Vacation Rentals in Wellfleet, MA

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Wellfleet, MA vacation rentals
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769 Vacation rentals and Airbnb in Wellfleet, MA

Best family friendly Wellfleet, MA vacation rentals

Among the 769 accommodations in Wellfleet, MA, here are the 4 best family friendly rentals

Oakwood Trail Cottage: Steps From The Rail Trail - Wellfleet, MA
8.3 7 reviews

Oakwood Trail Cottage: Steps From The Rail Trail

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.
Breathtaking Sunset Views Over Marsh! - Wellfleet, MA
10 6 reviews

Breathtaking Sunset Views Over Marsh!

house, Wellfleet
This detached house in Wellfleet offers unparalleled sunset views over the marsh from its turret, with the Lt. Island Bridge and its trails just a short walk away and Marconi Beach a five-minute drive.
This property accommodates up to eight guests across four bedrooms and two bathrooms, featuring midcentury modern and rustic Cape Cod interiors, a screened dining area, outdoor shower, side garden, and a gas fire pit.
Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384) - Wellfleet, MA
10 7 reviews

Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384)

apartment, Wellfleet
This Wellfleet holiday home is less than 2km from Cape Cod National Seashore, Long Pond Beach, and the Wellfleet Harbor Actors Theatre.
The 111 square metre property sleeps seven guests in four bedrooms and two bathrooms, boasting a fully equipped kitchen, patio, barbecue, and in-unit laundry facilities.
1940s Classic Cape Cod Beach Cottage - Wellfleet, MA
9.9 49 reviews

1940s Classic Cape Cod Beach Cottage

cottage, Wellfleet
This charming 1940s cottage is located just a short walk, or a 1.5 km bike ride, from the heart of Wellfleet, offering easy access to the town's restaurants, shops, and attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 41 square metre cottage comfortably sleeps 5 guests in two bedrooms and one bathroom. It is equipped with a private deck, BBQ, outdoor shower, and direct access to a secluded beach, ideal for swimming, kayaking, canoeing, and enjoying the peaceful surroundings.

Best Wellfleet, MA vacation rentals with a pool

Among the 769 accommodations in Wellfleet, MA, here are the 4 best rentals with a pool

Modern East End Loft - Private Beach, In-ground Pool Access, & Hot Tub! - Wellfleet, MA
9.8 6 reviews

Modern East End Loft - Private Beach, In-ground Pool Access, & Hot Tub!

apartment, Provincetown
This Provincetown condo is ideally located a one-minute walk from Commercial Street and a six-minute walk (approximately 0.4km) from Cape Cod beaches, offering easy access to Provincetown's attractions.
The 25 square metre apartment features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with microwave and dishwasher, plus amenities such as air conditioning, a swimming pool, a jacuzzi, parking, and Wi-Fi.
Cape Cod Oasis: Heated Salt Water Pool, Game Room, Bike Path! - Wellfleet, MA
10 13 reviews

Cape Cod Oasis: Heated Salt Water Pool, Game Room, Bike Path!

apartment, Eastham
This apartment is situated in a peaceful wooded neighbourhood, just 0.16 kilometres from Great Pond and 3.2 kilometres from Coast Guard Beach. It has received excellent user ratings and is ideal for families or groups of friends.
This four-bedroom, three-bathroom property spans 288 square metres and comfortably accommodates eight guests. It offers a range of amenities including a private heated pool, a fully equipped kitchen, a spacious outdoor area with a pizza oven, and a basement with entertainment options for all ages.
Stunning Home With In-ground Pool! - Wellfleet, MA
9.2 7 reviews

Stunning Home With In-ground Pool!

apartment, Orleans
This East Orleans holiday home is situated within 5km of Nauset Beach, Nauset Inlet, the Jonathan Young Windmill, and the Orleans Bowling Centre.
The 229 square metre property boasts four bedrooms, four bathrooms, sleeps eight guests, and includes a private pool, fully equipped kitchen, and in-unit laundry facilities.
Gorgeous Outdoor Areas With Heated Pool & Hot Tub! - Wellfleet, MA
9.8 8 reviews

Gorgeous Outdoor Areas With Heated Pool & Hot Tub!

house, Wellfleet
This luxurious Wellfleet residence is located within the Cape Cod National Seashore, offering proximity to Dyer Pond and a short drive to Great Pond, approximately 1.6 kilometres away.
This seven-bedroom, seven-bathroom property accommodates up to 16 guests, featuring a heated saltwater swimming pool, hot tub, game room with a pool table, ping-pong, and card tables, plus a newly renovated kitchen and split-system air conditioning.

Frequently asked questions about holiday rentals in Wellfleet, MA

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

    Wellfleet has plenty to offer! You can visit the Wellfleet Harbor, a popular spot for fishing and kayaking, or explore the Cape Cod National Seashore, with its beautiful beaches and hiking trails. For a dose of history, check out the Wellfleet Historical Society Museum, which showcases the town's past. And if you're looking for some art, the Wellfleet Preservation Hall hosts exhibitions and events throughout the year.
  • What are the best Airbnb and vacation rentals in Wellfleet, MA?

    “Beach Plum Apartment” W/ Sunny Deck In Wellfleet, Comfortable Studio Apartment and Writer's Cabin In Woods Near Wellfleet Bay are the most popular Airbnb and vacation rentals in Wellfleet, MA among travelers.

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

    The paved bike path along the Atlantic Ocean, known as the Cape Cod Rail Trail, is a great option for both walking and cycling. You can also try the scenic walk along the Wellfleet Bay Wildlife Sanctuary, where you can spot various bird species. For a more challenging cycle, consider the route from Wellfleet to Provincetown, passing through charming towns and coastal landscapes.
  • 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 beaches, go kayaking or paddleboarding in the bay, or hike through the dunes and forests of the Cape Cod National Seashore. For a more unique experience, try kite flying at the beach on a windy day or go birdwatching at the Wellfleet Bay Wildlife Sanctuary.
  • What are the best vacation rentals with a pool in Wellfleet, MA?

    Rock On Wellfleet, Cozy Cottage - Bike Trail - Indoor Pool Access and Hatches Creek Sanctuary 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. You can easily drive to Provincetown, known for its art scene and vibrant nightlife, or head south to Truro, with its stunning lighthouses and beaches. For a larger town experience, you can visit Hyannis, a bustling centre with shops, restaurants, and ferry services.
  • 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 typically offer a range of amenities, depending on the property. You'll often find fully equipped kitchens, comfortable bedrooms, and living areas. Some rentals may also feature private decks or patios, outdoor grills, and access to laundry facilities. It's always best to check the specific amenities listed for each rental.
  • 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, from June to August, is the peak season with warm weather and plenty of activities. However, if you prefer a quieter experience, consider visiting in 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 known for its fresh seafood, especially oysters. You can find delicious oyster dishes at local restaurants, or even try shucking your own at a seafood market. Other local specialties include clam chowder, lobster rolls, and fresh-caught fish. Don't forget to try the local cranberry sauces and pies, a staple of the Cape Cod region.

Popular destinations

Best Wellfleet, MA holiday rentals with a balcony

4 Bedroom Home By Leavetown Vacations - Wellfleet, MA
9.7 3 reviews

4 Bedroom Home By Leavetown Vacations

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.
Comfort Mins From Nauset Light Beach! - Wellfleet, MA
9.2 5 reviews

Comfort Mins From Nauset Light Beach!

apartment, Eastham
This Eastham holiday home is located minutes from Nauset Light Beach and offers convenient access to the Cape Cod Rail Trail and Cape Cod National Seashore.
The 169 square metre (1819 square feet) property features three bedrooms, two bathrooms, and can accommodate up to six guests, boasting a fully equipped kitchen, private garden, terrace, and modern amenities including Wi-Fi and air conditioning; pets are welcome for a fee.
209 M² House ∙ 4 Bedrooms ∙ 8 Guests - Wellfleet, MA
8.0 1 review

209 M² House ∙ 4 Bedrooms ∙ 8 Guests

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.
Book Eastham, Plenty Of Room For Entire Family! - Wellfleet, MA
9.6 11 reviews

Book Eastham, Plenty Of Room For Entire Family!

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.

Best Wellfleet, MA holiday rentals with parking

Across From Mayo Beach Walk To Downtown! - Wellfleet, MA
9.2 122 reviews

Across From Mayo Beach Walk To Downtown!

apartment, Wellfleet
This charming house is located just 1.5 kilometres from the beautiful Cape Cod Beaches and Cape Cod National Seashore, offering easy access to the area's natural beauty. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 56 square metre house has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a garden with barbecue facilities, a fireplace, and a terrace, providing everything you need for a relaxing and enjoyable stay.
Fully Updated 4br Playset Fireplaces Ac Linens - Wellfleet, MA
9.7 151 reviews

Fully Updated 4br Playset Fireplaces Ac Linens

apartment, Wellfleet
This family-friendly holiday home is located in Wellfleet, just 1.6km from Cape Cod National Seashore, Long Pond Beach, and Gull Pond, as well as the Wellfleet Historical Society Museum and Wellfleet Preservation Hall. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The house has four bedrooms and is 167 square metres in size. It provides a range of amenities including a fully equipped kitchen, a fireplace, a terrace, a garden, a tennis court, and a games room.
Sweet Cape Get-away Near Beaches - Wellfleet, MA
9.1 30 reviews

Sweet Cape Get-away Near Beaches

apartment, Wellfleet
This two-bedroom flat offers an idyllic escape in a quiet Wellfleet neighbourhood, conveniently situated just a few kilometres from diverse bay, ocean, and pond beaches, and only 800 metres from the Cape Cod Rail Trail.
This well-appointed apartment accommodates up to four guests, featuring air conditioning, a kitchen, and parking, providing a comfortable base for exploring the Outer Cape and the town of Wellfleet.
15 Min Walk To Beach W Kayaks - Wellfleet, MA
9.5 2 reviews

15 Min Walk To Beach W Kayaks

house, Wellfleet
This Wellfleet holiday home, a 15-minute walk from the beach and 2.4km from Marconi Beach, offers easy access to Wellfleet Bay Wildlife Sanctuary (6.6km) and Cape Cod National Seashore (8.8km).
The 156 square metre property boasts three bedrooms, two bathrooms, sleeping up to eleven guests, and features a fully equipped kitchen, garden, free Wi-Fi, and parking; kayaks are available for beach access.
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