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

Wellfleet Retreat - Wellfleet, MA
9.9 20 reviews

Wellfleet Retreat

apartment, Wellfleet
This newly renovated Wellfleet house, ideal for families, is located near Wellfleet's ocean beaches and a convenient bike path.
Sleeping six guests across three bedrooms and two bathrooms, this self-catering property boasts a modern kitchen with dishwasher, air conditioning, and excellent Wi-Fi; enjoy nearby coastal attractions and outdoor activities.
Cove Road House - Wellfleet, MA
9.8 115 reviews

Cove Road House

apartment, Wellfleet
This three-bedroom Cape Cod-style house in Wellfleet offers a secluded hilltop location, a short drive (approximately 1-3 km) from the town centre, beaches, and ponds.
Sleeping up to six guests, the property features a fully equipped kitchen, summer air conditioning in each bedroom, Wi-Fi, and a rustic outdoor shower and soaking tub; no television is provided.
Cottage W/ Private Association Pool! - Wellfleet, MA
9.8 50 reviews

Cottage W/ Private Association Pool!

house, Wellfleet
This cottage is situated on Route 6 in Wellfleet, a five-minute drive from Drummer Cove and 4.8 kilometres from Cshore Kitchen, offering convenient access to downtown Wellfleet's shops, Wellfleet Pier, and Mayo Beach.
This family-friendly holiday home accommodates up to six guests with three bedrooms and one bathroom, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, two decks, an enclosed outdoor shower, and access to a shared association swimming pool and laundry facility.
Indian Neck Area - Walk To Beach Location - Wellfleet, MA
9.7 50 reviews

Indian Neck Area - Walk To Beach Location

apartment, Wellfleet
This three-bedroom Wellfleet holiday home, situated in the Indian Neck area, offers easy access to Wellfleet Harbour beaches (a 0.8km walk via a private road) and is a short drive from ocean beaches and kettle ponds, close to the Cape Cod Rail Trail near the South Wellfleet General Store and a walkable distance from Wellfleet village via Uncle Tim's Bridge.
The 3-bedroom, 1-bathroom property sleeps 5, features a fully equipped kitchen, a deck with BBQ, central air conditioning, an enclosed outdoor shower, and includes cable TV/DVD player, plus books, toys, DVDs and games; it boasts a private location overlooking a salt marsh and bird sanctuary.

Best Wellfleet, MA vacation rentals with a pool

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

The Mansion At Ocean Edge Resort & Golf Club - Wellfleet, MA
8.2 96 reviews

The Mansion At Ocean Edge Resort & Golf Club

manor house, Brewster
The Mansion at Ocean Edge, a resort in Brewster, offers direct beach access and is located 15.8 kilometres from Mayflower Beach and 1.2 kilometres from Ocean Dunes Golf Club.
This family-friendly resort provides an on-site spa, multiple dining options including a restaurant with garden views and a bar, a swimming pool, a fitness centre, and tennis courts, with complimentary parking available.
Second Wind :039-o  An Orleans Estate With Large Heated Pool, Spa, On Town Cove; Sleeps 24 - Wellfleet, MA
10 16 reviews

Second Wind :039-o An Orleans Estate With Large Heated Pool, Spa, On Town Cove; Sleeps 24

apartment, Orleans
This Orleans Estate is situated on Town Cove in the Orleans Village, just a short walk from restaurants, shops, and ice cream parlors, and less than 5 kilometres from Nauset Beach and Skaket Beach. The property has received excellent user ratings and is perfect for families or large groups looking for a comfortable and spacious retreat.
This multi-dwelling property spans 548 square metres and comfortably accommodates up to 24 guests, with 10 bedrooms and 11 bathrooms. Guests can enjoy a range of amenities including a private heated pool and spa, an outdoor kitchen, fire pit, multiple seating areas, and a media room.
Private Pool 3 Mins To Skaket Beach! - Wellfleet, MA
9.6 52 reviews

Private Pool 3 Mins To Skaket Beach!

apartment, Orleans
This holiday home is situated in Orleans, just 2 kilometres from Cape Cod Beaches, Skaket Beach, and the Church of the Transfiguration. The property enjoys excellent user, location, and cleanliness ratings. This spacious 307 square metre property has four bedrooms and can accommodate up to 10 guests. The house offers a private pool, a garden, a barbecue grill, and a balcony for outdoor enjoyment, as well as modern amenities including a washing machine, a dishwasher, and a microwave.
Private Pool And Close To Marconi Beach! - Wellfleet, MA
9.7 34 reviews

Private Pool And Close To Marconi Beach!

house, Wellfleet
This spacious estate, located in the woods of Wellfleet, is a short bike ride from Marconi Beach and Lecount Hollow Beach, with easy access to the Cape Cod Rail Trail. The property comprises a main house and a separate guest house, offering 279 square metres of living space, four bedrooms, and a capacity of 12 guests, with amenities including a private pool, a well-equipped kitchen, and a dog-friendly policy.

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

Charming Home By The Cape With Firepit, Fast Wifi, & Washer/dryer - Wellfleet, MA
9.4 8 reviews

Charming Home By The Cape With Firepit, Fast Wifi, & Washer/dryer

apartment, Eastham
This Eastham residence is centrally located, offering easy access to local amenities, a scenic bike trail, and beaches just 1.6 kilometres away and 4 kilometres from the Atlantic coast.
This spacious four-bedroom flat, covering 133 square metres, accommodates up to eight guests with a well-equipped kitchen, air conditioning, private garden, terrace, and a backyard firepit.
Walk To Restaurants Shopping & Harbor! - Wellfleet, MA
8.9 63 reviews

Walk To Restaurants Shopping & Harbor!

apartment, Wellfleet
This house is located in Wellfleet, just 1.5 kilometres from the Wellfleet Historical Society Museum and the Cape Cod National Seashore, offering easy access to both historical and natural attractions. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The house has three bedrooms and two bathrooms, spanning 121 square metres and accommodating up to six guests. Amenities include a fully equipped kitchen, washer and dryer, outdoor barbecue, television, and a coffee/tea maker, ensuring a comfortable and convenient stay.
2 Mi To Nauset & Coast Guard Beach, Dog Friendly! - Wellfleet, MA
9.4 10 reviews

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

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.
Secluded Beach House Nestled On A Coastal Dune! - Wellfleet, MA
9.4 48 reviews

Secluded Beach House Nestled On A Coastal Dune!

apartment, Wellfleet
This beachfront property in South Wellfleet offers direct beach access and is located within 3.2km of Lieutenant Island, Cape Cod National Seashore, and the Wellfleet Historical Society Museum.
This 233 square metre house sleeps seven guests, boasting three bedrooms, 2.5 bathrooms, a fully equipped kitchen with dishwasher, a terrace, garden, parking, and Wi-Fi; housekeeping is available on request.

Best Wellfleet, MA holiday rentals with parking

Across From Mayo Beach Walk To Downtown! - Wellfleet, MA
8.9 128 reviews

Across From Mayo Beach Walk To Downtown!

apartment, Wellfleet
This Wellfleet holiday home is conveniently located within a 10-minute walk of Cape Cod Beaches and Mayo Beach, offering easy access to the beautiful coastline. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The two-bedroom house spans 56 square metres and comfortably accommodates up to five guests. Amenities include a fully equipped kitchen, air conditioning, parking, and a barbecue grill, making it a great choice for families or groups looking for a relaxing and enjoyable stay.
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.
Sunny Cottage Next To The Bay - Wellfleet, MA
9.8 18 reviews

Sunny Cottage Next To The Bay

apartment, Wellfleet
This Wellfleet holiday home enjoys immediate waterfront access for swimming, kayaking and fishing, and is a 0.4km stroll from tennis courts and a golf course.
The three-bedroom property, sleeping six, includes a kitchen, air conditioning, internet, parking, and two decks – one upstairs for sunbathing, one downstairs for relaxation – offering a comfortable base for exploring Wellfleet's outdoor pursuits.
In The Heart Of Wellfleet And Walk To Mayo Beach - Wellfleet, MA
9.8 167 reviews

In The Heart Of Wellfleet And Walk To Mayo Beach

apartment, Wellfleet
This Wellfleet apartment, situated above eclectic shops and an art gallery on Main Street, offers easy access to Wellfleet's downtown restaurants and galleries.
The two-bedroom, one-bathroom flat sleeps four adults (children under eight are not permitted), features a modern kitchen with a deck and gas grill, and includes private parking.
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