Wellfleet holiday rentals

We found 2,672 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:18 Dec - 25 Dec

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

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,025
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
Pool house: a quiet hideaway or remote office
Exceptional
(32 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

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

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$9,857
for 7 nights, 1 home
S$1,408 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Kitchen
Pool
Living area
Living area
Exceptional
(68 reviews)

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

Orleans

8% off
S$16,618
for 7 nights, 1 home
S$2,374 per night
includes taxes & fees
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Upstairs queen in View Room
Outdoor dining
Dinner with a view.
The Woolrych House sits above a private Brewster beach.
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$6,150
for 7 nights, 1 home
S$879 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Sun filled porch with dining for 10.
Wet bar in the pool room
Game room with beautiful pool table and wet bar.
two-story entrance Foyer
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

7% off
S$9,130
for 7 nights, 1 home
S$1,304 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Kitchen
Living room looking toward front / first floor front bedroom door
Living room looking toward front
Second floor front bedroom with view of Cape Cod Bay
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$6,839
for 7 nights, 1 home
S$977 per night
includes taxes & fees
Your perch to the Cape's best ocean view with private Nauset access for 8!
Private kitchen
Terrace/patio
Living area
Room
Exceptional
(12 reviews)

Newly Renovated Quintessential Provincetown West End Luxury Home

Provincetown

8% off
S$17,133
for 7 nights, 1 home
S$2,448 per night
includes taxes & fees
Newly Renovated Quintessential Provincetown West End Luxury Home
Outdoor dining
Marina
Pine Room/Family room with queen pull out couch
Exterior
Exceptional
(44 reviews)

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

South Dennis

7% off
S$1,804
for 7 nights, 1 home
S$258 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Exterior
Private kitchen
Interior
Living area
Exceptional
(12 reviews)

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

Dennis

7% off
S$4,002
for 7 nights, 1 home
S$572 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Room
Private kitchen
Dining
Property grounds
Exceptional
(7 reviews)

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

Wellfleet

12% off
S$16,753
for 7 nights, 1 home
S$2,393 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Second bedroom. Queen bed, windows 2 sides. Room safe.
Four Ten Commercial St. Your vacation home - off the center of Provincetown.
Kitchen is fully-equipped with the best...
Property grounds
Exceptional
(49 reviews)

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

Provincetown

7% off
S$6,593
for 7 nights, 1 home
S$942 per night
includes taxes & fees
Enjoy any time of year- at East End Captains Home, Provincetown
Room
Exterior detail
Dining
Interior
Exceptional
(41 reviews)

West End Tiny House / Walk to Commercial St

Provincetown

7% off
S$1,515
for 7 nights, 1 cottage
S$216 per night
includes taxes & fees
West End Tiny House / Walk to Commercial St
For your comfort, a window AC unit is installed to keep the space cool.
Exterior detail
all enhanced by natural light from the open.
Sunlit and inviting, this living room has large windows.
Exceptional
(6 reviews)

Sunny Beachfront Condo w/ Parking - Ptown West End

Provincetown

7% off
S$3,001
for 7 nights, 1 cottage
S$429 per night
includes taxes & fees
Sunny Beachfront Condo w/ Parking - Ptown West End
TV viewing area with queen sleeper sofa in loft
Loft living room
Modern cape architecture
Outdoor firepit
Exceptional
(6 reviews)

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

Eastham

11% off
S$4,712
for 7 nights, 1 home
S$673 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
Property grounds
Dining
Interior
Living area
Exceptional
(9 reviews)

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

Provincetown

7% off
S$3,508
for 7 nights, 1 home
S$501 per night
includes taxes & fees
Modern East End 2-BR Home - Steps from the Beach
Seating for 3 at kitchen counter
Outdoor dining
Updated Kitchen for Summer 2020
Fully equipped
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Exceptional
(57 reviews)

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

South Dennis

12% off
S$4,865
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.
Steps from the kitchen is a full bathroom with an enormous shower.
Exterior detail
That's our front porch overlooking Montello St. Wave at our neighbors!
Enter the living room. Head upstairs or cozy up on the couch.
Exceptional
(11 reviews)

Dog-Friendly West End Home + Parking - Sleeps 6

Provincetown

7% off
S$4,328
for 7 nights, 1 home
S$618 per night
includes taxes & fees
Dog-Friendly West End Home + Parking - Sleeps 6
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
Bask in the serene ambiance of our living room with panoramic beach views!
Immerse yourself in the beauty of the surroundings while creating delicious meal
Exceptional
(17 reviews)

Modern Beachfront Escape - Steps from Ferry - Deck

Provincetown

7% off
S$3,245
for 7 nights, 1 apartment
S$464 per night
includes taxes & fees
Modern Beachfront Escape - Steps from Ferry - Deck
Study/Lounge are with water views
Dining room with water views
Living area
Terrace/patio
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,150
for 7 nights, 1 home
S$736 per night
includes taxes & fees
Steps to Paine's Creek-The Perfect Vacation Home
Property grounds
Private kitchen
Outdoor dining
Living area
Exceptional
(5 reviews)

Adorable updated Cape in East Orleans!

Orleans

8% off
S$6,214
for 7 nights, 1 home
S$888 per night
includes taxes & fees
Adorable updated Cape in East Orleans!
Interior
Effortless Living: The spacious design, cozy wood stove, and direct deck access make this the perfect spot for both comfort and connection.
Enjoy a comfortable and airy space with soft bedding and beautiful natural light.
Fireplace is decorative only. Not for guest use.
Exceptional
(5 reviews)

Modern West End Retreat w/ 2BR, AC, Parking, Patio

Provincetown

7% off
S$3,555
for 7 nights, 1 home
S$508 per night
includes taxes & fees
Modern West End Retreat w/ 2BR, AC, Parking, Patio
Terrace/patio
Living area
Living area
Interior
Exceptional
(27 reviews)

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

Provincetown

8% off
S$9,696
for 7 nights, 1 home
S$1,385 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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