Wellfleet holiday rentals

We found 2,673 holiday rentals — enter your dates for availability
Select from 229 homes, 58 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
Large family room with lots of seating; perfect for family game night
Backyard view of house
Dining room, looking into home office
Full view of backyard with in ground pool
Exceptional
(32 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
S$7,309
for 7 nights, 1 home
S$1,044 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
Private kitchen
Exterior
entrance to mallardview
Interior
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,013
for 7 nights, 1 home
S$1,430 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Kitchen
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$20,447
for 7 nights, 1 home
S$2,921 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
The Woolrych House sits above a private Brewster beach.
Dinner with a view.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$6,489
for 7 nights, 1 home
S$927 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Outdoor dining set overlooking the bay on deck
Living room looking toward front / first floor front bedroom door
Second floor front bedroom with view of Cape Cod Bay
Kitchen
Exceptional
(28 reviews)

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

Eastham

6% off
S$4,503
for 7 nights, 1 home
S$643 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
The Wheel House
Door from TV room to upper deck
Winding stair to twin beds in loft
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!
Family Room with East and South Sun
Linnell Landing Beach in Brewster
Large Deck facing Bike path with great East and South Sun
Newly Refurbished Dining Area adjacent to kitchen
Exceptional
(67 reviews)

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

Brewster

6% off
S$2,409
for 7 nights, 1 home
S$344 per night
includes taxes & fees
PET FRIENDLY! Right on Nickerson, with Cape Cod bike trail behind house!
Pine Room/Family room with queen pull out couch
Marina
Outdoor dining
Exterior
Exceptional
(44 reviews)

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

South Dennis

7% off
S$2,048
for 7 nights, 1 home
S$293 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Private kitchen
Terrace/patio
Room
Living area
Exceptional
(12 reviews)

Newly Renovated Quintessential Provincetown West End Luxury Home

Provincetown

8% off
S$17,175
for 7 nights, 1 home
S$2,454 per night
includes taxes & fees
Newly Renovated Quintessential Provincetown West End Luxury Home
all enhanced by natural light from the open.
Exterior detail
Sunlit and inviting, this living room has large windows.
For your comfort, a window AC unit is installed to keep the space cool.
Exceptional
(6 reviews)

Sunny Beachfront Condo w/ Parking - Ptown West End

Provincetown

7% off
S$4,359
for 7 nights, 1 cottage
S$623 per night
includes taxes & fees
Sunny Beachfront Condo w/ Parking - Ptown West End
Outdoor dining
Private kitchen
Exterior
Living area
Exceptional
(12 reviews)

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

Dennis

7% off
S$3,983
for 7 nights, 1 home
S$569 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
King bed in primary suite
Loft living room
Outdoor firepit
Modern cape architecture
Exceptional
(6 reviews)

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

Eastham

11% off
S$6,786
for 7 nights, 1 home
S$969 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
Property grounds
Four Ten Commercial St. Your vacation home - off the center of Provincetown.
Second bedroom. Queen bed, windows 2 sides. Room safe.
Living room, bay views, comfy seating, flat screen and good sound.
Exceptional
(49 reviews)

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

Provincetown

7% off
S$6,768
for 7 nights, 1 home
S$967 per night
includes taxes & fees
Enjoy any time of year- at East End Captains Home, Provincetown
Property grounds
Dining
Interior
Living area
Exceptional
(9 reviews)

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

Provincetown

7% off
S$5,289
for 7 nights, 1 home
S$756 per night
includes taxes & fees
Modern East End 2-BR Home - Steps from the Beach
That's our front porch overlooking Montello St. Wave at our neighbors!
Exterior detail
Steps from the kitchen is a full bathroom with an enormous shower.
Stylish kitchen with ample space, easy cleanup with dishwasher.
Exceptional
(11 reviews)

Dog-Friendly West End Home + Parking - Sleeps 6

Provincetown

7% off
S$6,758
for 7 nights, 1 home
S$965 per night
includes taxes & fees
Dog-Friendly West End Home + Parking - Sleeps 6
Property grounds
Private kitchen
Dining
Room
Exceptional
(7 reviews)

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

Wellfleet

12% off
S$17,047
for 7 nights, 1 home
S$2,435 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Outdoor dining
Dining
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$4,773
for 7 nights, 1 home
S$682 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
The perfect space to unwind and soak in the beauty of the shoreline.
Immerse yourself in the beauty of the surroundings while creating delicious meal
Immerse yourself in the beauty of the surroundings while creating delicious meal
Bask in the serene ambiance of our living room with panoramic beach views!
Exceptional
(17 reviews)

Modern Beachfront Escape - Steps from Ferry - Deck

Provincetown

7% off
S$4,621
for 7 nights, 1 apartment
S$660 per night
includes taxes & fees
Modern Beachfront Escape - Steps from Ferry - Deck
Study/Lounge are with water views
Dining room with water views
Room
Terrace/patio
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,152
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
Property grounds
Living area
Exceptional
(5 reviews)

Adorable updated Cape in East Orleans!

Orleans

8% off
S$6,090
for 7 nights, 1 home
S$870 per night
includes taxes & fees
Adorable updated Cape in East Orleans!
Loft / Library
Exterior
Back Deck
Dining/Kitchen Area
Exceptional
(15 reviews)

Beautiful West End retreat with library loft and waterviews!

Provincetown

7% off
S$6,986
for 7 nights, 1 apartment
S$998 per night
includes taxes & fees
Beautiful West End retreat with library loft and waterviews!
Dining
Exterior detail
Room
Interior
Exceptional
(41 reviews)

West End Tiny House / Walk to Commercial St

Provincetown

7% off
S$1,963
for 7 nights, 1 cottage
S$280 per night
includes taxes & fees
West End Tiny House / Walk to Commercial St
Interior
Living area
Private kitchen
Living area
Exceptional
(27 reviews)

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

Provincetown

8% off
S$9,731
for 7 nights, 1 home
S$1,390 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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