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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

Massasoit Hills House, Close To Beach With Ac, Yard & Deck - Wellfleet, MA
No reviews

Massasoit Hills House, Close To Beach With Ac, Yard & Deck

apartment, Eastham
This pet-friendly Eastham vacation home is located 13 minutes by foot from Cape Cod Beaches and 11 minutes by foot from the Wellfleet Bay Wildlife Sanctuary.
This 1050 square foot rental features 3 bedrooms, 2 bathrooms, and accommodates up to 6 guests, with amenities including air conditioning, Wi-Fi, a full kitchen, and a private garden and balcony.
Tall Pines | House In Wellfleet - Wellfleet, MA
No reviews

Tall Pines | House In Wellfleet

apartment, Wellfleet
This Bohemian retreat is located in Wellfleet's pines, adjacent to the historic Chequessett Burial Ground and First Meeting House of 1723, and is less than 1 mile from Mayo Beach.
This 2780 sq ft house accommodates up to 6 guests with 3 bedrooms and 3 bathrooms, featuring a private second living area, a spacious deck, an outdoor shower, and a JBL portable speaker, with proximity to Baker Field Recreation Area.
Contemporary Home Near Lieutenant's Island (Cs0009) - Wellfleet, MA
10 7 reviews

Contemporary Home Near Lieutenant's Island (Cs0009)

apartment, Wellfleet
This Wellfleet vacation home, located near the Audubon Society's Wellfleet Bay Wildlife Sanctuary and a short drive from Cape Cod National Seashore beaches, offers a peaceful retreat down a quiet dirt road with marsh views.
The two-bedroom, two-bathroom house features an open-concept design with hardwood floors, a private deck, a large backyard ideal for grilling, and accommodates up to four guests; nearby attractions include the Wellfleet Drive-In and Lieutenant Island.
Comfort Mins From Nauset Light Beach! - Wellfleet, MA
9.0 4 reviews

Comfort Mins From Nauset Light Beach!

apartment, Eastham
This Eastham vacation rental is minutes from Nauset Light Beach, offering convenient access to the Cape Cod Rail Trail and Cape Cod National Seashore.
This 1820-square-foot house features three bedrooms (one queen, one king, and one with twin/full bunks), two bathrooms, a fully equipped kitchen with dishwasher, central AC, Wi-Fi, a washer/dryer, propane grill, and sleeps up to six guests.

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.

Four Season Modern Cape Cod Cottage (With Heat) - Wellfleet, MA
9.8 14 reviews

Four Season Modern Cape Cod Cottage (With Heat)

house, Eastham
This Eastham cottage is located in the Historic Town Center, just a short walk from Salt Pond and the National Seashore Visitor Center.
The 570-square-foot cottage features two bedrooms, one bathroom, a fully equipped kitchen, a private deck, and a washer and dryer.
Wellfleet Retreat - Wellfleet, MA
9.9 19 reviews

Wellfleet Retreat

apartment, Wellfleet
This newly renovated Wellfleet home, near ocean beaches and a bike path, offers easy access to Wellfleet Harbor Actors Theater and Wellfleet Bay Wildlife Sanctuary (distances to be confirmed).
The three-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, and Wi-Fi, and provides a family-friendly vacation experience.
Bright, Spacious, Private Beach Home. Big Backyard, Firepit, Deck. Family Fave! - Wellfleet, MA
9.8 50 reviews

Bright, Spacious, Private Beach Home. Big Backyard, Firepit, Deck. Family Fave!

apartment, Eastham
This Eastham vacation home boasts a prime location near Cape Cod Beaches, Campground Beach, and Thumpertown Beach, all within 1.2 miles, and 1.9 miles from the Cape Cod National Seashore.
This 1,500-square-foot house features three bedrooms and three bathrooms, accommodating up to six guests, and includes amenities such as a private fenced yard, a spa, a fitness center, and free Wi-Fi.
Wellfleet Getaway, Walk To Lt Island, Deck & Yard - Wellfleet, MA
9.8 35 reviews

Wellfleet Getaway, Walk To Lt Island, Deck & Yard

apartment, Wellfleet
This Wellfleet home, near Lieutenant Island and its beaches, offers easy access to restaurants, a bike path, and other nearby beaches.
The recently remodeled four-bedroom, two-bathroom house sleeps eight, features a modern open-concept in-law suite with laundry, a large deck with BBQ, and whole-house air conditioning.

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

Private Association Pool Great Location! - Wellfleet, MA
9.6 45 reviews

Private Association Pool Great Location!

apartment, Wellfleet
This Wellfleet vacation rental, conveniently located off Route 6 between Provincetown and Hyannis, offers easy access to Outer Cape attractions.
The 800-square-foot single-story unit features two bedrooms (one queen, two twin beds), one bathroom, a full kitchen with dishwasher, a private deck with propane grill, and access to a community pool (open late June to Labor Day), accommodating up to four guests.
The Perfect Getaway In Wellfleet - Wellfleet, MA
9.8 308 reviews

The Perfect Getaway In Wellfleet

apartment, Wellfleet
This Wellfleet vacation home, located in the Deck 2 community, is five minutes from downtown Wellfleet, Cape Cod National Seashore beaches, and the Rail Trail.
The two-bedroom, one-bathroom cottage sleeps four, features a king bed, a loft with twin beds (convertible to a king), a wood-burning fireplace, two decks, a fully equipped kitchen, Wi-Fi, and a Smart TV.
Wellfleet Retreat Near The Drive In - Wellfleet, MA
10 1 review

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.
Promo 5% Monthly Discount! The Napoleon House At Wellfleet Center - Wellfleet, MA
8.8 14 reviews

Promo 5% Monthly Discount! The Napoleon House At Wellfleet Center

apartment, Wellfleet
This Wellfleet vacation home is centrally located, less than a mile from the Wellfleet Historical Society Museum and Cape Cod beaches, and within a 10-minute drive of the Wellfleet Preservation Hall and Public Library.
This two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, patio, Smart TV, and on-site parking; enjoy easy access to local attractions and beaches.

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.

Cape Home W/oceanview, Roof Deck Pool & Hot Tub - Wellfleet, MA
9.6 5 reviews

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

apartment, Wellfleet
This 5-bedroom, 6-bathroom beach house rental in Wellfleet is located minutes from the Cape Cod National Seashore and offers easy access to beaches, hiking trails, Poit's Lighthouse Mini Golf, and the Edward Penniman House and Barn.
This spacious 1,000 sq ft vacation home accommodates up to 10 guests and features a private outdoor pool and a rooftop deck perfect for stargazing, with air conditioning and internet provided.
Cottage W Private Association Pool - Wellfleet, MA
9.0 1 review

Cottage W Private Association Pool

house, Wellfleet
This Wellfleet cottage, near Indian Neck Beach (1.6 miles), Wellfleet Bay Wildlife Sanctuary (1.9 miles), and Cape Cod National Seashore (3.3 miles), offers easy access to outdoor recreation and stunning coastal views.
This 700-square-foot house features three bedrooms, one bathroom, and accommodates up to eleven guests, boasting a fully equipped kitchen, private pool access, Wi-Fi, and a washing machine.
Wellfleet~beautiful One Day Perfect The Next - Wellfleet, MA
9.7 67 reviews

Wellfleet~beautiful One Day Perfect The Next

apartment, Wellfleet
This Wellfleet cottage rental is located in a private village, a five-minute drive from both bay and ocean beaches, Kettle Ponds, the town center, and the Rail Trail.
This two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, air conditioning, a private patio with grill, a seasonal in-ground pool (open July 4th to Labor Day), and parking for two vehicles; coin-operated laundry is available on-site.
Spacious Home With Private Heated Pool (2389) - Wellfleet, MA
10 1 review

Spacious Home With Private Heated Pool (2389)

apartment, Wellfleet
This Wellfleet vacation home, located off the beaten path yet conveniently close to Commercial Street and Cape Cod National Seashore, offers a peaceful retreat near the beaches.
This three-story house boasts five bedrooms, three bathrooms, and sleeps ten guests, featuring a private heated pool (open July-August), a screened porch, and convenient driveway parking for three cars.

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.

1002 M² House ∙ 5 Bedrooms ∙ 10 Guests - Wellfleet, MA
No reviews

1002 M² House ∙ 5 Bedrooms ∙ 10 Guests

house, Wellfleet
Drummer Cove Retreat - Wellfleet, MA
10 1 review

Drummer Cove Retreat

house, Wellfleet
New! Bay View Terrace- Walk To Mayo Beach & Harbor - Wellfleet, MA
No reviews

New! Bay View Terrace- Walk To Mayo Beach & Harbor

apartment, Wellfleet
The Chequessett Beach House Of Wellfleet - Wellfleet, MA
10 6 reviews

The Chequessett Beach House Of Wellfleet

apartment, 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.

Walk To Beach - Gull Hollow Cottage And Studio - Wellfleet, MA
9.9 80 reviews

Walk To Beach - Gull Hollow Cottage And Studio

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.

Brand New Luxury 5 Bed Home - Wellfleet, MA
No reviews

Brand New Luxury 5 Bed Home

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

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

apartment, Wellfleet
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