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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Wellfleet vacation 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 CA $236
CA $796 total
includes taxes & fees
Oct 22 - Oct 23
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 CA $348
CA $749 total
includes taxes & fees
Oct 22 - Oct 23
2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
A wooden deck with a table and chairs, an umbrella, and a view of the sea.

3. Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (85 reviews)
"Amazing stay at this pet-friendly cottage on the beach. Location was great and the hosts were very accommodating. We loved the privacy of the island, the outdoor space, and the sunsets overlooking the bay!"
United States
Scott M.
The price is CA $280
CA $724 total
includes taxes & fees
Nov 15 - Nov 16
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Steps to the beach

4. 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 CA $371
CA $974 total
includes taxes & fees
Oct 26 - Oct 27
Waterfront~Dog Friendly~ Lieutenant's Lodge
A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

5. 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 CA $262
CA $794 total
includes taxes & fees
Nov 4 - Nov 5
New! Island Pines-A Dog Friendly Boutique Oasis
A sandy beach with wooden posts and a clear view of the ocean.

6. Sand Bar~3 BR Dog Friendly Beachside Home

Sand Bar~3 BR Dog Friendly Beachside Home
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 CA $256
CA $730 total
includes taxes & fees
Oct 22 - Oct 23
Sand Bar~3 BR Dog Friendly Beachside Home
An outdoor deck with a grill, dining table, chairs, and an umbrella.

7. 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 CA $219
CA $736 total
includes taxes & fees
Nov 4 - Nov 5
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A patio with Adirondack chairs, a fire pit, and a wooden deck.

8. 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, (5 reviews)
The price is CA $208
CA $594 total
includes taxes & fees
Oct 22 - Oct 23
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.

9. 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, (8 reviews)
"Clean well maintained"
United States
mark A.
The price is CA $219
CA $736 total
includes taxes & fees
Oct 22 - Oct 23
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
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 CA $262
CA $794 total
includes taxes & fees
Oct 28 - Oct 29
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
A beach with a wooden fence and a clear view of the ocean.

11. 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 CA $223
CA $743 total
includes taxes & fees
Oct 22 - Oct 23
The Alpine/Walk to Beach for 2 or more!
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 CA $354
CA $1,006 total
includes taxes & fees
Oct 22 - Oct 23
🐚Shell City on Lt Island
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

13. 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 CA $220
CA $740 total
includes taxes & fees
Oct 22 - Oct 23
Pond House~Waterfront Oasis on Minister's Pond
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

14. 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 CA $214
CA $712 total
includes taxes & fees
Oct 22 - Oct 23
National Seashore/Updated/Game Room~Blue Pearl
A wooden outdoor shed with a door, a window, and a gravel path leading to it.

15. 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 CA $274
CA $809 total
includes taxes & fees
Oct 22 - Oct 23
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
A living room with a grey sofa, striped rug, and a lamp.

16. 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 CA $216
CA $715 total
includes taxes & fees
Nov 4 - Nov 5
The Pet-Friendly Surf Shack Hideaway on the Cove
Living room with plenty of seating and beautiful coastal design

17. 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 CA $269
CA $931 total
includes taxes & fees
Nov 4 - Nov 5
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
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, (2 reviews)
"Served us perfectly and lovely gifts and touches"
United States
Tereasa F.
The price is CA $310
CA $691 total
includes taxes & fees
Nov 4 - Nov 5
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

19. 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 CA $195
CA $675 total
includes taxes & fees
Oct 26 - Oct 27
Lovely House 5 Min to Beach with Deck, Grill, Garage
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

20. 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 CA $224
CA $756 total
includes taxes & fees
Oct 28 - Oct 29
10 min walk to Beach - Home with Amazing View & Huge Deck
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.
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Top Wellfleet Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Tub in the room was awesome. We lost power the morning we were going to check out. About 4 hours with electricity. I called the front desk 2 times. With no response. I know the front staff are not electricians but they could have acknowledged us. Over all. Good stay"
cecilia 2-night trip
Posted 2 hours ago
Bayside Resort Hotel

Find out more about Wellfleet

Wellfleet Vacation Homes information

Number of reviews
222
Accommodation
2407 Vacation Homes
Lowest Price
CA $594
Highest Price
CA $1,006

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