located in Wellfleet, within a 15-minute walk of both Wellfleet Public Library and Cape Cod Beaches, and is also close to Wellfleet Preservation Hall and Mayo Beach. The 74 square metre house has two bedrooms, one bathroom and can accommodate up to four guests, and features a garden, barbecue grills, a washing machine, a TV and a coffee/tea maker.