Holiday Rentals in Wellfleet, MA

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Wellfleet, MA holiday rentals
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562 Holiday rentals and Airbnb 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

Amazing Water Views W/short Walk To Sandy Beaches. - Wellfleet, MA
10 5 reviews
Wellfleet, MA
08/08 – 15/08
924 €/nighttotal: 6468 € (7 )

Amazing Water Views W/short Walk To Sandy Beaches.

3 2
apartment , Wellfleet
This Wellfleet holiday home enjoys a unique location on a tidal island, offering exceptional views of Wellfleet Harbour and Loagy Bay.
The three-bedroom property, sleeping six, boasts two kitchens, a sunroom, two outdoor showers, and six acres of private land ideal for exploring the surrounding area with activities such as biking, walking, and birdwatching readily available.
Serene Cape Escape: Cozy & Perfect For Star Gazing! - Wellfleet, MA
10 1 review
Wellfleet, MA
05/09 – 12/09
828 €/nighttotal: 5796 € (7 )

Serene Cape Escape: Cozy & Perfect For Star Gazing!

3 3
house , Wellfleet
This Wellfleet holiday home is situated 2.4km from LeCount Hollow Beach, 0.8km from a cycle path, and a short drive from several ponds including Duck Pond and Long Pond.
The three-bedroom, two-bathroom property sleeps eight guests and offers a fully equipped kitchen, spacious deck, garden, ample parking, Wi-Fi, and is well-stocked with books and games.
The Even'tide - Wellfleet, MA
9.4 593 reviews
Wellfleet, MA
31/07 – 04/08
302 €/nighttotal: 1208 € (4 )

The Even'tide

1 2
motel , 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.
New 2026 Private 4bd Retreat With Surrounding Wate - Wellfleet, MA
Wellfleet, MA
08/08 – 15/08
1231 €/nighttotal: 8617 € (7 )

New 2026 Private 4bd Retreat With Surrounding Wate

4 2
apartment , Wellfleet
This four-bedroom detached house is located above the salt marsh in South Wellfleet, offering marsh and Cape Cod Bay views, and is a 10-minute drive to Wellfleet centre and an 8-minute drive to ocean beaches like Marconi Beach.
This family-friendly property accommodates up to eight guests with four bedrooms and three bathrooms, featuring a large wraparound deck, an outdoor shower, a grill, a wood-burning fireplace, and high-speed Wi-Fi, and is also dog-friendly.

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
1279 €/nighttotal: 8953 € (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
01/08 – 05/08
684 €/nighttotal: 2736 € (4 )

Oakwood Trail Cottage

1 2
house , Eastham
Accommodation. You will be based in Eastham.
Facilities and services include a kitchen, a dish washer and a washing machine. Take advantage of the air conditioning in this house in Eastham.
Cape Home W/oceanview, Roof Deck Pool & Hot Tub - Wellfleet, MA
9.6 5 reviews
Wellfleet, MA
05/09 – 12/09
1941 €/nighttotal: 13587 € (7 )

Cape Home W/oceanview, Roof Deck Pool & Hot Tub

5 3
apartment , Wellfleet
This Wellfleet holiday flat is located minutes from the Cape Cod National Seashore, providing convenient access to beaches, hiking trails, and seaside villages.
This five-bedroom, six-bathroom property accommodates ten guests and features a private outdoor swimming pool, a 93 square meter rooftop deck for stargazing, and is ideal for outdoor pursuits like hiking and biking.
The Salt Pond House - Your Pool Escape By The National Seashore Rpam105 - Wellfleet, MA
10 2 reviews
Wellfleet, MA
05/09 – 12/09
974 €/nighttotal: 6818 € (7 )

The Salt Pond House - Your Pool Escape By The National Seashore Rpam105

3 3
apartment , Eastham
This Eastham holiday let is located an 8-minute walk from the Cape Cod National Seashore and Salt Pond Visitor Center, providing convenient access to local exploration.
This 139 square metre holiday home accommodates up to 8 guests and features 3 bedrooms, 2 bathrooms, a well-equipped kitchen, air conditioning, Wi-Fi, and a communal swimming pool.

Frequently asked questions about holiday rentals in Wellfleet, MA

  • What are some interesting places to visit in or near Wellfleet, MA?

    Wellfleet has a lot to offer! You can visit the Wellfleet Harbor, a beautiful spot to watch the sunset, or explore the Cape Cod National Seashore, which has miles of beaches and hiking trails. For a taste of history, head to the Wellfleet Historical Society Museum, which showcases the town's rich past.
  • What are the best Airbnb and holiday rentals in Wellfleet, MA?

  • Which walking or cycling routes are the best in Wellfleet, MA?

    The paved bike path along the bay is a great option for a leisurely cycle, and it's perfect for all ages. If you're looking for a longer ride, the Cape Cod Rail Trail runs all the way from Dennis to Wellfleet, offering beautiful views of the countryside. For a scenic walk, try the trails at the Cape Cod National Seashore, particularly the ones leading to the Great Island National Wildlife Refuge.
  • 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 paradise for outdoor enthusiasts! You can enjoy swimming, sunbathing, and surfing at the many beaches, like Marconi Beach or Newcomb Hollow Beach. Kayaking and paddleboarding are also popular activities in the bay. For a more adventurous experience, try hiking or biking through the Cape Cod National Seashore.
  • What are the best holiday rentals with a pool in Wellfleet, MA?

    Rock On Wellfleet, Cozy Cottage - Bike Trail - Indoor Pool Access and Hatches Creek Sanctuary are the best holiday 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. You can easily drive to Provincetown, known for its vibrant art scene and bustling waterfront. Truro, just north of Wellfleet, offers stunning beaches and a more tranquil atmosphere.
  • What are the best rentals for families and kids in Wellfleet, MA?

  • What amenities are commonly available in vacation rentals in Wellfleet, MA?

    Vacation rentals in Wellfleet usually come equipped with basic amenities like a kitchen, bathroom, and bedrooms. Many also offer extras like laundry facilities, Wi-Fi, and outdoor spaces such as decks or patios. Some rentals even have access to private beaches 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 sunshine, but it's also the busiest time. If you prefer a quieter experience, consider visiting during the shoulder seasons, spring or autumn, when the weather is still pleasant and the crowds are smaller.
  • What are the local dishes in Wellfleet, MA region?

    Wellfleet is famous for its fresh seafood, especially oysters. You can find them served raw, grilled, or in a variety of dishes. Another local favourite is the clam chowder, which is often served in a bread bowl. Don't forget to try the local lobster rolls, a classic Cape Cod delicacy.

Destinations nearby

Best Wellfleet, MA holiday rentals with a balcony

Charming Cottage Close To The Beach - Wellfleet, MA
Wellfleet, MA
31/07 – 04/08
408 €/nighttotal: 1632 € (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.
Charming Cottage Retreat, Private Yard, Deck & Coastal Convenience (2427) - Wellfleet, MA
Wellfleet, MA
08/08 – 15/08
272 €/nighttotal: 1904 € (7 )

Charming Cottage Retreat, Private Yard, Deck & Coastal Convenience (2427)

2 2
cottage , Wellfleet
This Wellfleet detached house is located within a secluded cottage association, a short drive from Wellfleet Harbour, Marconi Beach, and the amenities of downtown Wellfleet.
This 71 square metre detached house offers accommodation for up to four guests across two bedrooms, with a kitchen, air conditioning, and a terrace, situated within walking distance of Wellfleet Harbour and a few kilometres from Marconi Beach.
Newly Built, Bayview House Steps From The Beach With Spacious Deck, W/d & Grill - Wellfleet, MA
9.8 6 reviews
Wellfleet, MA
05/09 – 12/09
1012 €/nighttotal: 7084 € (7 )

Newly Built, Bayview House Steps From The Beach With Spacious Deck, W/d & Grill

2 3
apartment , Eastham
This newly built Cape Cod-style holiday home in North Eastham offers direct access to a private bay beach, with ocean beaches, the Cape Cod Rail Trail, and the National Seashore all within a few kilometres.
This spacious 149 square metre holiday home accommodates up to four guests across two bedrooms and a den, featuring a fully equipped kitchen, open-plan living and dining areas, a finished basement with an Xbox One, and a deck with bay views.
Lovely Cape Cod Home With Large Deck, Gas Grill, Ac, And Free Wifi - Wellfleet, MA
9.2 15 reviews
Wellfleet, MA
05/09 – 12/09
659 €/nighttotal: 4613 € (7 )

Lovely Cape Cod Home With Large Deck, Gas Grill, Ac, And Free Wifi

4 3
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.

Best Wellfleet, MA holiday rentals with parking

Hot Tub/kayaks/ebikes/waterfront-the Lotus - Wellfleet, MA
9.9 235 reviews
Wellfleet, MA
08/08 – 15/08
626 €/nighttotal: 4382 € (7 )

Hot Tub/kayaks/ebikes/waterfront-the Lotus

2 2
apartment , Eastham
This waterfront dwelling is located in Eastham, just 1.5 kilometres from Arnold's Mini Golf and Cape Cod National Seashore, offering easy access to local attractions and stunning coastal scenery. The property has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom apartment spans 70 square metres and comfortably accommodates up to five guests. Enjoy a range of amenities including a fully equipped kitchen, a spa tub, a fireplace, a terrace, a garden, and parking.
Seaside Charm! Perfect Getaway - Wellfleet, MA
Wellfleet, MA
01/08 – 05/08
735 €/nighttotal: 2940 € (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.
Immaculate Home In The Woods (Cs0033) - Wellfleet, MA
10 3 reviews
Wellfleet, MA
05/09 – 12/09
502 €/nighttotal: 3514 € (7 )

Immaculate Home In The Woods (Cs0033)

4 3
apartment , Wellfleet
This Wellfleet seaside property is less than 2km from the Wellfleet Public Library and Wellfleet Preservation Hall, and under 3km from the Wellfleet Historical Society Museum and Cape Cod beaches.
This four-bedroom, three-bathroom house sleeps six, boasts a fully equipped kitchen including a dishwasher, offers a terrace, garden, parking, internet access, air conditioning, and a DVD player; barbecue facilities are also available for outdoor dining.
Welcome To Wellfleet! Classically Modern, Woodsy And Serene. - Wellfleet, MA
9.6 8 reviews
Wellfleet, MA
05/09 – 12/09
366 €/nighttotal: 2562 € (7 )

Welcome To Wellfleet! Classically Modern, Woodsy And Serene.

2 3
cottage , Wellfleet
This cottage is located in South Wellfleet, a mere 1-minute drive from the Cape Cod National Seashore and 3 minutes from local beaches.
This 72 square meter holiday home sleeps four guests in two bedrooms, offering a private terrace with barbecue facilities, Wi-Fi, and air conditioning, with attractions like Uncle Tim's Bridge and Cape Cod Beaches within easy reach.
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