Wellfleet holiday rentals

We found 2,673 holiday rentals — enter your dates for availability
Select from 231 homes, 54 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:25 Dec - 1 Jan

Living area
Exterior
Outdoor dining
Private kitchen
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,022
for 7 nights, 1 cottage
S$146 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Dining room, looking into home office
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$7,334
for 7 nights, 1 home
S$1,048 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
entrance to mallardview
Exterior
Private kitchen
Interior
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$9,859
for 7 nights, 1 home
S$1,408 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Living area
Pool
Living area
Exterior
Exceptional
(68 reviews)

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Orleans

8% off
S$20,065
for 7 nights, 1 home
S$2,866 per night
includes taxes & fees
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
View from second floor.
Outdoor dining
Upstairs queen in View Room
Dinner with a view.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$6,491
for 7 nights, 1 home
S$927 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Second floor front bedroom with view of Cape Cod Bay
Living room looking toward front / first floor front bedroom door
Outdoor dining set overlooking the bay on deck
Kitchen
Exceptional
(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

6% off
S$4,524
for 7 nights, 1 home
S$646 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Winding stair to twin beds in loft
Door from TV room to upper deck
The Wheel House
Living room
Exceptional
(36 reviews)

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

Orleans

8% off
S$6,706
for 7 nights, 1 home
S$958 per night
includes taxes & fees
Your perch to the Cape's best ocean view with private Nauset access for 8!
Sun Room facing Nickerson State Park with phenomenal sun.
Linnell Landing Beach in Brewster
Family Room with East and South Sun
Large Deck facing Bike path with great East and South Sun
Exceptional
(67 reviews)

PET FRIENDLY! Right on Nickerson, with Cape Cod bike trail behind house!

Brewster

6% off
S$2,410
for 7 nights, 1 home
S$344 per night
includes taxes & fees
PET FRIENDLY! Right on Nickerson, with Cape Cod bike trail behind house!
Outdoor dining
Marina
Exterior
Interior
Exceptional
(44 reviews)

Rates just lowered for last week of July and Aug with 5 night min accepted.

South Dennis

7% off
S$2,082
for 7 nights, 1 home
S$297 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Living area
Terrace/patio
Private kitchen
Room
Exceptional
(12 reviews)

Newly Renovated Quintessential Provincetown West End Luxury Home

Provincetown

8% off
S$17,137
for 7 nights, 1 home
S$2,448 per night
includes taxes & fees
Newly Renovated Quintessential Provincetown West End Luxury Home
all enhanced by natural light from the open.
Exterior detail
For your comfort, a window AC unit is installed to keep the space cool.
Sunlit and inviting, this living room has large windows.
Exceptional
(6 reviews)

Sunny Beachfront Condo w/ Parking - Ptown West End

Provincetown

7% off
S$4,361
for 7 nights, 1 cottage
S$623 per night
includes taxes & fees
Sunny Beachfront Condo w/ Parking - Ptown West End
Interior
Private kitchen
Living area
Outdoor dining
Exceptional
(12 reviews)

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

Dennis

7% off
S$4,007
for 7 nights, 1 home
S$572 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
TV viewing area with queen sleeper sofa in loft
Loft living room
Outdoor firepit
King bed in primary suite
Exceptional
(7 reviews)

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

Eastham

11% off
S$6,867
for 7 nights, 1 home
S$981 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
Stylish kitchen with ample space, easy cleanup with dishwasher.
Exterior detail
Steps from the kitchen is a full bathroom with an enormous shower.
That's our front porch overlooking Montello St. Wave at our neighbors!
Exceptional
(11 reviews)

Dog-Friendly West End Home + Parking - Sleeps 6

Provincetown

7% off
S$6,852
for 7 nights, 1 home
S$979 per night
includes taxes & fees
Dog-Friendly West End Home + Parking - Sleeps 6
Second bedroom. Queen bed, windows 2 sides. Room safe.
Four Ten Commercial St. Your vacation home - off the center of Provincetown.
Property grounds
Living room, bay views, comfy seating, flat screen and good sound.
Exceptional
(50 reviews)

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

Provincetown

7% off
S$6,702
for 7 nights, 1 home
S$957 per night
includes taxes & fees
Enjoy any time of year- at East End Captains Home, Provincetown
Living area
Private kitchen
Room
Property grounds
Exceptional
(7 reviews)

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

Wellfleet

12% off
S$17,092
for 7 nights, 1 home
S$2,442 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Interior
Dining
Interior
Property grounds
Exceptional
(9 reviews)

Modern East End 2-BR Home - Steps from the Beach

Provincetown

7% off
S$5,353
for 7 nights, 1 home
S$765 per night
includes taxes & fees
Modern East End 2-BR Home - Steps from the Beach
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Outdoor dining
Seating for 3 at kitchen counter
Updated Kitchen for Summer 2020
Fully equipped
Exceptional
(57 reviews)

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

South Dennis

12% off
S$4,866
for 7 nights, 1 home
S$695 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Immerse yourself in the beauty of the surroundings while creating delicious meal
Immerse yourself in the beauty of the surroundings while creating delicious meal
Step onto our spacious deck and be captivated by panoramic views of the ocean.
The perfect space to unwind and soak in the beauty of the shoreline.
Exceptional
(17 reviews)

Modern Beachfront Escape - Steps from Ferry - Deck

Provincetown

7% off
S$4,597
for 7 nights, 1 apartment
S$657 per night
includes taxes & fees
Modern Beachfront Escape - Steps from Ferry - Deck
Terrace/patio
Dining room with water views
Room
Living area
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,153
for 7 nights, 1 home
S$736 per night
includes taxes & fees
Steps to Paine's Creek-The Perfect Vacation Home
Living area
Private kitchen
Outdoor dining
Property grounds
Exceptional
(5 reviews)

Adorable updated Cape in East Orleans!

Orleans

8% off
S$6,215
for 7 nights, 1 home
S$888 per night
includes taxes & fees
Adorable updated Cape in East Orleans!
Outdoor dining
Exterior detail
Interior
Dining
Exceptional
(42 reviews)

West End Tiny House / Walk to Commercial St

Provincetown

7% off
S$1,938
for 7 nights, 1 cottage
S$277 per night
includes taxes & fees
West End Tiny House / Walk to Commercial St
Kitchen
Exterior
Dining/Kitchen Area
Back Deck
Exceptional
(15 reviews)

Beautiful West End retreat with library loft and waterviews!

Provincetown

7% off
S$6,915
for 7 nights, 1 apartment
S$988 per night
includes taxes & fees
Beautiful West End retreat with library loft and waterviews!
Interior
Living area
Living area
Private kitchen
Exceptional
(27 reviews)

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

Provincetown

8% off
S$9,699
for 7 nights, 1 home
S$1,386 per night
includes taxes & fees
Stunning 3 bed/2 Bath, 1 minute from the Beach
  • 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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