Wellfleet holiday rentals

We found 2,694 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:27 Nov - 4 Dec

Outdoor dining
Exterior
Private kitchen
Living area
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
Pool house: a quiet hideaway or remote office
Backyard view of house
Dining room, looking into home office
Large family room with lots of seating; perfect for family game night
Exceptional
(29 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
S$7,477
for 7 nights, 1 home
S$1,068 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
Interior
Exterior
Private kitchen
entrance to mallardview
Exceptional
(62 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
S$10,153
for 7 nights, 1 home
S$1,450 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
Refreshing outdoor shower
Wet bar in the pool room
two-story entrance Foyer
Game room with beautiful pool table and wet bar.
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

7% off
S$11,010
for 7 nights, 1 home
S$1,573 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Primary 2nd Floor Sleeping Area
2nd Floor Primary Bedroom
Property grounds
View from Dining Area to Living Room
Exceptional
(18 reviews)

Luxury Waterfront Home with Private Beach on Cape Cod Bay

Dennis

8% off
S$35,465
for 7 nights, 1 home
S$5,066 per night
includes taxes & fees
Luxury Waterfront Home with Private Beach on Cape Cod Bay
Garden Entrance
Breakfast Nook with Pool View
Second Deck Bar Sitting/Dining Area
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$6,516
for 7 nights, 1 home
S$931 per night
includes taxes & fees
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes
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
Living room looking toward front
Exceptional
(28 reviews)

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

Eastham

6% off
S$4,589
for 7 nights, 1 home
S$656 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Exterior
Marina
Pine Room/Family room with queen pull out couch
Interior
Exceptional
(43 reviews)

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

South Dennis

7% off
S$1,859
for 7 nights, 1 home
S$266 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
View from second floor.
Outdoor dining
The Woolrych House sits above a private Brewster beach.
Upstairs queen in View Room
Exceptional
(50 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

7% off
S$4,764
for 7 nights, 1 home
S$681 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Room
Terrace/patio
Private kitchen
Living area
Exceptional
(12 reviews)

Newly Renovated Quintessential Provincetown West End Luxury Home

Provincetown

8% off
S$17,703
for 7 nights, 1 home
S$2,529 per night
includes taxes & fees
Newly Renovated Quintessential Provincetown West End Luxury Home
Room
Private kitchen
Property grounds
Dining
Exceptional
(6 reviews)

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

Wellfleet

12% off
S$16,818
for 7 nights, 1 home
S$2,403 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Living area
Private kitchen
Interior
Outdoor dining
Exceptional
(12 reviews)

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

Dennis

7% off
S$3,761
for 7 nights, 1 home
S$537 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Living area
Outdoor dining
Exterior
Dining
Exceptional
(31 reviews)

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

Eastham

7% off
S$4,348
for 7 nights, 1 home
S$621 per night
includes taxes & fees
Sun-filled, renovated house within minutes walk to private bay sides beach.
Terrace/patio
Marina
Private kitchen
Beach
Exceptional
(36 reviews)

Large and updated and condo, close to the center of town with 2 car parking!

Provincetown

6% off
S$6,345
for 7 nights, 1 apartment
S$906 per night
includes taxes & fees
Large and updated and condo, close to the center of town with 2 car parking!
Property grounds
Four Ten Commercial St. Your vacation home - off the center of Provincetown.
Second bedroom. Queen bed, windows 2 sides. Room safe.
Kitchen is fully-equipped with the best...
Exceptional
(48 reviews)

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

Provincetown

7% off
S$5,969
for 7 nights, 1 home
S$853 per night
includes taxes & fees
Enjoy any time of year- at East End Captains Home, Provincetown
Property grounds
Large common deck
Kitchen
Marina
Exceptional
(85 reviews)

Ideal 2BR Condo – Steps to Beach & Downtown, Waterfront Deck, Parking Included

Provincetown

7% off
S$2,902
for 7 nights, 1 apartment
S$415 per night
includes taxes & fees
Ideal 2BR Condo – Steps to Beach & Downtown, Waterfront Deck, Parking Included
Seating for 3 at kitchen counter
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$4,953
for 7 nights, 1 home
S$708 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Private kitchen
Living area
Terrace/patio
Living area
Exceptional
(27 reviews)

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

Provincetown

8% off
S$9,940
for 7 nights, 1 home
S$1,420 per night
includes taxes & fees
Stunning 3 bed/2 Bath, 1 minute from the Beach
Property grounds
Private kitchen
Living area
Living area
Exceptional
(5 reviews)

Adorable updated Cape in East Orleans!

Orleans

7% off
S$6,345
for 7 nights, 1 home
S$906 per night
includes taxes & fees
Adorable updated Cape in East Orleans!
Terrace/patio
Dining room with water views
Study/Lounge are with water views
Living area
Exceptional
(35 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off
S$5,243
for 7 nights, 1 home
S$749 per night
includes taxes & fees
Steps to Paine's Creek-The Perfect Vacation Home
Room
Private kitchen
Living area
Private kitchen
Exceptional
(26 reviews)

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

North Truro

7% off
S$5,693
for 7 nights, 1 apartment
S$813 per night
includes taxes & fees
Sweet Escape...only 5 minutes from Provincetown and beaches!
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$3,891
for 7 nights, 1 apartment
S$556 per night
includes taxes & fees
Front Row! West End. Now 2 new bathrooms! Boatslip/Mussel Beach Gym/Sleeps 6!
Challenge - bought in 1976. Now: new roof, windows, shingles, porch and deck!
Enjoy bug-free dining on brand new floor-to-ceiling screen porch & ceiling fan
Outdoor cedar shower - with detachable hand shower sprayer.
Living room off kitchen sports two big picture glass window, great bird watching
Exceptional
(11 reviews)

Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.

Brewster

8% off
S$5,855
for 7 nights, 1 home
S$836 per night
includes taxes & fees
Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.
Living area
Living area and exit to the deck.
Murphy bed open.
Modern full kitchen.
Exceptional
(72 reviews)

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

Provincetown

7% off
S$1,826
for 7 nights, 1 apartment
S$261 per night
includes taxes & fees
Wonderful beachside hideaway. Steps to the beach! Steps to the action!
  • 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)
  • Cape Cod Lavender Farm (16.7 mi / 26.9 km)
  • Cape Cod Baseball & Bumper Boats (18.2 mi / 29.3 km)
  • Highland Golf Links (7.8 mi / 12.5 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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