Discover a selection of 2,500 vacation rentals in Wellfleet, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including air conditioning and WiFi. Prices start at $136 per night, and houses and cottages are popular options for a stay in Wellfleet. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Wellfleet
Destination guide

Make yourself at home in Wellfleet

From cozy beachfront cottages to luxury condos with panoramic bay-view balconies, Wellfleet vacation rentals are perfect home bases from which to explore one of the most desirable locations in Massachusetts. There are plenty of good reasons to visit this strip of prime Atlantic coastline on fashionable Cape Cod—especially if you’re an oyster fan. The annual Wellfleet OysterFest in October is one of the highlights of the town’s social calendar, as well as a joyful celebration of its world-famous export. Wildlife enthusiasts are also rewarded with the opportunity to explore the protected habitats of Cape Cod National Seashore.

Things to do

Discover Wellfleet through the centuries

The Wellfleet Historical Museum is the headquarters of the dynamic Historical Society. This fascinating collection encompasses artifacts and memorabilia from over 350 years, tracing a link from the town’s simple origins as a whaling community, through the fishing and shipping industries that transformed its fortunes during the 18th century, to the early days of tourism and its rapid growth throughout the 20th century. The museum is open from June to mid-October, Tuesday through Saturday, and admission is free—hours of operation vary, so check before you set out. It’s an easy stroll from downtown Wellfleet vacation rentals.


Wellfleet—a cultural showcase

Thanks to its unique location sandwiched between the ocean and the bay, Wellfleet is bursting with tempting beaches. But there’s a lot more to discover in this lively community. The Wellfleet Historical Society organizes walking tours, talks, and special family events throughout the year, designed to introduce visitors young and old to its rich heritage. The town is also known for its flourishing cultural scene, with many galleries showcasing the work of local artists. Plays and live opera transmissions are on offer at the Wellfleet Harbor Actors Theatre, while the program of Wellfleet Preservation Hall includes movie screenings, concerts, and contemporary dance.


Turning up the heat in Wellfleet

The temperate climate of Cape Cod is one of the reasons for the enduring popularity of its summer resorts. City-dwellers look forward to escaping the humidity and breathing in the fresh air, while long, sunny days and cool evenings are perfectly suited to chilled-out weekend breaks. Demand for Wellfleet vacation rentals on the beach remains constant through early fall, as the cape’s famous Indian summers extend the bathing season well into October. The warm Atlantic waters keep winters mild and encourage the growth of colorful magnolias and camellias that are more common in subtropical climes.

Natural features

Protecting Wellfleet’s wildlife from east to west

Cape Cod National Seashore was created by President John F. Kennedy in 1961 to conserve the unique environment of the cape’s eastern Atlantic coast. As well as offering protection to indigenous wildlife, the site includes historic landmarks such as the Marconi Station, where the first 2-way transatlantic radio transmission took place. Over on the western shore, Wellfleet Bay Wildlife Sanctuary encompasses an area of pine woodlands, sandy barrier beaches, and salt marshes that brings a rich diversity of native birds and marine creatures to the doorstep of downtown Wellfleet vacation rentals.

How to get there

Transportation options to and around Wellfleet

The nearest airport is in Provincetown, MA (PVC-Provincetown Municipal), located 13.9 mi (22.3 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Hyannis, MA (HYA-Barnstable Municipal), which is 22.5 mi (36.2 km) away.

What are the top vacation rentals in or near Wellfleet?

Whether you want a cozy escape for you and your honey or a sprawling house to fit family and friends, you'll find some top vacation rentals in and around Wellfleet. Here are a couple to start you off:

  • Take advantage of handy extras like an oven and lowered locks at Panoramic Views Of Snug Harbor In Beautiful West Falmouth. Situated around 40 miles from Wellfleet, this quality property has 6 bedrooms and is a hit with guests.
  • Another appealing choice is Chatham Seaside Cottage - Oceanfront Beach Cottage, which is around 18 miles from Wellfleet. With 2 bedrooms, cable/satellite TV services and a phone, it has everything you need to keep you comfortable and content.

For even more great options, use the search bar at the top of the page to find the perfect Wellfleet vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Wellfleet?

Clock off on Friday afternoon and then forget all your worries. If you're after some fun and relaxation, these properties in and near Wellfleet promise an amazing weekend getaway:

  • Close - To - All, Yet Quiet And Relaxing Cape Cod Getaway is an outstanding option around 20 miles southwest of central Wellfleet. You'll never have to wander far to find a memorable experience around this property. Get out and explore Lecount Hollow Beach and South Beach. Activities like shopping and a kitchen will add a nice finishing touch to your quick break.
  • Alternatively, enjoy a short and sweet break at Convenient To All Amenities And Beaches In Chatham. Stay in with your feet up, or get active and try an iron and ironing board and shopping. When you're ready to explore some nearby attractions, plan a visit to Cape Cod Lavender Farm and Sea Street Beach. This great vacation rental is around 16 miles south of Wellfleet.

What are the best romantic weekend getaways in or near Wellfleet?

Whether spent in a luxury condo or a rustic cabin, a romantic weekend getaway is a fantastic way to say "I love you." Whisk your other half away for a couple of leisurely days at one of these popular escapes in or near Wellfleet:

  • Sneak off on Friday for a few passion-filled evenings at Chatham Seaside Cottage - Oceanfront Beach Cottage. Roughly 18 miles from Wellfleet, it comes with plenty of nice touches, including an ocean view and shopping.
  • Otherwise, spend your escape drinking wine and canoodling at Picturesque Pond Front Property, around 25 miles from Wellfleet. A water view and a fireplace will help set the mood.

What's the best place to stay if you're looking to rent a house for a weekend in or near Wellfleet?

If spending your days by the sea sounds like your idea of the ideal weekend escape, look for a vacation home in West Dennis. It's around 20 miles south of Wellfleet and where you'll find West Dennis Beach.

What are the best large group vacation rentals in or near Wellfleet?

Big groups mean gigantic fun. They also mean finding a place that'll easily fit your whole gang. Check out our large group vacation rentals in or around Wellfleet and get your favorite people together under the one roof:

  • A host of amenities including outdoor furniture and tennis make Awesome Ocean Views From 4 Floors 4 Suites Plus 5 Min Walk To Beach Seat 14 a group favorite. This generous getaway has 4 bedrooms and accommodates up to 17 guests. From central Wellfleet, it's around 25 miles away to the west.
  • Ideal Family Escape At Sunken Meadow Beach - Bay Views is another impressive option. It's around 4 miles to the south of Wellfleet, has 4 bedrooms and sleeps as many as 12 guests. Nearby birdwatching activities and a nearby bay are just a couple of things that'll help make your group getaway even more comfortable.

What are the best houses for rent with a pool in or near Wellfleet?

Nothing says fun and frivolity like a pool. Blow up your inflatable doughnut and browse these rental houses in or near Wellfleet that feature this must-have amenity:

  • Pack your swim gear and book a few days or more at Pet Friendly, Perfect Price, House And Spot. There are also lots of other great amenities here, including cable/satellite TV services and nearby whale-watching activities.
  • Spend leisurely days splashing about or just kicking back beside the water at Mcm House By Fisher Beach Truro. This property is another sought-after option and offers outdoor furniture, a blender and more.

Not sure what the weather's like in Wellfleet? It has a humid subtropical climate, with average summertime temperatures ranging from 65 ºF to 70 ºF. If you're seeking a little more inspiration on where to stay in this impressive destination, use the search bar at the top of the page and adjust the filters to look through our entire selection of Wellfleet vacation rentals.

What are the best large family vacation rentals in or near Wellfleet?

Whether your perfect escape is high in the mountains or down by the sea, you'll have so much more fun if you share it with people you love. Stay in one of these large family vacation rentals in or near Wellfleet and bring along the whole crew:

  • Sleeping as many as 7 guests in 3 bedrooms, Picturesque Pond Front Property is the perfect place for some family time. This top-rated getaway is 25 miles to the southwest of Wellfleet and has creature comforts that include nearby birdwatching activities and a nearby bay.
  • Awesome Ocean Views From 4 Floors 4 Suites Plus 5 Min Walk To Beach Seat 14 also offers the space you need to connect with loved ones. This option is around 25 miles to the west of central Wellfleet and accommodates as many as 17 guests in its 4 bedrooms. A kitchen and a stereo will help keep everyone comfortable and happy.

If you're in the mood to sightsee, there are plenty of family-friendly attractions nearby to put on your wish list. New England Aquarium, Newbury Street and CoCo Key Water Resort - Boston are excellent places to start.

Can I find family cabin rentals in or near Wellfleet?

Escape the hustle and bustle and treat the ones you love to a different sort of vacation. Stay in one of these family cabins in or near Wellfleet and get the camping experience — but with all the creature comforts you're used to!

  • Waterfront Cabin On Long Pond - This popular place offers a nearby laundromat and a theme park and is about 30 miles west of the center of Wellfleet.
  • Cabin - Waterfront, Amazing Sunsets, Dock - This cabin is another top pick with families and is around 19 miles south of Wellfleet. Offering a garden, a beach and more, it'll get everyone's tick of approval.

For more options, use the search bar at the top of the page and adjust the filters to find the Wellfleet vacation rental that's perfect for your needs.

Are there one-bedroom vacation rentals in or near Wellfleet?

Absolutely. You'll find a wide variety of one-bedroom vacation rentals in or near Wellfleet. If space is not a priority, one of these popular properties might suit you perfectly:

  • Great things come in little packages, and Contemporary Wellfleet Studio Apartment Close To Ponds is no exception. This one-bedroom vacation rental can be found in a handy central location and offers guests amenities like nearby birdwatching activities and free toiletries.
  • Or maybe 1 Bedroom Apartment Near National Seashore is more your style. Another centrally located one-bedroom option, this place comes with beach towels, a fridge and much more.

Can I find two-bedroom vacation rentals in or near Wellfleet?

At Vrbo, we've got great getaways in or near Wellfleet to suit just about everyone. Here are some popular two-bedroom options to consider:

  • 2bd Cottage - - A/c, Enclosed Outdoor Shower is a fabulous choice for families or smaller groups. In addition to two bedrooms, this delightful stay offers amenities like nearby whale-watching activities and coffee and tea making facilities.
  • Charming Wellfleet 2 - Bedroom Townhouse On 3 Floors With Water View is another terrific two-bedroom property in the Wellfleet area. It comes packed with convenient amenities like outdoor furniture and a kitchen.