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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

Book Eastham, Plenty Of Room For Entire Family! - Wellfleet, MA
9.6 11 reviews
Wellfleet, MA
07/31 – 08/04
$943/nighttotal: $3772 (4 )

Book Eastham, Plenty Of Room For Entire Family!

3 2
apartment , Eastham
This three-bedroom house in Eastham is located about one mile from Nauset Light Beach and near bayside beaches with tide pools, offering a private and quiet residential setting.
This 1800-square-foot rental accommodates up to six guests with a fully equipped kitchen, separate entertainment area, outdoor shower, and parking for four cars, all within a peaceful neighborhood.
Charming Retreat Near The Ocean With W/d, Games, & Trails - Wellfleet, MA
10 4 reviews
Wellfleet, MA
08/08 – 08/15
$1623/nighttotal: $11361 (7 )

Charming Retreat Near The Ocean With W/d, Games, & Trails

5 2
apartment , Eastham
This Eastham vacation home is located adjacent to the Cape Cod National Seashore, a short walk from the beach and the Cape Cod Rail Trail.
This spacious 2050 sq ft residence accommodates up to 10 guests with 5 bedrooms and 4 bathrooms, offering a screened porch, outdoor games, a grill, and in-room air conditioning or ceiling fans.
Beach & Town Walkable:family Friendly Cape Getaway - Wellfleet, MA
9.6 17 reviews
Wellfleet, MA
08/08 – 08/15
$1396/nighttotal: $9772 (7 )

Beach & Town Walkable:family Friendly Cape Getaway

4 2
apartment , Eastham
This Eastham vacation home is located within 1-2 miles of Campground Beach and Thumpertown Beach on Cape Cod.
This four-bedroom, four-bathroom house sleeps eight guests and features a fully equipped kitchen, free Wi-Fi, a private balcony, and outdoor amenities including a garden and grills; limited housekeeping is available.
Gorgeous Woodland Home With Deck & Firepit - Walk To Ocean Bluffs & Rail Trail - Wellfleet, MA
Wellfleet, MA
08/01 – 08/05
$738/nighttotal: $2952 (4 )

Gorgeous Woodland Home With Deck & Firepit - Walk To Ocean Bluffs & Rail Trail

3 2
apartment , Eastham
This Eastham residence offers a woodland escape, situated less than 1 mile from ocean bluffs and just over 1 mile from Nauset Light Beach, with the Cape Cod Rail Trail a half-mile walk away.
This 3-bedroom, 3-bathroom house spans 2350 square feet and accommodates up to 4 guests, featuring a fenced yard with a deck and patio, central air conditioning, and a kitchen equipped with a fridge, microwave, and dishwasher.

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.

Beautiful Home On Bike Path | 2 Mi To Nauset Light - Wellfleet, MA
Wellfleet, MA
08/08 – 08/15
$677/nighttotal: $4739 (7 )

Beautiful Home On Bike Path | 2 Mi To Nauset Light

3 2
apartment , Eastham
This Eastham rental, a recently renovated 3-bedroom, 2-bath Cape Cod home, offers direct access to the Cape Cod Rail Trail and is a 5-minute drive to Nauset Light Beach and a 9-minute drive to First Encounter Beach.
This home comfortably sleeps 6 guests and features air conditioning, a full kitchen with a dishwasher and microwave, a deck with dining, a backyard fire pit, an outdoor shower, and abundant beach gear.
Walk To Ocean Beach, Nat`l Seashore, Wifi, Bike Rail Trail - Wellfleet, MA
10 68 reviews
Wellfleet, MA
07/31 – 08/04
$1237/nighttotal: $4948 (4 )

Walk To Ocean Beach, Nat`l Seashore, Wifi, Bike Rail Trail

2 2
cottage , Wellfleet
This Wellfleet vacation home is located a short walk from the Cape Cod National Seashore and Cape Cod beaches, and within a mile of Marconi Beach and the Wellfleet Historical Society Museum.
This 500-square-foot house features three bedrooms, one bathroom, sleeps four, and includes a full kitchen, Wi-Fi, air conditioning, a terrace, a garden, and on-site parking.
Amazing Water Views W/short Walk To Sandy Beaches. - Wellfleet, MA
10 5 reviews
Wellfleet, MA
08/08 – 08/15
$1068/nighttotal: $7476 (7 )

Amazing Water Views W/short Walk To Sandy Beaches.

3 2
apartment , Wellfleet
This Wellfleet, MA island rental boasts unparalleled views of Wellfleet Harbor and Loagy Bay, situated on six acres abutting conservation land.
The 3-bedroom, 2-bathroom house offers 200+ square feet of sunroom/dining space, sleeps six, includes kayaks and bikes, and features two eat-in kitchens, two outdoor showers, and ample parking.
New 2026 Private 4bd Retreat With Surrounding Wate - Wellfleet, MA
Wellfleet, MA
08/08 – 08/15
$1424/nighttotal: $9968 (7 )

New 2026 Private 4bd Retreat With Surrounding Wate

4 2
apartment , Wellfleet
This four-bedroom house in South Wellfleet offers sweeping marsh and Cape Cod Bay views, located a short drive from Wellfleet center's restaurants and galleries, and approximately 8 minutes to Marconi Beach. This dog-friendly residence accommodates up to 8 guests with a huge wraparound deck, outdoor shower, grill, and a wood-burning 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.

Destinations nearby

Best Wellfleet, MA vacation rentals with parking

Charming Cottage Close To The Beach - Wellfleet, MA
Wellfleet, MA
08/01 – 08/05
$469/nighttotal: $1876 (4 )

Charming Cottage Close To The Beach

1 2
house , Truro
This cottage in Truro is located 1.2 miles from Corn Hill Beach and 2.5 miles from the Truro Historical Museum.
This 930 square foot dwelling offers 1 bedroom, 1 bathroom, and accommodates up to 3 guests with amenities including a kitchen with a microwave and fridge, free Wi-Fi, and private parking.
4 Min Drive To Bayside Beaches - Wellfleet, MA
8.0 1 review
Wellfleet, MA
08/08 – 08/15
$271/nighttotal: $1897 (7 )

4 Min Drive To Bayside Beaches

1 2
house , Eastham
This Eastham vacation home, a short drive from Bayside beaches, Nauset Lighthouse (2.4 miles), and Wellfleet Bay Wildlife Sanctuary (6.4 miles), offers easy access to local attractions. This 180-square-foot cottage features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen with microwave and fridge, air conditioning, free Wi-Fi, and a private garden.
Self-sufficient Cottages At Even'tide Resort - Wellfleet, MA
9.4 593 reviews
Wellfleet, MA
08/08 – 08/15
$344/nighttotal: $2408 (7 )

Self-sufficient Cottages At Even'tide Resort

1 2
resort , Wellfleet
Self-Sufficient Cottages at Even'tide Resort is located in Wellfleet, close to Marconi Beach and Maguires Landing Beach, and within easy reach of Nauset Lighthouse and Wellfleet Bay Wildlife Sanctuary. The resort has earned excellent ratings for its location, cleanliness, and overall user experience.
The resort offers a range of self-catering cottages with modern amenities like air conditioning, flat-screen TVs, and fully equipped kitchens. Guests can enjoy on-site activities like swimming, ping pong, mini golf, and grilling, or relax on the sun terrace.
Cute Cottage Near Bay And Ocean Beaches(2436) - Wellfleet, MA
Wellfleet, MA
08/01 – 08/05
$453/nighttotal: $1812 (4 )

Cute Cottage Near Bay And Ocean Beaches(2436)

2 2
cottage , Wellfleet
This cottage in Wellfleet is situated in a cottage community, just moments from the Cape Cod National Seashore and minutes from Wellfleet Main Street and Harbor, offering easy access to local dining, galleries, and shopping.
This 680 sq ft dwelling accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring central air conditioning, a dishwasher, a full eat-in kitchen, a family room, and a peaceful backyard with an enclosed outdoor shower, plus driveway parking for two cars.

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.

Spacious Home With Private Heated Pool (2389) - Wellfleet, MA
10 1 review
Wellfleet, MA
08/08 – 08/15
$1512/nighttotal: $10584 (7 )

Spacious Home With Private Heated Pool (2389)

3 2
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.
The Bay Cottage On Thumpertown Beach - Wellfleet, MA
9.8 11 reviews
Wellfleet, MA
08/08 – 08/15
$522/nighttotal: $3654 (7 )

The Bay Cottage On Thumpertown Beach

2 2
cottage , Eastham
This Eastham cottage is located a 4-minute walk from Thumpertown Beach and near the Cape Cod Rail Trail.
This 360-square-foot cottage accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, a swimming pool, and a bocce court.
Modern Truro Retreat With Heated Pool & Bay Views - Wellfleet, MA
Wellfleet, MA
07/31 – 08/04
$913/nighttotal: $3652 (4 )

Modern Truro Retreat With Heated Pool & Bay Views

1 2
house , Truro
This modern architect-designed compound in Truro offers exclusive bay access and is a 3-minute drive from Ryder & Fisher Beaches and a 15-minute drive to Provincetown.
This secluded retreat features a heated in-ground swimming pool, a private balcony with bay views, a 1.5-acre garden, and a fully equipped kitchenette, accommodating up to 4 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.

Steps To Cooks Brook Beach! A/c, Heat, Wifi, Outdoor Shower, Gas Grill - Wellfleet, MA
9.8 47 reviews
Wellfleet, MA
08/08 – 08/15
$987/nighttotal: $6909 (7 )

Steps To Cooks Brook Beach! A/c, Heat, Wifi, Outdoor Shower, Gas Grill

3 2
cottage , Eastham
Screened Porch Overlooking Marsh, Spacious Yard, Patio, Fire Pit, And Close To Beach - Wellfleet, MA
Wellfleet, MA
08/01 – 08/05
$1031/nighttotal: $4124 (4 )

Screened Porch Overlooking Marsh, Spacious Yard, Patio, Fire Pit, And Close To Beach

2 2
cottage , Eastham
Charming Waterfront Cape Cottage In Wellfleet Near The Top Beaches And Hot Spots - Wellfleet, MA
9.4 69 reviews
Wellfleet, MA
08/08 – 08/15
$413/nighttotal: $2891 (7 )

Charming Waterfront Cape Cottage In Wellfleet Near The Top Beaches And Hot Spots

2 2
cottage , Wellfleet
Lodge On A Private Beach - Wellfleet, MA
10 2 reviews
Wellfleet, MA
07/31 – 08/04
$754/nighttotal: $3016 (4 )

Lodge On A Private Beach

1 2
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.

Sweet Dreams - Wellfleet, MA
9.5 62 reviews
Wellfleet, MA
08/08 – 08/15
$412/nighttotal: $2884 (7 )

Sweet Dreams

1 2
apartment , Eastham

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.

Seaside Charm! Perfect Getaway - Wellfleet, MA
Wellfleet, MA
08/01 – 08/05
$849/nighttotal: $3396 (4 )

Seaside Charm! Perfect Getaway

1 2
house , Eastham
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