Compare best Airbnb in Wellfleet, MA from 100+ providers!

769 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Wellfleet, MA vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Wellfleet, MA

Best Wellfleet, MA vacation rentals with a balcony

New Construction Designer Home: Private Outdoor Oasis, Hot Tub, Sauna - Wellfleet, MA
No reviews

New Construction Designer Home: Private Outdoor Oasis, Hot Tub, Sauna

apartment, Eastham
This spacious 3820 sq ft apartment offers a prime location directly within the Cape Cod National Seashore in Eastham, providing direct access to natural beauty and situated just minutes from Nauset Beach, the Cape Rail Trail, and hiking trails. This family-friendly home accommodates up to 12 guests with 5 bedrooms and 3 bathrooms, featuring a gourmet kitchen, air conditioning, a jacuzzi, a sauna, a terrace, a garden, and parking.
Short Walk To Bayside Beach! - Wellfleet, MA
8.6 9 reviews

Short Walk To Bayside Beach!

apartment, Eastham
This Eastham waterfront vacation home offers easy beach access, being within a 10-minute walk of Cape Cod Beaches, Thumpertown Beach, and Campground Beach, with Herring Brook Beach and Cooks Brook Beach within 2 miles.
This 1,450-square-foot house features three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, private balcony, in-unit laundry, and on-site barbecue grills.
Game Room, Walk To Two Landings! - Wellfleet, MA
No reviews

Game Room, Walk To Two Landings!

apartment, Wellfleet
This six-bedroom, four-bathroom house in Wellfleet's Pleasant Point neighborhood is a short walk to Pleasant Point Landing and Paine Hollow Landing, and minutes from Mayo Beach and the Wellfleet farmer's market.
This 2700-square-foot vacation rental accommodates up to 12 guests with a family/playroom, a private backyard with an outdoor shower, and a propane grill, offering amenities like WiFi and central air conditioning.
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.

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 Baumhaus: Midcentury Home With Bay Views - Wellfleet, MA
10 80 reviews

The Baumhaus: Midcentury Home With Bay Views

apartment, Truro
This South Truro apartment is just a short distance from the bay and Provincetown, offering a peaceful retreat with stunning views. It has consistently earned excellent ratings for its cleanliness, location, and overall experience.
The rental features a unique mid-century modern design with three bedrooms and two bathrooms, accommodating up to seven guests. It's fully equipped with a well-stocked kitchen, a wood-burning fireplace, outdoor amenities, and work-from-home friendly spaces, making it perfect for families, groups, or remote workers seeking a relaxing and comfortable stay.
Amazing, Private 3 Bedroom Walk To The Beach!! - Wellfleet, MA
9.9 49 reviews

Amazing, Private 3 Bedroom Walk To The Beach!!

apartment, Eastham
This family-friendly vacation rental is located in Eastham, within a 10-minute walk of several beautiful beaches and within 2 miles of Arnold's Mini Golf and Wiley Park Beach. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom, 1-bathroom apartment offers 1100 square feet of space. The apartment features a fully equipped kitchen, a private garden, a spa, parking, and air conditioning, as well as free WiFi and housekeeping services.
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.
Sleeps 2-8/soaking Tub/firepit~burrows - Wellfleet, MA
9.9 109 reviews

Sleeps 2-8/soaking Tub/firepit~burrows

apartment, Eastham
This Eastham vacation rental is located less than two miles from the Three Sisters Lighthouses and offers easy access to Nauset Light Beach and Cape Cod beaches.
The 1300-square-foot house features three bedrooms, two bathrooms, sleeps eight guests, and includes amenities such as a fully equipped kitchen, Wi-Fi, air conditioning, a patio, and a fireplace.

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 Location W/ Guest House! - Wellfleet, MA
9.6 24 reviews

Private Location W/ Guest House!

apartment, Wellfleet
Pine Valley is a secluded bed and breakfast located off a private road in Wellfleet, Massachusetts, just 2.2 miles from Mayo Beach and 2.7 miles from Cahoon Hollow Beach. This multi-building property features a main house with three bedrooms and a separate one-bedroom guest house, perfect for multi-family vacations, and includes amenities such as a wrap-around deck, two outdoor showers, and a Jacuzzi tub in the master bedroom.
Private Cape Cottage + Peaceful Relaxing Property - Wellfleet, MA
9.9 47 reviews

Private Cape Cottage + Peaceful Relaxing Property

house, Wellfleet
This Wellfleet cottage sits on a private road, a short walk from the Pilgrim Springs conservation area and a 4-minute drive from Indian Neck Bay beach, with easy access to ocean beaches within an 8-minute drive.
The 2-bedroom, 1-bathroom house comfortably sleeps 6 guests and features a modern kitchen, outdoor shower, fire pit, and a unique vintage audio system; enjoy nearby salt marshes, oyster grounds, and the Pilgrim Springs conservation area.
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 cottage, located in the desirable Indian Neck area, offers stunning Fox Island salt marsh views and is a five-minute walk from Wellfleet Harbor beaches.
The 3-bathroom house sleeps five, features a fully equipped kitchen, enclosed outdoor shower, cable TV/DVD, and is near the Cape Cod Rail Trail and Wellfleet village.
Sweet Cape Get-away Near Beaches - Wellfleet, MA
9.1 30 reviews

Sweet Cape Get-away Near Beaches

apartment, Wellfleet
This 2-bedroom condo in Wellfleet is located in a quiet neighborhood, offering easy access to bay, ocean, and pond beaches within a few miles and the Cape Cod Rail Trail just half a mile away.
This rental accommodates up to 4 guests and features air conditioning, internet, a kitchen, and parking, providing a convenient base for exploring the Outer Cape.

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 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.
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.

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.

Stunning Water Views By Private Beach - Wellfleet, MA
No reviews

Stunning Water Views By Private Beach

house, Eastham
Cockle Cottage On Wellfleet Bay - Wellfleet, MA
10 3 reviews

Cockle Cottage On Wellfleet Bay

cabin, Wellfleet
Steps To Private Association Beaches! - Wellfleet, MA
9.7 25 reviews

Steps To Private Association Beaches!

apartment, Eastham
Breathtaking Sunset Views Over Marsh! - Wellfleet, MA
9.6 4 reviews

Breathtaking Sunset Views Over Marsh!

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.

Cute Cottage Near Bay And Ocean Beaches(2436) - Wellfleet, MA
10 4 reviews

Cute Cottage Near Bay And Ocean Beaches(2436)

cottage, 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.

Eastham Getaway - Wellfleet, MA
No reviews

Eastham Getaway

house, Eastham
©2026 cozycozy.com