A coastal road curving along a grassy embankment with a lighthouse and a house in the distance.

Holiday Homes in Wellfleet

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Wellfleet holiday homes

A dining area with a wooden table set for four, surrounded by chairs. A large mirror hangs on the wall, reflecting the room.

1. Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.8 out of 10, Excellent, (5 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is AU$798
includes taxes & fees
19 Oct - 20 Oct
Ebb Tide~3b/2b and dog friendly for 2-10
A beach with calm waters and a sunset.

2. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
Wellfleet
8.4 out of 10, Very good, (8 reviews)
"Lighting was poor in the communal space. , mattresses lumpy but okay. The couch in the communal space very low for a senior person. "
United States
Miriam H.
The price is AU$741
includes taxes & fees
14 Oct - 15 Oct
2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
Steps to the beach

3. Waterfront~Dog Friendly~ Lieutenant's Lodge

Waterfront~Dog Friendly~ Lieutenant's Lodge
Wellfleet
9.8 out of 10, Exceptional, (15 reviews)
"My family of 6 (with 4 kids ranging from 5 to 16) all loved it here! We hope to stay again in the future! Super comfortable beds!"
United States
Lorie D.
The price is AU$965
includes taxes & fees
25 Oct - 26 Oct
Waterfront~Dog Friendly~ Lieutenant's Lodge
A sandy beach with wooden posts and a clear view of the ocean.

4. Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (34 reviews)
"We had a lovely visit with access to the beach and very comfortable beds. Enjoyed a beautiful sunset!"
United States
Debra H.
The price is AU$726
includes taxes & fees
25 Oct - 26 Oct
Sand Bar-Dog Friendly on Cooks Brook Beach
A patio with Adirondack chairs, a fire pit, and a wooden deck.

5. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"The house was cute and clean. The private beach was amazing. We enjoyed our stay!"
United States
Susan W.
The price is AU$587
includes taxes & fees
14 Oct - 15 Oct
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

6. Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.8 out of 10, Exceptional, (7 reviews)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is AU$730
includes taxes & fees
14 Oct - 15 Oct
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

7. New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful cozy home on a piney coastal island! Wish we could stay longer. Very central for exploring in all directions on the Cape. Awesome hosts with so many great recommendations and thorough info leading up to the stay."
United States
Kaden P.
The price is AU$831
includes taxes & fees
5 Nov - 6 Nov
New! Island Pines-A Dog Friendly Boutique Oasis
An outdoor deck with a grill, dining table, chairs, and an umbrella.

8. Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is AU$734
includes taxes & fees
14 Oct - 15 Oct
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A beach with a wooden fence and a clear view of the ocean.

9. The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (12 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is AU$750
includes taxes & fees
27 Oct - 28 Oct
The Alpine/Walk to Beach for 2 or more!
A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

10. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Driftmoor was a fantastic place to stay for our Labor Day trip to Provincetown. The property is extremely clean and spacious. The location was convenient to several local eateries. Management was easy to communicate with."
United States
David
The price is AU$792
includes taxes & fees
19 Oct - 20 Oct
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

11. Pond House~Waterfront Oasis on Minister's Pond

Pond House~Waterfront Oasis on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (13 reviews)
"Had everything we needed for a comfortable stay."
United States
BILL
The price is AU$732
includes taxes & fees
25 Oct - 26 Oct
Pond House~Waterfront Oasis on Minister's Pond
A dining table with wine glasses, plates, and a bottle, set against a window with a view of trees and a paddleboard.

12. 🐚Shell City on Lt Island

🐚Shell City on Lt Island
Wellfleet
9.6 out of 10, Exceptional, (7 reviews)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
United States
Michele P.
The price is AU$1,028
includes taxes & fees
14 Oct - 15 Oct
🐚Shell City on Lt Island
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

13. National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is AU$710
includes taxes & fees
19 Oct - 20 Oct
National Seashore/Updated/Game Room~Blue Pearl
A wooden outdoor shed with a door, a window, and a gravel path leading to it.

14. Gray Whale-Minutes to Eastham Bay & Ocean Beaches

Gray Whale-Minutes to Eastham Bay & Ocean Beaches
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is AU$802
includes taxes & fees
14 Oct - 15 Oct
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
A living room with a grey sofa, striped rug, and a lamp.

15. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (30 reviews)
"We had such a wonderful time at the Surf Shack. The location was perfect. Within 15 minutes the best beaches, best dining, best shopping..everything. The house was incredibly clean with all the amenities needed to have a great family vacation. The host was incredibly quick to reply to any and all inquiries and was so pleasant to deal with. We couldn’t be any happier with our stay and will definitely stay there again if our travels return us to the Cape."
United States
Justin R.
The price is AU$721
includes taxes & fees
27 Oct - 28 Oct
The Pet-Friendly Surf Shack Hideaway on the Cove
Living room with plenty of seating and beautiful coastal design

16. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Our family enjoyed the downstairs activities, especially nice for the kids to play and adults upstairs. All the bedrooms/baths clean and very nice. Loved our stay. "
United States
Donna R.
The price is AU$952
includes taxes & fees
14 Oct - 15 Oct
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

17. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is AU$827
includes taxes & fees
19 Oct - 20 Oct
10 min walk to Beach - Home with Amazing View & Huge Deck
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

18. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
Eastham
10.0 out of 10, Exceptional, (1 review)
"Just perfect all around!"
United States
Alexis N.
The price is AU$755
includes taxes & fees
27 Oct - 28 Oct
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A deck with outdoor seating and a view of the ocean at sunset.

19. Beachfront~Seaside Sea-duction-Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly
Eastham
10.0 out of 10, Exceptional, (17 reviews)
"Great place. Beautiful mornings, days, and evenings. "
United States
Keith B.
Beachfront~Seaside Sea-duction-Dog Friendly
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

20. Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AU$687
includes taxes & fees
19 Oct - 20 Oct
Lovely House 5 Min to Beach with Deck, Grill, Garage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wellfleet Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"We liked everything. The service was amazing and the resort is beautiful."
Linda 3-night trip
Posted less than an hour ago
Chatham Bars Inn

Find out more about Wellfleet

Wellfleet Holiday Homes information

Number of reviews
150
Accommodation
2447 Holiday Homes
Lowest Price
AU$587
Highest Price
AU$1,028