Wellfleet holiday rentals

We found 2,678 holiday rentals — enter your dates for availability
Select from 226 homes, 59 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:11 Dec - 18 Dec

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

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,012
for 7 nights, 1 cottage
S$145 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Dining room, looking into home office
Backyard view of house
Large family room with lots of seating; perfect for family game night
Full view of backyard with in ground pool
Exceptional
(31 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
S$7,244
for 7 nights, 1 home
S$1,035 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
Private kitchen
Exterior
entrance to mallardview
rear view of house
Exceptional
(64 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$9,763
for 7 nights, 1 home
S$1,395 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Exterior
Pool
Living area
Kitchen
Exceptional
(68 reviews)

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

Orleans

8% off
S$15,293
for 7 nights, 1 home
S$2,185 per night
includes taxes & fees
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Refreshing outdoor shower
Wet bar in the pool room
Game room with beautiful pool table and wet bar.
Sun filled porch with dining for 10.
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

8% off
S$10,644
for 7 nights, 1 home
S$1,521 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Second floor front bedroom with view of Cape Cod Bay
Living room looking toward front / first floor front bedroom door
Living room looking toward front
Kitchen
Exceptional
(28 reviews)

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

Eastham

6% off
S$4,466
for 7 nights, 1 home
S$638 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
The Woolrych House sits above a private Brewster beach.
Outdoor dining
Upstairs queen in View Room
Dinner with a view.
Exceptional
(51 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
S$3,857
for 7 nights, 1 home
S$551 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Interior
Marina
Outdoor dining
Pine Room/Family room with queen pull out couch
Exceptional
(43 reviews)

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

South Dennis

7% off
S$1,715
for 7 nights, 1 home
S$245 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
Living area
Exceptional
(12 reviews)

Newly Renovated Quintessential Provincetown West End Luxury Home

Provincetown

8% off
S$16,955
for 7 nights, 1 home
S$2,422 per night
includes taxes & fees
Newly Renovated Quintessential Provincetown West End Luxury Home
Room
Private kitchen
Property grounds
Living area
Exceptional
(7 reviews)

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

Wellfleet

12% off
S$16,885
for 7 nights, 1 home
S$2,412 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Outdoor dining
Private kitchen
Interior
Living area
Exceptional
(12 reviews)

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

Dennis

7% off
S$3,964
for 7 nights, 1 home
S$566 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Seating for 3 at kitchen counter
Outdoor dining
Updated Kitchen for Summer 2020
Fully equipped
Dining
Exceptional
(57 reviews)

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

South Dennis

12% off
S$4,819
for 7 nights, 1 home
S$688 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Exterior
Outdoor dining
Room
Dining
Exceptional
(31 reviews)

Sun-filled, renovated house within minutes walk to private bay sides beach.

Eastham

7% off
S$4,232
for 7 nights, 1 home
S$605 per night
includes taxes & fees
Sun-filled, renovated house within minutes walk to private bay sides beach.
Room
Exterior detail
Dining
Outdoor dining
Exceptional
(41 reviews)

West End Tiny House / Walk to Commercial St

Provincetown

7% off
S$1,441
for 7 nights, 1 cottage
S$206 per night
includes taxes & fees
West End Tiny House / Walk to Commercial St
Living room, bay views, comfy seating, flat screen and good sound.
Four Ten Commercial St. Your vacation home - off the center of Provincetown.
Property grounds
Kitchen is fully-equipped with the best...
Exceptional
(48 reviews)

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

Provincetown

8% off
S$5,693
for 7 nights, 1 home
S$813 per night
includes taxes & fees
Enjoy any time of year- at East End Captains Home, Provincetown
Room
Dining room with water views
Terrace/patio
Study/Lounge are with water views
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,103
for 7 nights, 1 home
S$729 per night
includes taxes & fees
Steps to Paine's Creek-The Perfect Vacation Home
Modern cape architecture
Loft living room
TV viewing area with queen sleeper sofa in loft
Outdoor firepit
Exceptional
(6 reviews)

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

Eastham

11% off
S$3,860
for 7 nights, 1 home
S$551 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
Living area
Private kitchen
Property grounds
Living area
Exceptional
(5 reviews)

Adorable updated Cape in East Orleans!

Orleans

8% off
S$6,155
for 7 nights, 1 home
S$879 per night
includes taxes & fees
Adorable updated Cape in East Orleans!
Large comfy leather sectional , view looking out to deck and dining area
Private sun deck surrounded by lush planting
Private cottage with 1 parking, entrance on left
View of deck from living room
Exceptional
(92 reviews)

Free-Standing, Spacious, Modern Cottage, 1 Bdrm + loft, town center, 1 parking

Provincetown

7% off
S$2,841
for 7 nights, 1 cottage
S$406 per night
includes taxes & fees
Free-Standing, Spacious, Modern Cottage, 1 Bdrm + loft, town center, 1 parking
Scargo Bungalow. Ping pong on right. Left side now has exit -see next photo.
Rock steps leading down to the beach
New porch cushions 2021 season.
Ping Pong table behind the loveseat.
Dining Room with view of Scargo Lake. Photo taken from kitchen area.
Exceptional
(27 reviews)

Scargo LakeFront-Pet Friendly-O/D Shower-CentA/C-Linens&Towels-Sleeps up to 12

Dennis

8% off
S$4,359
for 7 nights, 1 home
S$623 per night
includes taxes & fees
Scargo LakeFront-Pet Friendly-O/D Shower-CentA/C-Linens&Towels-Sleeps up to 12
Dining
Living area
Living area
Private kitchen
Exceptional
(10 reviews)

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

Provincetown

12% off
S$9,018
for 7 nights, 1 home
S$1,288 per night
includes taxes & fees
Central & Quiet Modern townhome 3 levels. 5 Min walk to townhall. Parking avail
Exterior
Interior
Living area
Interior
Exceptional
(26 reviews)

Spectacular Waterfront Provincetown Condo

Provincetown

7% off
S$2,841
for 7 nights, 1 apartment
S$406 per night
includes taxes & fees
Spectacular Waterfront Provincetown Condo
Gate from street to the property.
Living area and exit to the deck.
Murphy bed open.
Living area
Exceptional
(72 reviews)

Wonderful beachside hideaway. Steps to the beach! Steps to the action!

Provincetown

7% off
S$1,677
for 7 nights, 1 apartment
S$240 per night
includes taxes & fees
Wonderful beachside hideaway. Steps to the beach! Steps to the action!
Great island for sharing time with family and friends; watch tv or play games
Beautiful Provincetown harbor view
Who wants a private deck without a little color to make one feel great? We do!
Completely updated kitchen; island has electricity for easy working from home
Exceptional
(140 reviews)

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

Provincetown

7% off
S$3,353
for 7 nights, 1 apartment
S$479 per night
includes taxes & fees
Front Row! West End. Now 2 new bathrooms! Boatslip/Mussel Beach Gym/Sleeps 6!
  • Peace of mind

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  • 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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