Wellfleet holiday rentals

We found 2,692 holiday rentals — enter your dates for availability
Select from 226 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:4 Dec - 11 Dec

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

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
S$1,027
for 7 nights, 1 cottage
S$147 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
(30 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
S$7,475
for 7 nights, 1 home
S$1,068 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
rear view of house
Exterior
entrance to mallardview
Interior
Exceptional
(63 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,150
for 7 nights, 1 home
S$1,450 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
View from Dining
2nd Floor Primary Bedroom
Primary 2nd Floor Sleeping Area
View from Dining Area to Living Room
Exceptional
(18 reviews)

Luxury Waterfront Home with Private Beach on Cape Cod Bay

Dennis

8% off
S$35,457
for 7 nights, 1 home
S$5,065 per night
includes taxes & fees
Luxury Waterfront Home with Private Beach on Cape Cod Bay
two-story entrance Foyer
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

7% off
S$11,007
for 7 nights, 1 home
S$1,572 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Living area
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$15,822
for 7 nights, 1 home
S$2,260 per night
includes taxes & fees
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Second Deck Bar Sitting/Dining Area
Breakfast Nook with Pool View
New Chefs Kitchen
Breakfast Nook With Pool and Tranquil Forest View
Exceptional
(36 reviews)

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes

Brewster

7% off
S$6,514
for 7 nights, 1 home
S$931 per night
includes taxes & fees
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes
Hallway
Backyard
Open concept living/dining room, leading to back deck
Downstairs game and movie room
Exceptional
(22 reviews)

Peaceful Cape Cod retreat, 1.5mi to National Seashore

Orleans

7% off
S$6,606
for 7 nights, 1 home
S$944 per night
includes taxes & fees
Peaceful Cape Cod retreat, 1.5mi to National Seashore
Dining
Open floor plan, cathedral ceiling, leather furniture
Large updated kitchen fully equipped, sliding glass door leading to deck
Kids will love this saucer swing! Baby swing also pictured in background
Exceptional
(43 reviews)

Private setting near beaches-fully air conditioned, game room, fire pit

Eastham

7% off
S$7,391
for 7 nights, 1 home
S$1,056 per night
includes taxes & fees
Private setting near beaches-fully air conditioned, game room, fire pit
Outdoor dining set overlooking the bay on deck
Living room looking toward front / first floor front bedroom door
Kitchen
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$4,588
for 7 nights, 1 home
S$655 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Upstairs queen in View Room
Outdoor dining
View from second floor.
Dinner with a view.
Exceptional
(50 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

7% off
S$4,019
for 7 nights, 1 home
S$574 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Exterior
Marina
Interior
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$1,785
for 7 nights, 1 home
S$255 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Private kitchen
Terrace/patio
Living area
Living area
Exceptional
(12 reviews)

Newly Renovated Quintessential Provincetown West End Luxury Home

Provincetown

8% off
S$17,131
for 7 nights, 1 home
S$2,447 per night
includes taxes & fees
Newly Renovated Quintessential Provincetown West End Luxury Home
Dining
Private kitchen
Living area
Room
Exceptional
(6 reviews)

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

Wellfleet

12% off
S$16,814
for 7 nights, 1 home
S$2,402 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Outdoor dining
Private kitchen
Living area
Exterior
Exceptional
(12 reviews)

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

Dennis

7% off
S$4,131
for 7 nights, 1 home
S$590 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Interior
Exterior detail
Room
Outdoor dining
Exceptional
(41 reviews)

West End Tiny House / Walk to Commercial St

Provincetown

7% off
S$1,750
for 7 nights, 1 cottage
S$250 per night
includes taxes & fees
West End Tiny House / Walk to Commercial St
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Outdoor dining
Dining
Updated Kitchen for Summer 2020
Fully equipped
Exceptional
(55 reviews)

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

South Dennis

11% off
S$4,951
for 7 nights, 1 home
S$707 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
Living area
Exceptional
(31 reviews)

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

Eastham

7% off
S$4,347
for 7 nights, 1 home
S$621 per night
includes taxes & fees
Sun-filled, renovated house within minutes walk to private bay sides beach.
Property grounds
Four Ten Commercial St. Your vacation home - off the center of Provincetown.
Kitchen is fully-equipped with the best...
Living room, bay views, comfy seating, flat screen and good sound.
Exceptional
(48 reviews)

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

Provincetown

7% off
S$5,968
for 7 nights, 1 home
S$853 per night
includes taxes & fees
Enjoy any time of year- at East End Captains Home, Provincetown
Terrace/patio
Dining room with water views
Study/Lounge are with water views
Room
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,241
for 7 nights, 1 home
S$749 per night
includes taxes & fees
Steps to Paine's Creek-The Perfect Vacation Home
Large comfy leather sectional , view looking out to deck and dining area
Private sun deck surrounded by lush planting
Main bedroom with comfortable queen bed, closet, 4-drawer dresser, TV
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$2,986
for 7 nights, 1 cottage
S$427 per night
includes taxes & fees
Free-Standing, Spacious, Modern Cottage, 1 Bdrm + loft, town center, 1 parking
Room
Private kitchen
Exterior
Living area
Exceptional
(26 reviews)

Sweet Escape...only 5 minutes from Provincetown and beaches!

North Truro

7% off
S$5,692
for 7 nights, 1 apartment
S$813 per night
includes taxes & fees
Sweet Escape...only 5 minutes from Provincetown and beaches!
Dining
Living area
Exterior
Private kitchen
Exceptional
(9 reviews)

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

Provincetown

11% off
S$9,370
for 7 nights, 1 home
S$1,339 per night
includes taxes & fees
Central & Quiet Modern townhome 3 levels. 5 Min walk to townhall. Parking avail
Great island for sharing time with family and friends; watch tv or play games
Beautiful Provincetown harbor view
Colorful living room w/ample seating;easy access to dining for 6+
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$3,958
for 7 nights, 1 apartment
S$565 per night
includes taxes & fees
Front Row! West End. Now 2 new bathrooms! Boatslip/Mussel Beach Gym/Sleeps 6!

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)
  • Cape Cod Lavender Farm (16.7 mi / 26.9 km)
  • Cape Cod Baseball & Bumper Boats (18.2 mi / 29.3 km)
  • Rail Trail Bike Shop (12.1 mi / 19.6 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:

  • Cape Cod Beaches (9.2 mi / 14.8 km)
  • 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)
  • Wellfleet Bay Wildlife Sanctuary (3.7 mi / 5.9 km)
  • Marconi Beach (4.5 mi / 7.3 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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