Places to stay in Wellfleet, MA

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Wellfleet, MA place to stay
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804 Best places to stay in Wellfleet, MA

Best Wellfleet, MA lodgings with a pool

Among the 804 accommodations in Wellfleet, MA, here are the 4 best ones with a pool

Beautiful Spacious Family Retreat W/ Pool! - Wellfleet, MA
9.7 39 reviews

Beautiful Spacious Family Retreat W/ Pool!

apartment, Eastham
This property is located just 1.1 kilometres from Cape Cod Beaches and within 5 kilometres of several local attractions, including the Edward Penniman House and Barn, Eastham Windmill, First Encounter Beach, and the Church of the Transfiguration Orleans. It boasts excellent user, location, and cleanliness ratings.
This 4-bedroom holiday home can accommodate up to 8 guests and spans 288 square metres. It features a private pool, a terrace, a garden, a fully equipped kitchen, a washing machine, and parking.
Private Pool 3 Mins To Skaket Beach! - Wellfleet, MA
9.5 53 reviews

Private Pool 3 Mins To Skaket Beach!

apartment, Orleans
This holiday home is situated in Orleans, just 2 kilometres from Cape Cod Beaches, Skaket Beach, and the Church of the Transfiguration. The property enjoys excellent user, location, and cleanliness ratings. This spacious 307 square metre property has four bedrooms and can accommodate up to 10 guests. The house offers a private pool, a garden, a barbecue grill, and a balcony for outdoor enjoyment, as well as modern amenities including a washing machine, a dishwasher, and a microwave.
Briar Springs Pool/spa Getaway - Wellfleet, MA
No reviews

Briar Springs Pool/spa Getaway

apartment, Orleans
This East Orleans holiday flat offers convenient access to Nauset Beach, a mere 4-minute drive away.
This spacious residence accommodates up to 10 guests, boasting 4 bedrooms and 4 bathrooms, with amenities including air conditioning, a fully equipped kitchen, and a brand-new heated saltwater pool and hot tub available from 2025, alongside a dedicated children's basement hangout and a garage ping pong table.
Pochet Point Estate 056-o: Pochet Estate With Nauset Beach Access, Pool & Panoramic Views - Wellfleet, MA
10 1 review

Pochet Point Estate 056-o: Pochet Estate With Nauset Beach Access, Pool & Panoramic Views

apartment, Orleans
This spacious 441 m² holiday home in East Orleans offers prime access to water activities, being a mere 6-minute walk to Pochet Island and an 11-kilometre drive from Cape Cod Beaches.
This substantial residence accommodates up to 16 guests, featuring seven bedrooms and seven bathrooms, along with a heated swimming pool, hot tub, and on-site covered parking.

Best family friendly Wellfleet, MA lodging

Among the 804 accommodations in Wellfleet, MA, here are the 4 best for families

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 apartment is situated in a peaceful wooded neighbourhood, just 0.16 kilometres from Great Pond and 3.2 kilometres from Coast Guard Beach. It has received excellent user ratings and is ideal for families or groups of friends.
This four-bedroom, three-bathroom property spans 288 square metres and comfortably accommodates eight guests. It offers a range of amenities including a private heated pool, a fully equipped kitchen, a spacious outdoor area with a pizza oven, and a basement with entertainment options for all ages.
A Reverie By The Sea - Wellfleet, MA
10 66 reviews

A Reverie By The Sea

apartment, Wellfleet
This luxury studio suite in Wellfleet is a short 1.6km walk from the town centre and a 8-16km drive from local beaches, with Provincetown approximately 32km away.
The self-catering property offers a king-size bed, sleeps three, boasts a fully equipped kitchen including a dishwasher and convection oven, a private outdoor shower, gas grill, Xfinity Gigabit internet and a Level 2 EV charger (adapter needed for Tesla).
Charming 4-bedroom Getaway A 10 Min Walk To Beach - Wellfleet, MA
9.5 51 reviews

Charming 4-bedroom Getaway A 10 Min Walk To Beach

apartment, Eastham
This family-friendly holiday home is located in Eastham, just 1.5km from Cape Cod Beaches and Campground Beach, with Arnold's Mini Golf and Thumpertown Beach also within 2km. It has excellent user, location and cleanliness ratings.
The property offers 141 square metres of space and can comfortably accommodate up to 8 guests. This well-equipped house has a fully fitted kitchen, a jacuzzi, a terrace, a garden, a spa, parking and air conditioning, plus free Wi-Fi and a barbecue for outdoor entertaining.
Waterfront Cottage - Fantastic Unobstructed Views!! - Wellfleet, MA
9.8 87 reviews

Waterfront Cottage - Fantastic Unobstructed Views!!

apartment, Wellfleet
This charming cottage is situated in Wellfleet, just a short walk from the town centre and a 3km stroll along the beach over Uncle Tim's Bridge. The property is highly rated by guests, receiving excellent feedback for its location and amenities.
The cottage offers three bedrooms and two bathrooms across 102 square metres, comfortably accommodating up to six guests. It features a well-equipped kitchen, a private terrace with stunning harbour views, and access to a garden, making it a perfect base for exploring the area.

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.

Popular destinations

Best Wellfleet, MA accommodations with a balcony

1 Min Drive To Rock Harbor, 2 Min To Town! - Wellfleet, MA
9.8 116 reviews

1 Min Drive To Rock Harbor, 2 Min To Town!

apartment, Orleans
This charming house is situated in Orleans, just a short walk from the Church of the Transfiguration and Rock Harbor Beach, offering a peaceful seaside retreat. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
This comfortable property provides two bedrooms and one bathroom, accommodating up to five guests within its 108 square metres of space. The house is equipped with a fully equipped kitchen, a garden, barbecue facilities, and modern amenities like air conditioning, internet access, and parking, ensuring a comfortable and enjoyable stay.
Views Of Bay Access To Private Beach! - Wellfleet, MA
9.6 97 reviews

Views Of Bay Access To Private Beach!

apartment, Truro
This Truro seaside property is less than 2km from Cape Cod Beaches and Cape Cod National Seashore, and within 3km of the Head of the Meadow Trail and Highland Golf Links.
This 71 square metre house boasts two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, terrace, garden, parking, and excellent guest ratings; barbecue facilities are also available for outdoor dining.
Walk To Lecount Hollow Beach, Dog Friendly! - Wellfleet, MA
9.0 6 reviews

Walk To Lecount Hollow Beach, Dog Friendly!

apartment, Wellfleet
This South Wellfleet holiday home, situated 0.16km from Lecount Hollow Beach and 1.6km from the Cape Cod Rail Trail, offers easy access to Wellfleet's Main Street and the Cape Cod National Seashore.
This five-bedroom property boasts 193 square metres of living space, sleeping up to ten guests, and features two decks with ocean views, a garden, parking, and modern amenities including Wi-Fi, a dishwasher, and an outdoor shower.
Quiet Home With Sunroom, Deck, W/d, Ac, & Quick Access To Beach - Wellfleet, MA
9.8 6 reviews

Quiet Home With Sunroom, Deck, W/d, Ac, & Quick Access To Beach

apartment, Wellfleet
This Wellfleet detached house is situated on a private road, offering a peaceful retreat just 1.5 kilometres from Wellfleet Town Centre and Pier, and within easy reach of Cape Cod National Seashore and Cape Cod Bay beaches.
This 125 square metre property accommodates up to six guests with three bedrooms and two bathrooms, featuring an open-plan living area, a kitchen equipped with a fridge, microwave, and dishwasher, and an outdoor deck with a separate enclosed shower, all within walking distance of the local bike trail and MA Audubon Wildlife Sanctuary.

Best Wellfleet, MA accommodations with a kitchen

Island Pines~walk To Beaches/boutique Oasis - Wellfleet, MA
10 44 reviews

Island Pines~walk To Beaches/boutique Oasis

apartment, Wellfleet
Lieutenant Island, Wellfleet, Cape Cod offers a luxurious three-bedroom log cabin, a short walk (0.6km) from Hidden Beach and 1.9km from Island Beach, near the Wellfleet Bay Wildlife Sanctuary.
This dog-friendly property sleeps eight, boasts a gourmet kitchen with Italian induction oven and Carrara marble countertops, and includes amenities such as air conditioning, a garden, parking, and Wi-Fi, plus added extras like farm-fresh eggs and early/late check-out.
Cove Road House - Wellfleet, MA
9.8 115 reviews

Cove Road House

apartment, Wellfleet
This three-bedroom Cape Cod-style house in Wellfleet offers a secluded hilltop location, a short drive (approximately 1-3 km) from the town centre, beaches, and ponds.
Sleeping up to six guests, the property features a fully equipped kitchen, summer air conditioning in each bedroom, Wi-Fi, and a rustic outdoor shower and soaking tub; no television is provided.
Eclectic Wellfleet Style Home Near Lt Island - Wellfleet, MA
No reviews

Eclectic Wellfleet Style Home Near Lt Island

house, Wellfleet
This Wellfleet property is situated near Lieutenant Island, approximately 2.25km from Marconi Beach, Maguires Landing Beach, and the Cape Cod National Seashore.
This three-bedroom, two-bathroom house offers 171 square metres of floor space, sleeping up to 11 guests and boasting a fully equipped kitchen, air conditioning, Wi-Fi, and private parking; nearby beaches and the National Seashore provide ample opportunities for outdoor activities.
Views Of The Bay Access To Private Beach! - Wellfleet, MA
9.4 82 reviews

Views Of The Bay Access To Private Beach!

apartment, Truro
This Truro seaside property is less than 2km from Cape Cod Beaches and Cape Cod National Seashore, and within 3km of Highland Golf Links and the Head of the Meadow Trail.
This 71 square metre house sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen, and amenities including air conditioning, a terrace, garden, parking, and Wi-Fi.
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