Wellfleet holiday rentals

We found 2,653 holiday rentals — enter your dates for availability
Select from 235 homes, 53 cottages and other holiday rentals in Wellfleet to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include a hot tub and a washer and dryer. At the end of the day, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Wellfleet

Showing deals for:8 Jan - 15 Jan

Living area
Living area
Private kitchen
Exterior
Exceptional
(20 reviews)

Sunset Views - Cape Cod Bay.

Eastham

8% off
S$7,902
for 7 nights, 1 home
S$1,129 per night
includes taxes & fees
Sunset Views - Cape Cod Bay.
Private kitchen
Beach
rear view of house
entrance to mallardview
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,416
for 7 nights, 1 home
S$1,488 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Living area
Private kitchen
Property grounds
Room
Exceptional
(8 reviews)

Cape Home w/Oceanview, Roof Deck Pool & Hot Tub

Wellfleet

12% off
S$17,164
for 7 nights, 1 home
S$2,452 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Large family room with lots of seating; perfect for family game night
Backyard view of house
Full view of backyard with in ground pool
Pool house: a quiet hideaway or remote office
Exceptional
(32 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
S$7,534
for 7 nights, 1 home
S$1,076 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
Interior
Private kitchen
Living area
Exterior
Exceptional
(13 reviews)

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

Dennis

7% off
S$4,127
for 7 nights, 1 home
S$590 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Dinner with a view.
Outdoor dining
Upstairs queen in View Room
The Woolrych House sits above a private Brewster beach.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$10,743
for 7 nights, 1 home
S$1,535 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
New pavillion, outdoor kitchen and fire pit
Backyard with pool
Pool
Pool
Exceptional
(17 reviews)

3 homes in one, pool, outdoor kitchen, wk to beach, great for multiple families

Eastham

11% off
S$18,314
for 7 nights, 1 home
S$2,616 per night
includes taxes & fees
3 homes in one, pool, outdoor kitchen, wk to beach, great for multiple families
King bed in primary suite
Loft living room
Modern cape architecture
TV viewing area with queen sleeper sofa in loft
Exceptional
(8 reviews)

Modern beach house, steps to private beach, perfect for groups!

Eastham

7% off
S$4,217
for 7 nights, 1 home
S$602 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
Living room
Door from TV room to upper deck
Working fireplace and stair to loft
The Wheel House
Exceptional
(36 reviews)

Your perch to the Cape's best ocean view with private Nauset access for 8!

Orleans

8% off
S$6,904
for 7 nights, 1 home
S$986 per night
includes taxes & fees
Your perch to the Cape's best ocean view with private Nauset access for 8!
Who wants a private deck without a little color to make one feel great? We do!
Beautiful Provincetown harbor view
Completely updated kitchen; island has electricity for easy working from home
Colorful living room w/ample seating;easy access to dining for 6+
Exceptional
(142 reviews)

Front Row! West End. Now 2 new bathrooms! Boatslip/Mussel Beach Gym/Sleeps 6!

Provincetown

7% off
S$2,727
for 7 nights, 1 apartment
S$390 per night
includes taxes & fees
Front Row! West End. Now 2 new bathrooms! Boatslip/Mussel Beach Gym/Sleeps 6!
Living area
Living area
Interior
Terrace/patio
Exceptional
(27 reviews)

Stunning 3 bed/2 Bath, 1 minute from the Beach

Provincetown

8% off
S$10,384
for 7 nights, 1 home
S$1,483 per night
includes taxes & fees
Stunning 3 bed/2 Bath, 1 minute from the Beach
Terrace/patio
Marina
Private kitchen
Beach
Exceptional
(36 reviews)

Large and updated and condo, close to the center of town with 2 car parking!

Provincetown

11% off
S$6,430
for 7 nights, 1 apartment
S$919 per night
includes taxes & fees
Large and updated and condo, close to the center of town with 2 car parking!
Second bedroom. Queen bed, windows 2 sides. Room safe.
Four Ten Commercial St. Your vacation home - off the center of Provincetown.
Property grounds
Kitchen is fully-equipped with the best...
Exceptional
(50 reviews)

Enjoy any time of year- at East End Captains Home, Provincetown

Provincetown

11% off
S$4,915
for 7 nights, 1 home
S$702 per night
includes taxes & fees
Enjoy any time of year- at East End Captains Home, Provincetown
Dining/Kitchen Area
Exterior
Loft / Library
Kitchen
Exceptional
(15 reviews)

Beautiful West End retreat with library loft and waterviews!

Provincetown

7% off
S$6,973
for 7 nights, 1 apartment
S$996 per night
includes taxes & fees
Beautiful West End retreat with library loft and waterviews!
Seating for 3 at kitchen counter
Outdoor dining
Dining
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Exceptional
(58 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

11% off
S$5,011
for 7 nights, 1 home
S$716 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Outdoor cedar shower - with detachable hand shower sprayer.
Enjoy bug-free dining on brand new floor-to-ceiling screen porch & ceiling fan
Living room off kitchen sports two big picture glass window, great bird watching
Living room full of family history, British memorabilia, antiques and books!
Exceptional
(11 reviews)

Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.

Brewster

8% off
S$5,900
for 7 nights, 1 home
S$843 per night
includes taxes & fees
Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.
Panoramic Living/Kitchen Area
Retractable Awning protects you from the sun and provides a cozy atmosphere!
Open seats at the bar!
Bedroom w/ Queen Bed
Exceptional
(52 reviews)

Waterfront Condo with Stunning Harbor Views!!

Provincetown

11% off
S$4,011
for 7 nights, 1 apartment
S$573 per night
includes taxes & fees
Waterfront Condo with Stunning Harbor Views!!
Open floor plan,slider leads to deck w/ Weber barbecue grill and deck  furniture
Property grounds
You know it's June when you see the poppies are out
Landscaping is essential to maintain the gardens
Exceptional
(49 reviews)

3bedroom private residence on cul de sac near National Seashore

Eastham

7% off
S$3,390
for 7 nights, 1 home
S$484 per night
includes taxes & fees
3bedroom private residence on cul de sac near National Seashore
Dining
Living area
Bedroom 1
Private kitchen
Exceptional
(12 reviews)

Central & Quiet Modern townhome 3 levels. 5 Min walk to townhall. Parking avail

Provincetown

12% off
S$9,181
for 7 nights, 1 home
S$1,312 per night
includes taxes & fees
Central & Quiet Modern townhome 3 levels. 5 Min walk to townhall. Parking avail
Blue bedroom walls echo the hydrangeas in bloom outside.
Our driveway and end of house. Apartment entrance is past white fence on left.
The ideal vacation kitchen, sparking white and fully appointed
On the lane leading down toward the beach from the house
Exceptional
(29 reviews)

Spacious Orleans Apartment With Private Beach Access

Orleans

7% off
S$2,119
for 7 nights, 1 apartment
S$303 per night
includes taxes & fees
Spacious Orleans Apartment With Private Beach Access
Ocen Edge Restaurant
Exterior
Private kitchen
Dining
Exceptional
(12 reviews)

Beautifully renovated second-floor condo at Ocean Edge Resort.

Brewster

16% off
S$1,973
for 7 nights, 1 apartment
S$282 per night
includes taxes & fees
Beautifully renovated second-floor condo at Ocean Edge Resort.
Private kitchen
Exterior
Living area
Living area
Wonderful
(21 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,028
for 7 nights, 1 cottage
S$147 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Dining
Interior
Private kitchen
Interior
Exceptional
(53 reviews)

5BR Brewster Home - Private Pond Beach - Cape Rail Trail Access

Brewster

7% off
S$4,884
for 7 nights, 1 home
S$698 per night
includes taxes & fees
5BR Brewster Home - Private Pond Beach - Cape Rail Trail Access
Room
Exterior detail
Outdoor dining
Dining
Exceptional
(42 reviews)

West End Tiny House / Walk to Commercial St

Provincetown

6% off
S$1,426
for 7 nights, 1 cottage
S$204 per night
includes taxes & fees
West End Tiny House / Walk to Commercial St
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Travel to captivating Wellfleet

Take a holiday to Wellfleet and enjoy the area's entertainment, theatre scene and opera. Well known for its beaches, hiking and seafood restaurants, this walkable city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Wellfleet

Do you want to find attractions to see while you're in the area? You'll be sure to enjoy Wellfleet for its hiking and cycling. Venture out of your holiday home and experience everything that makes Wellfleet a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Truro Vineyards of Cape Cod (7.3 mi / 11.7 km)
  • Commercial Street (11.3 mi / 18.3 km)
  • Ocean Edge Golf Club (11.6 mi / 18.6 km)
  • Cranberry Valley Golf Course (16.2 mi / 26.1 km)
  • Cape Cod Lavender Farm (16.7 mi / 26.9 km)
  • Cape Cod Baseball & Bumper Boats (18.2 mi / 29.3 km)

Exploring the natural features in Wellfleet

Whether you're an outdoor enthusiast or just want to take in the scenery, Wellfleet is a great place to get out in nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Mayo Beach (0.5 mi / 0.8 km)
  • Lieutenant Island (2.4 mi / 3.9 km)
  • Cahoon Hollow Beach (2.6 mi / 4.2 km)
  • Marconi Beach (4.5 mi / 7.3 km)
  • Ballston Beach (4.8 mi / 7.8 km)
  • Corn Hill Beach (5.5 mi / 8.8 km)

Seasonal weather averages in Wellfleet

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 19°C.

Transport 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 centre. If you can't find a flight that's convenient for your trip, you might consider flying into Hyannis, MA (HYA-Barnstable Municipal), which is 22.5 mi (36.2 km) away.

Frequently asked questions

What is the best area to stay in Wellfleet when booking a holiday rental?
One of the more desired areas to book a holiday rental in Wellfleet is Indian Neck Heights. Discover your dream stay on Vrbo and experience this area just like a local.
What is the most popular type of holiday rental accommodation in Wellfleet?
Based on our research, houses are the most in-demand holiday property type in Wellfleet. But having said that, everyone's idea of an awesome trip can differ. Vrbo has holiday homes in a variety of sizes and shapes, and we'll help you discover the perfect fit for you.
How much does it cost to rent a holiday rental in Wellfleet?
Length of stay, season and property type are some of the conditions that can influence the price of a holiday home. Simply click on your dates of travel to find the ultimate escape. From cosy chalets to expansive villas, all Vrbo holiday rentals provide incredible value.
How much does it cost to rent a beach house in Wellfleet?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Put in your Wellfleet travel dates to see your options on Vrbo. Can't live without a hot tub? Use the filters to select the features and amenities you want in your holiday home.
Are there pet-friendly holiday rentals in Wellfleet?
With 66 properties that welcome pets, your furry best friend can also come along on your Wellfleet getaway. Use our filter tool to browse our pet-friendly holiday rentals and find your pawfect holiday home on Vrbo.
What are popular rental amenities in Wellfleet?
When it comes to rental amenities that people search for in Wellfleet, a garden, a fireplace and a firepit rank the highest. With Vrbo holiday homes, you'll enjoy choices to suit your taste and style, whether you're planning to get away with friends, family or even pets.
Are there large group holiday rentals in Wellfleet?
There are six holiday properties in Wellfleet that can host 10 or more guests. Whether you're organising a family trip or some kind of special event, there's ample space to get your loved ones together under the same roof.
Are there holiday rentals in Wellfleet that welcome kids?
Gather your whole crew for a fun-filled adventure in Wellfleet at one of our 66 family-friendly holiday homes. Lots of these stays come with amenities that are ideal for getaways with the little ones, including laundry facilities, extra bedrooms and pools. Simply click on the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Wellfleet?
Keep your kids entertained at these awesome family-friendly attractions in Wellfleet:
  • Cape Cod Beaches
  • Nauset Beach
  • Marconi Beach
Are there one-bedroom holiday rentals in Wellfleet?
Yes, you'll find two one-bedroom properties in Wellfleet to pick from. A one-bedroom holiday rental is an excellent option if it's just you and your partner or if you're travelling alone. Toss in more privacy, convenience and space than a regular hotel, and you've got the makings of a break to remember.
Can I find two-bedroom holiday rentals in Wellfleet?
You can select from 15 two-bedroom holiday properties in Wellfleet. Give your little ones the second room or fill it with a couple of your nearest and dearest friends. There's ample space for whoever's lucky enough to be joining your adventure.
Are there holiday rentals with WiFi in Wellfleet?
Wellfleet has nine holiday rentals with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with your family to sending emails, these Vrbo homes make it a breeze to get online.
How can I find holiday rentals with air conditioning in Wellfleet?
Choose from 46 holiday rentals with air conditioning in Wellfleet providing that cool, cool breeze and extra comfort level. Simply enter your preferred travel dates and then take advantage of our filter tool to help you book stays with air conditioning.
How old do you have to be to rent a holiday rental in Wellfleet?
We recommend you check with the Wellfleet holiday home you're looking at on Vrbo as the minimum age differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Wellfleet for?
The amount of time you can stay in a Wellfleet holiday home for is down to each property. Simply enter your preferred travel dates to see options offering extended stays. They come with the things you need to make your extended break more comfortable and enjoyable, such as air conditioning and kitchens. Some Vrbo holiday rentals may also offer discounted weekly or monthly prices, so you can stay even longer for less.

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