Find Vacation Rentals in Wellfleet

Highlights Wellfleet

  • Beach town
  • Seafood
  • Outdoor activities
  • Art galleries
  • Heritage houses

Best Vacation Rentals in Wellfleet

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 4 Guests in Wellfleet, Cape Cod
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 1
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 2
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 3
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 4
Wellfleet, Cape Cod
Vacation Rental • 344 ft² • 2 Bedrooms
(10 reviews)
Walk to Powers Landing Beach!* * * * See end of this description for information about free included activities, cancellation/refund policy and more! * * * *Walk to Powers Landing Beach from this wonderful Chequessett Village cottage. This cozy cottage (approximately 352 square feet) has an open main living area and two bedrooms. The main living area's vaulted ceiling, exposed beams and skylights create a bright and inviting space. There is a loveseat, a flat screen TV with cable, WiFi, dining table, ceiling fan and ductless split unit air conditioner. The nicely equipped kitchen has an ele...
from $177 / night
Vacation Rental for 4 Guests in Wellfleet, Cape Cod
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 1
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 2
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 3
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 4
Wellfleet, Cape Cod
Vacation Rental • 1399 ft² • 2 Bedrooms
(12 reviews)
'Foote Rest Cottage' - A 10 min walk to miles of ocean beaches/sand dunes, this renovated 1940's Cape, located in the National Seashore sits on a large wooded lot. Large, L-shaped LR/DR area features cathedral ceiling, skylights, knotty pine paneling, ceiling fan, Scandavian wood burning fireplace/stove. Spacious, bright eat-in kitchen w/ table and bar; kitchen and sleeping BR/den open onto sunny deck through sliding glass doors. A second deck overlooks mature forest and a creek flowing through the back of this secluded property. In front, a country road connects to National Seashore Park t...
from $439 / night
Vacation Rental for 4 Guests in Wellfleet, Cape Cod
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 1
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 2
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 3
Vacation Rental for 4 Guests in Wellfleet, Cape Cod, Picture 4
Wellfleet, Cape Cod
Vacation Rental • 990 ft² • 1 Bedroom
(10 reviews)
Adorable cedar shingled post & beam house ready and waiting for you on the Oceanside in Wellfleet, Cape Cod. Over 1,000 square feet of crystal clean space - Sleeps 4, Queen Bed and 2 Twins upstairs. Our Cottage has a full kitchen, bathroom and living room plus a beautiful bonus 3-season room with vaulted ceilings and a queen sofa pull out. This lovely room provides a great respite, enjoy the crosswinds and the view of the magical forest. The house has comfortable beds, fixtures, stocked kitchen and everything you need to relax and have fun.1.9 mile to Cahoon Hollow Beach and 1.5 miles t...
from $406 / night

Prices and availability

Current Vacation rental prices Wellfleet

$515for 10 Jun - 17 Jun
$533 annual average
Average price per week

Current vacation rental availability Wellfleet

23%for 10 Jun - 17 Jun
22% annual average
Percentage of available rentals

Vacation rentals in Wellfleet

Rentals in a New England beach town

Centrally located on Cape Cod with coastline on either side, it’s no wonder Wellfleet is one of New England’s favorite beach towns. Full of green landscapes, lighthouses, heritage homes and classic architecture, Wellfleet will leave you with a blissful feeling of nostalgia. Take a boat out on the water, eat famous Cape Cod oysters, or go beach hopping. Have a leisurely staycation with gorgeous views, or get off the beaten trail and explore nearby towns. Whatever your traveling goals are, you’re sure to reach them in Wellfleet. Most of the rentals can be found around the city center of Wellfleet with some located a few kilometers north.

Classy spacious rentals

Stay in quiet wooded neighborhoods surrounded by incredible views. These beautiful independent rentals feature all the amenities. During your stay in Wellfleet you’ll find accommodations with large kitchens, outdoor patio, fireplace, TV, large comfy living room and more. With classic Cape Cod architecture, stunning decor, thoughtful touches, artwork and gardens, you can’t go wrong! Perfect for couples, small groups or large families, you’ll be well-equipped to have the vacation of the decade!

Vacations in Wellfleet

The area and getting around

The perfect Leisure destination

Wellfleet is a fun, family friendly destination that any traveler will enjoy. It’s far from cities, has a lovely small town vibe yet maintains its vibrant, whimsical heritage. There are plenty of leisurely things to do as well as beaches and restaurants to discover. From seafood beach shacks to gourmet European, Wellfleet has a nice range of dining options to choose from. On the high-end side, indulge in French and European delights at PB Boulangerie Bistro. Be sure to also try their French pastries that taste as though they were teleported from Paris. For something a bit different, try out the Wellfleet Bookstore and Restaurant.

A host of fun activities

While in Wellfleet, enjoy some of the numerous activities at your disposal. Watch a film at the Wellfleet drive in. Opened in the 1950s, this theater is a classic and a fun thing to do while in town. Have a nighttime walkabout to see the stars and take some epic, after dark photos. Kettle pond fishing is another neat, local activity to try. There’s also mini golf at Wellfleet Mini Golf and a host of watersports at Fun Seekers. This town is also full of art galleries exhibiting local artisans. It’s possible to schedule art classes and sign up for fascinating events at the Truro Center for the Arts at Castle Hill.

Travelers and activities

Wellfleet for Nature Lovers

One of the must-does while in the area is exploring the Cape Cod National Seashore. Visitors can take in views of the ocean from the lighthouse as well as have the chance to see whales and seals. This path runs through many of the main towns of Cape Cod and makes a fun scenic bike ride. Be sure to also spend time with the animals at the Wellfleet Bay Wildlife Sanctuary. This gorgeous area has many trails running through varied landscapes including salt marshes, freshwater wetlands, beaches and forests. Water lovers can stop by Jack’s Boat rental for their choice of canoes, kayaks and Sunfish sailboats.

Wellfleet for History and Culture Lovers

Stop by the Marconi Wireless Station to pay your respects to the first site of communication between Europe and the US. Built in 1903, you’ll find exhibits providing historical facts about the area. Art aficionados should pay a visit to the Kendall Art Gallery picturesquely located inside of a Greek Revival house laden with gardens. Particularly known for their steel wall decor, The Frying Pan Gallery is another great spot for art lovers featuring pieces from local Cape Cod artists. Also, check out the Harbor Stage Company. This unique theater production run by actors is a great completion to the day with sophisticated live entertainment.

“The Banana King” Captain Lorenzo Baker, famous for popularizing bananas in America, was born and raised in Wellfleet.

Top 5 travel tips in Wellfleet

1. Take a relaxing stroll on Marconi Beach

One of the best beaches to spend a leisurely day in Cape Cod. Its gorgeous scenery makes it a perfect place for hiking, swimming, biking and sunbathing. It’s also a good place to surf and boogie board.

2. Wellfleet Flea Market

This venue is a great place to pick up something from your trip. It’s also the biggest flea market in Cape Cod hosting up to 300 vendors every weekend! You’ll spot locals selling souvenirs, antiques, art and more!

3. Wellfleet Historical Society & Museum

Learn all about the history of this picturesque town and Cape Cod at this friendly museum. It features fascinating exhibits and artifacts and provides plenty of insights into the history of the area.

4. Embark on a boat tour

This is a great way to explore the area and really appreciate Cape Cod. The main boating company in Wellfleet is Cape Cod Catamaran Sailing Charters. However there are other boating tours available throughout the island that will also provide an incredible sailing experience.

5. Eat Seafood like a local

While on Cape Cod Island, it’s nearly impossible to get away with not eating seafood. One of the area’s most notable industries is oysters, and nobody does it like they do! Be sure to catch the Oyster Festival while in town. Also, for more treats from the sea, check out Mac’s on the Pier for an epic seafood feast in a classic shack on the beach. The Pearl is another great waterfront dining option. For something unique, try a meal at The Wellfleet Bookstore and Restaurant.

FAQs: Vacation Rentals in Wellfleet

On average, what was the cost for vacation rentals in Wellfleet last year?

Wellfleet is one of the most expensive cities in the USA. For a stay here you pay around $454 per night.

During which months are vacation rentals cheaper in Wellfleet?

Those who want to save as much as possible travel to Wellfleet in March, January, or February, the cheapest months of the year, with average prices of $295, $377, and $386 per night, respectively, based on the previous year.

When are vacation rentals more expensive in Wellfleet?

At the time of booking a vacation rental in Wellfleet, the highest prices are found in the month of August (with an average of $527 per night), followed by July ($526), and then November ($514).

Should I plan a trip to Wellfleet well in advance?

If you decide to put Wellfleet on your bucket list, we suggest planning your visit long before you go because it tends to be very high in demand, with an annual average of 90% of rentals booked the previous year.

What are the best months for a last-minute getaway?

October, September and November are, in order of highest to lowest, the months that have the largest number of accommodations free, with an average availability of 32%, 25%, and 14%. However, even during these periods of time, when rental availability is the highest, the average is only 24%. So it is still important you always book your vacation early Wellfleet.

How many vacation rentals does Holidu have in Wellfleet?

In Wellfleet we work with 2 different providers to give you a choice of 280 properties, so you will not be short of options!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price. Vacation Rentals in Vacation Rentals in Wellfleet
Airbnb Vacation Rentals in WellfleetAirbnb Vacation Rentals in Wellfleet
Vrbo Vacation Rentals in WellfleetVrbo Vacation Rentals in Wellfleet
Bookiply Vacation Rentals in WellfleetBookiply Vacation Rentals in Wellfleet
FeWo-direkt Vacation Rentals in WellfleetFeWo-direkt Vacation Rentals in Wellfleet
Abritel Vacation Rentals in WellfleetAbritel Vacation Rentals in Wellfleet
HRS Vacation Rentals in WellfleetHRS Vacation Rentals in Wellfleet
500+ more
  1. Vacation Rentals
  2. USA
  3. New England
  4. Massachusetts
  5. Cape Cod
  6. Wellfleet