Places to stay in Wellfleet, MA

581 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Wellfleet, MA place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

581 Best places to stay in Wellfleet, MA

Best Wellfleet, MA lodgings with a pool

Among the 581 accommodations in Wellfleet, MA, here are the 4 best ones with a pool

Oakwood Trail Cottage - Wellfleet, MA
Wellfleet, MA
08/08 – 15/08
SG$1069/nighttotal: SG$7483 (7 )

Oakwood Trail Cottage

1 2
house , Eastham
Accommodation. Your accommodation will be based in Eastham.
Facilities and services include a kitchen, a dish washer and air conditioning.
Cape Home W/oceanview, Roof Deck Pool & Hot Tub - Wellfleet, MA
9.6 5 reviews
Wellfleet, MA
05/09 – 12/09
SG$2885/nighttotal: SG$20195 (7 )

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

5 3
apartment , Wellfleet
This Wellfleet holiday flat is located minutes from the Cape Cod National Seashore, providing convenient access to beaches, hiking trails, and seaside villages.
This five-bedroom, six-bathroom property accommodates ten guests and features a private outdoor swimming pool, a 93 square meter rooftop deck for stargazing, and is ideal for outdoor pursuits like hiking and biking.
The Mansion At Ocean Edge Resort & Golf Club - Wellfleet, MA
8.3 2671 reviews
Wellfleet, MA
22/07 – 24/07
SG$728/nighttotal: SG$1456 (2 )

The Mansion At Ocean Edge Resort & Golf Club

1 1
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. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Modern Truro Retreat With Heated Pool & Bay Views - Wellfleet, MA
Wellfleet, MA
31/07 – 04/08
SG$1174/nighttotal: SG$4696 (4 )

Modern Truro Retreat With Heated Pool & Bay Views

1 2
house , Truro
This modern architect-designed retreat is located in Truro, Massachusetts, offering exclusive use of a guest house, pool, and outdoor spaces with bay views, situated just a 3-minute drive from Ryder & Fisher Beaches and a 5-minute drive from Truro Centre.
This secluded 1.5-acre property boasts a heated in-ground swimming pool, a private balcony with elevated bay and sunset views, a well-equipped kitchenette, and is designed for four guests, providing a peaceful garden setting ideal for relaxation and light meals.

Best family friendly Wellfleet, MA lodging

Among the 581 accommodations in Wellfleet, MA, here are the 4 best for families

Charming Cape Cod Cottage On Depot Pond & Bike Trail With Pond Access - Wellfleet, MA
9.4 47 reviews
Wellfleet, MA
05/09 – 12/09
SG$528/nighttotal: SG$3696 (7 )

Charming Cape Cod Cottage On Depot Pond & Bike Trail With Pond Access

2 3
cottage , Eastham
This family-friendly cottage is located just 1.6 kilometres from the Eastham Windmill and the entrance to Cape Cod National Seashore, offering easy access to these popular attractions. It has received excellent reviews from previous guests.
The cottage has two bedrooms, one bathroom, and a floor area of 70 square metres, accommodating up to four guests. It includes a fully equipped kitchen, a garden, a terrace, free Wi-Fi, and a DVD player, providing everything you need for a comfortable and enjoyable stay.
Wellfleet Getaway, Walk To Lt Island, Deck & Yard - Wellfleet, MA
9.8 35 reviews
Wellfleet, MA
05/09 – 12/09
SG$800/nighttotal: SG$5600 (7 )

Wellfleet Getaway, Walk To Lt Island, Deck & Yard

1 3
apartment , Wellfleet
This Wellfleet island property is conveniently located near Lieutenant Island, offering easy access to nearby uncrowded beaches and a cycle path.
The recently remodelled four-bedroom, two-bathroom house, sleeping eight, boasts a modern minimalist design, a large deck with BBQ, a fully equipped kitchen, and a new 2024 lower-level suite with a walk-in shower; whole-house air conditioning is also included.
Eastham Cottage Near National Seashore Beaches! - Wellfleet, MA
9.9 37 reviews
Wellfleet, MA
05/09 – 12/09
SG$599/nighttotal: SG$4193 (7 )

Eastham Cottage Near National Seashore Beaches!

1 3
apartment , Eastham
This charming cottage is situated on a peaceful street in Eastham, just 5 kilometres from Nauset Light Beach and Campground Beach, offering a tranquil escape from the bustling town centre. The property has consistently received excellent user ratings for its cleanliness, location, and overall experience.
The cottage offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Guests can enjoy a fully equipped kitchen, a private garden with a patio and outdoor shower, and a separate lock-off above the garage for additional privacy.
Cape Cod Pond Cottage - Wellfleet, MA
9.0 34 reviews
Wellfleet, MA
05/09 – 12/09
SG$315/nighttotal: SG$2205 (7 )

Cape Cod Pond Cottage

3 3
cottage , Eastham
This Eastham beachfront holiday home is situated less than 1.6km from Eastham Windmill and Cape Cod National Seashore, and approximately 2.3km from other Cape Cod beaches.
Sleeping six guests across three bedrooms and one bathroom, this self-catering property boasts free Wi-Fi, a private patio, a garden, parking, and access to an onsite playground and charcoal grills.

Frequently asked questions about accommodations in Wellfleet, MA

  • What are the must-see sites in or near Wellfleet, MA?

    Wellfleet is brimming with natural beauty! The iconic Cape Cod National Seashore is a must-visit, with its dramatic cliffs, pristine beaches, and scenic walking trails. You can't miss the Wellfleet Harbor, especially at sunset. For a taste of local history, head to the Wellfleet Historical Society Museum.
  • What are the best accommodations in Wellfleet, MA?

    Among the accommodations in Wellfleet, MA, Wellfleet Motel & Lodge, The Even'tide and “Beach Plum Apartment” W/ Sunny Deck In Wellfleet are the most popular ones.

  • How can travelers reach Wellfleet, MA?

    The easiest way to get to Wellfleet is by car, as it's about a 2-hour drive from Boston. You can also take a bus from Boston to Provincetown and then hop on a local shuttle to Wellfleet. If you're flying, the closest airport is in Hyannis, about an hour's drive away.
  • What are the best accommodations with a pool in Wellfleet, MA?

    Wellfleet Motel & Lodge, The Even'tide and Endless Coast - A Boutique Hotel are the best accommodations with a pool in Wellfleet, MA.

  • What outdoor activities can visitors enjoy in and around Wellfleet, MA?

    Wellfleet is a paradise for outdoor enthusiasts! You can swim, sunbathe, or surf at one of the many beaches like Marconi Beach or Newcomb Hollow Beach. Head to the Cape Cod National Seashore for hiking or biking on the scenic trails. And for a unique experience, try kayaking or stand-up paddleboarding in the calm waters of Wellfleet Harbor.
  • What are the best accommodations with a jacuzzi in Wellfleet, MA?

    The best accommodations with a jacuzzi in Wellfleet, MA are Wellfleet Motel & Lodge, Endless Coast - A Boutique Hotel and Southfleet Motor Inn.

  • When is the ideal time to plan a trip to Wellfleet, MA?

    Summer is peak season in Wellfleet, with warm weather and plenty of sunshine. If you prefer a quieter experience, consider visiting in the shoulder seasons of spring or autumn, when the crowds are smaller, and the weather is still pleasant. Just be aware that some businesses may have limited hours outside of peak season.
  • What are the best accommodations for families and kids in Wellfleet, MA?

    The best accommodations for families and kids in Wellfleet, MA are Wellfleet Motel & Lodge, The Even'tide and Endless Coast - A Boutique Hotel.

  • What are the best walking or cycling routes in Wellfleet, MA?

    The paved bike path along the Cape Cod Rail Trail is a popular choice for a leisurely cycle. For a scenic walk, try the Great Island Trail, which leads you through coastal dunes and salt marshes. Or explore the beautiful Atlantic White Cedar Swamp, a unique and tranquil spot.
  • What are the best pet friendly accommodations in Wellfleet, MA?

  • What nearby towns or cities can be explored from Wellfleet, MA?

    Just a short drive away, you can explore the vibrant town of Provincetown, known for its art scene and lively atmosphere. Or head to the charming village of Truro, with its stunning beaches and historic lighthouses. For a taste of Cape Cod history, visit the town of Eastham, home to the Nauset Light.
  • What are the best accommodations with parking in Wellfleet, MA?

    Wellfleet Motel & Lodge, The Even'tide and “Beach Plum Apartment” W/ Sunny Deck In Wellfleet are the best accommodations with parking in Wellfleet, MA.

  • What amenities can travelers expect from accommodations in Wellfleet, MA?

    Wellfleet offers a range of accommodations, from cosy bed and breakfasts to comfortable hotels and vacation rentals. Many options offer amenities like Wi-Fi, parking, and outdoor spaces like patios or gardens. Some even have swimming pools or hot tubs.

Destinations nearby

Best Wellfleet, MA accommodations with a balcony

Charming Cottage Close To The Beach - Wellfleet, MA
Wellfleet, MA
31/07 – 04/08
SG$606/nighttotal: SG$2424 (4 )

Charming Cottage Close To The Beach

1 2
house , Truro
This cottage is located in Truro, 2 kilometres from Corn Hill Beach and 4 kilometres from the Truro Historical Museum.
This property offers 86 square metres of living space with one bedroom and one bathroom, accommodating up to three guests with a private balcony, WiFi, and private parking.
Cozy Coastal Condo Steps From The Beach With Private Deck & Two Parking Spots - Wellfleet, MA
Wellfleet, MA
06/08 – 10/08
SG$866/nighttotal: SG$3464 (4 )

Cozy Coastal Condo Steps From The Beach With Private Deck & Two Parking Spots

1 3
apartment , Truro
This North Truro flat is situated directly opposite a private association beach offering bay views towards Provincetown and is located less than 1 kilometre from Provincetown and 3 kilometres from downtown Truro.
This 34 square metre one-bedroom flat accommodates up to four guests and features a renovated kitchen with granite countertops and a full-size stove, air conditioning, a private deck, and includes beach chairs and an umbrella.
Tall Pines | House In Wellfleet - Wellfleet, MA
Wellfleet, MA
22/07 – 24/07
SG$1159/nighttotal: SG$2318 (2 )

Tall Pines | House In Wellfleet

3 1
apartment , Wellfleet
This Bohemian retreat is located in the pines of Wellfleet, adjacent to the historic Chequessett Burial Ground and First Meeting House (1723), and is a short 500-meter walk from Mayo Beach.
This 258 square meter flat, accommodating up to six guests, features three bedrooms and three bathrooms, a well-equipped kitchen, air conditioning, a terrace, and a separate ground-level living area, with the nearby Baker Field Recreation Area offering a playground and picnic facilities.
Charming Cottage Close To The Beach - Wellfleet, MA
Wellfleet, MA
31/07 – 04/08
SG$580/nighttotal: SG$2320 (4 )

Charming Cottage Close To The Beach

1 2
cabin , Truro
This holiday cottage in Truro offers a convenient base, located a short distance from the beach and within easy reach of Commercial Street and the Cape Cod National Seashore.
The 86 square meter property sleeps two, featuring a queen-sized bed, an equipped kitchen, a living area with Wi-Fi and TV, and nearby opportunities for fishing and cycling.

Best Wellfleet, MA accommodations with a kitchen

Steps To Private Bay Beach 0.2 Mi. Central Ac. - Wellfleet, MA
Wellfleet, MA
24/07 – 25/07
SG$881/nightfor 1 night

Steps To Private Bay Beach 0.2 Mi. Central Ac.

1 2
apartment , Eastham
This Eastham holiday let offers direct access to a private bayside beach overlook via a walking path and is less than 1.6 kilometres from Campground Beach and Cooks Brook Beach, with World Famous Coast Guard Beach, Nauset Lighthouse and the National Seashore a 10-minute drive away.
This 4-bedroom, 2-bathroom beach cottage accommodates up to 6 guests and features central air conditioning, a kitchen, and internet, situated on a quiet, sandy dead-end road for a peaceful stay.
Wellfleet Getaway - Wellfleet, MA
9.7 90 reviews
Wellfleet, MA
08/08 – 15/08
SG$450/nighttotal: SG$3150 (7 )

Wellfleet Getaway

2 2
apartment , Wellfleet
This Wellfleet holiday home is minutes from Wellfleet town centre, the Cape Cod Rail Trail, and excellent beaches.
The two-bedroom, one-bathroom property sleeps four, offering a private deck with furniture, outdoor shower, and gas grill, plus access to a pond and boardwalk within a condominium complex; amenities include air conditioning, heating, Wi-Fi, and a HEPA air filter.
3b The Green Frog - Wellfleet, MA
9.8 24 reviews
Wellfleet, MA
14/07 – 17/07
SG$592/nighttotal: SG$1776 (3 )

3b The Green Frog

1 2
apartment , Wellfleet
This Wellfleet studio apartment is situated in the historic district, conveniently located between the town pier and Mac's Shack.
The self-catering unit, sleeping up to four guests, boasts a fully equipped kitchen, air conditioning, and stunning Duck Creek views from its high-ceilinged space; original artwork by Janet Doub Erickson adds to its unique character.
Recharge By The Ocean In Total Tranquility In North Truro, Massachusetts - Wellfleet, MA
Wellfleet, MA
22/07 – 24/07
SG$1034/nighttotal: SG$2068 (2 )

Recharge By The Ocean In Total Tranquility In North Truro, Massachusetts

1 1
house , Truro
This North Truro holiday cottage is located directly on Beach Point, providing immediate ocean access and a peaceful setting, with Commercial Street 6.1 kilometres away and Race Point Lighthouse 8 kilometres distant.
This holiday home offers 1 bedroom, 1 bathroom, and accommodates up to 2 guests, featuring a kitchen equipped with a fridge and microwave, and providing towels and bed linen for a convenient stay.
©2026 cozycozy.com