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Wellfleet, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Wellfleet, MA

Best Wellfleet, MA vacation rentals with a balcony

Peaceful Half-acre Home Near Ocean, Dining & Shops And A Fire Pit - Wellfleet, MA
9.0 6 reviews

Peaceful Half-acre Home Near Ocean, Dining & Shops And A Fire Pit

apartment, Wellfleet
This Wellfleet apartment is located on over a half-acre, a short walk to the Wellfleet Center Historic District's shops and restaurants, and near Mayo Beach and Marconi Beach.
This 1590 square foot rental offers 3 bedrooms, 2 bathrooms, and accommodates up to 7 guests with amenities including a full kitchen, WiFi, and beach chairs.
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 vacation home is centrally located, one mile from the bay beach and two and a half miles from the Atlantic beach, offering convenient access to local amenities and attractions like Wellfleet, Truro, and Provincetown.
This 1430 square foot residence accommodates up to eight guests with four bedrooms and two bathrooms, featuring a well-equipped kitchen, a private fenced-in yard with an outdoor firepit, and individual heating and cooling in bedrooms and the living room.
Private Pool And Close To Marconi Beach! - Wellfleet, MA
9.7 34 reviews

Private Pool And Close To Marconi Beach!

house, Wellfleet
This Wellfleet vacation rental is located in the woods, just a short bike ride from Marconi Beach and Lecount Hollow Beach, and with access to the Cape Cod Rail Trail.
The 3,000-square-foot property features a main house and a separate guest house, a private pool, a spacious yard with a fire pit and outdoor shower, and can accommodate up to 12 guests.
Wellfleet Retreat Near The Drive In - Wellfleet, MA
10 2 reviews

Wellfleet Retreat Near The Drive In

apartment, Wellfleet
This Wellfleet house is located in a rural area, offering proximity to Cape Cod Beaches and Cape Cod National Seashore, with Ocean Edge Golf Club, Poit's Lighthouse Mini Golf, and Edward Penniman House and Barn nearby.
This 3-bedroom, 2-bathroom rental accommodates up to 6 guests and features a fully outfitted kitchen, a grill with outdoor dining, seating, a fire pit, and an on-site washer and dryer.

Guest-Favorite Family Vacation Rentals in Wellfleet, MA

These family-friendly vacation rentals in Wellfleet, MA offer plenty of room to spread out near local beaches.

The Villages At Ocean Edge Resort & Golf Club - Wellfleet, MA
8.3 2651 reviews

The Villages At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. The resort has excellent ratings for location, cleanliness, and overall experience.
The resort offers spacious villas with full kitchens and living rooms, ideal for families or groups. Guests can enjoy a private beach, indoor and outdoor pools, a golf course, tennis courts, a kids' club, multiple dining options, and a fitness center.
Walk To Dyer Pond From Charming Wellfleet Cottage. - Wellfleet, MA
9.7 29 reviews

Walk To Dyer Pond From Charming Wellfleet Cottage.

apartment, Wellfleet
This Wellfleet Cape Cod cottage, a short walk from Dyer Pond and under a mile from the town center, offers easy access to Wellfleet Harbor, Mayo Beach, and beaches on Ocean View Drive (2 miles).
The 950-square-foot house features three bedrooms, one bathroom, sleeps five, includes a full kitchen, air conditioning, outdoor shower, screened porch, 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 Eastham apartment is conveniently located just a short distance from Great Pond and Coast Guard Beach, offering easy access to the area's natural beauty and attractions. With excellent user ratings, this property is a popular choice for travelers seeking a comfortable and enjoyable stay. This spacious vacation rental boasts 4 bedrooms and 3 bathrooms, accommodating up to 8 guests, and features a private heated saltwater pool, a large backyard deck with a gas grill and pizza oven, and a finished basement with entertainment options for all ages.
New Listing 1 Mile From Ocean! Wellfleet Oasis - Wellfleet, MA
9.9 15 reviews

New Listing 1 Mile From Ocean! Wellfleet Oasis

apartment, Wellfleet
This Wellfleet vacation home, located on a quiet dead-end dirt road, is five minutes from Wellfleet's ocean beaches and a twenty-minute drive from Provincetown.
This three-bedroom, two-bathroom house sleeps six, features a full kitchen, air conditioning, Wi-Fi, parking, and is near a drive-in movie theater, freshwater swimming, and hiking/biking trails.

Frequently Asked Questions about vacation 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 beautiful spot for watching 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 tells the story of the town's whaling and fishing past. And if you're interested in art, the Wellfleet Center for the Arts hosts exhibitions and workshops throughout the year.
  • 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 the bay is great for a leisurely ride, and the trails at the Cape Cod National Seashore offer more challenging options. For a scenic walk, try the Wellfleet Beach Trail, which stretches for 2.5 miles along the coast. You can also check out the paved walking path around the Wellfleet Harbor, which is great for a stroll with stunning views.
  • 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 go swimming, sunbathing, and surfing at the beach, or rent a kayak and explore the harbor. If you're feeling adventurous, try kiteboarding or windsurfing. The Cape Cod National Seashore also offers opportunities for hiking, biking, and birdwatching.
  • 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. You can easily drive to Provincetown, known for its art scene and vibrant nightlife, or to Truro, a quieter town with beautiful beaches. If you want to explore more of the Cape, you can also visit Chatham, known for its historic lighthouse and quaint shops, or Falmouth, a bustling town with a vibrant harbor.
  • 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 offer a range of amenities, including fully equipped kitchens, comfortable bedrooms, and private bathrooms. Many rentals also have outdoor spaces, such as decks or patios, and some even have access to private beaches or pools. You can often find rentals with laundry facilities, Wi-Fi, and cable TV as well.
  • 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?

    Wellfleet is a popular destination year-round, but the best time to visit depends on your preferences. The summer months, from June to August, offer warm weather and plenty of sunshine, but it can get crowded. Spring and fall offer milder temperatures and fewer crowds, while winter offers a quiet and peaceful escape.
  • What are the local dishes in Wellfleet, MA region?

    Wellfleet is known for its fresh seafood, especially oysters. You can try a variety of dishes featuring local oysters, such as raw oysters on the half shell, fried oysters, or oyster stew. Other popular local dishes include clam chowder, lobster rolls, and fresh fish tacos. You can also find delicious local produce at the Wellfleet Farmers Market, which takes place every Saturday from June to October.

Popular destinations

Best Wellfleet, MA vacation rentals with parking

Walk To Private Beach On Lt Island! - Wellfleet, MA
9.3 108 reviews

Walk To Private Beach On Lt Island!

apartment, Wellfleet
This waterfront Wellfleet vacation home offers stunning sea views, located steps from Lieutenant Island and Meadow Avenue Beach. With excellent user, location, and cleanliness ratings, it's a highly-rated choice for travelers.
The house has a spacious layout with 3200 square feet of floor area and can accommodate up to 11 guests. It features 4 bedrooms, 4 bathrooms, a fully equipped kitchen, a private garden with barbecue grills, air conditioning, internet, and a sofa bed for additional sleeping arrangements. Guests can enjoy outdoor relaxation, dining, and entertainment amenities, making it an ideal choice for a comfortable and memorable stay in Wellfleet.
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 vacation home is located in Wellfleet, just a mile from Cape Cod National Seashore, Long Pond Beach, and Gull Pond, offering easy access to some of the area's best beaches. The house consistently receives excellent ratings for user experience, location, and cleanliness.
The 1800-square-foot home has four bedrooms, making it a great choice for larger families or groups. Guests can enjoy a variety of amenities, including a game room, barbecue grills, a balcony, and a fully-equipped kitchen.
The Cottage W Lovely Deck Close To Beaches & Ponds - Wellfleet, MA
10 7 reviews

The Cottage W Lovely Deck Close To Beaches & Ponds

house, Wellfleet
This cathedral studio cottage is located in a tranquil wooded area, 0.5 miles from Wellfleet center, 1 mile from Gull Pond, and 2 miles from ocean beaches.
This freestanding cottage offers comfortable accommodations for 4 guests with two queen-size beds, a well-equipped kitchenette, a dedicated workspace, and outdoor living space with a BBQ, providing easy access to nearby beaches and entertainment.
Fall Getaway Deals - Cape Days Without The Crowds! - Wellfleet, MA
9.6 185 reviews

Fall Getaway Deals - Cape Days Without The Crowds!

apartment, Wellfleet
This Wellfleet apartment rental is centrally located in the historic district, steps from Duck Creek, Mayo Beach, the town pier, and Main Street, offering easy access to shops, restaurants, and the Wellfleet Harbor Stage.
The two-bedroom, one-bathroom unit sleeps four, features original hardwood floors, a fully equipped kitchen with modern appliances including a dishwasher, and offers access to coin-operated laundry and a private garden.

Neighborhoods and points of interest in Wellfleet, MA

Check Out Vacation Rentals with a Pool in Wellfleet, MA

Choose a vacation rental with a pool in Wellfleet, MA to perfectly complement your day of adventures.

Cozy Bayside Cottage With Huge Outdoor Living Space And Private Beach (2313) - Wellfleet, MA
9.6 19 reviews

Cozy Bayside Cottage With Huge Outdoor Living Space And Private Beach (2313)

apartment, Provincetown
This East End Provincetown condo is 200 feet from a private association beach and a short walk from downtown Provincetown's shops and restaurants.
The 170-square-foot cottage features a private deck with a grill and outdoor shower, bay views of the Provincetown Monument and Cape Cod Bay, one bathroom, sleeps two, and includes access to a shared pool (open July-August).
Stunning Home With In-ground Pool - Wellfleet, MA
10 1 review

Stunning Home With In-ground Pool

house, Orleans
This Orleans, MA vacation home is situated 1.9 miles from Nauset Beach, 1.3 miles from South Orleans Beach, and 8.2 miles from the Nauset Lighthouse, offering easy access to Cape Cod's beautiful beaches and attractions.
This 2460-square-foot property boasts four bedrooms, four bathrooms, and accommodates up to 15 guests, featuring a private in-ground pool, a fully equipped kitchen with a dishwasher, free Wi-Fi, and air conditioning.
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 a one-minute walk from Commercial Street and a six-minute walk from Cape Cod Bay beaches, providing easy access to Provincetown's attractions.
The 270-square-foot unit features one bedroom, one bathroom, sleeps two, and includes a full kitchen with a dishwasher and microwave, plus on-site parking, a swimming pool, and a jacuzzi.
Private Pool 3 Mins To Skaket Beach - Wellfleet, MA
No reviews

Private Pool 3 Mins To Skaket Beach

house, Orleans
This Orleans vacation home is located near Skaket Beach, a 19-minute walk away, and 1.1 miles from Dyer Prince Beach, offering easy access to other Cape Cod attractions.
This 3300-square-foot house features four bedrooms, three bathrooms, and accommodates up to 19 guests, boasting a private pool, fully equipped kitchen with dishwasher, free Wi-Fi, cable TV, and a fireplace.

Discover Vacation Rentals by the Sea in Wellfleet, MA

Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Wellfleet, MA. Book your next shoreside stay today.

Sunning Views Of Cape Cod Bay - Wellfleet, MA
10 3 reviews

Sunning Views Of Cape Cod Bay

apartment, Wellfleet
Eclectic Wellfleet Style Home Near Lt Island - Wellfleet, MA
No reviews

Eclectic Wellfleet Style Home Near Lt Island

house, Wellfleet
Tranquil Getaway - Wellfleet, MA
8.0 9 reviews

Tranquil Getaway

house, Wellfleet

Discover 5-Star Vacation Rentals in Wellfleet, MA

Indulge in a luxury vacation rental in Wellfleet, MA, where high-end design meets world-class 5-star comfort.

Conveniently Located And Renovated Cottage With Lovely Views & Chef's Kitchen - Wellfleet, MA
9.6 23 reviews

Conveniently Located And Renovated Cottage With Lovely Views & Chef's Kitchen

apartment, Wellfleet

Best Vacation Rentals with a Steam Room in Wellfleet, MA

Maximize your wellness with vacation rentals in Wellfleet, MA featuring on-site saunas and steam rooms.

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
Expansive, Dog-friendly Home With Sauna, Decks & Great Location - Wellfleet, MA
No reviews

Expansive, Dog-friendly Home With Sauna, Decks & Great Location

apartment, Wellfleet
Eastham Getaway - Wellfleet, MA
No reviews

Eastham Getaway

house, Eastham
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