A row of historic houses with gabled roofs and white trim, surrounded by lush greenery and a well-maintained hedge.

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Our top choices for Wellfleet cottages

1. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is CA $191
CA $482 total
includes taxes & fees
Sep 10 - Sep 11
🐳 The Whale Song - Dog-Friendly Studio

2. Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
South Wellfleet
10.0 out of 10, Exceptional, (71 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

3. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (63 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $218
CA $547 total
includes taxes & fees
Sep 23 - Sep 24
On Town Cove with salt water access! Kayaks and paddle board available for use!

4. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (6 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is CA $306
CA $678 total
includes taxes & fees
Sep 19 - Sep 20
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

5. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is CA $376
CA $769 total
includes taxes & fees
Sep 17 - Sep 18
The Breeze on Minister's Pond

6. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (19 reviews)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
The price is CA $430
CA $840 total
includes taxes & fees
Sep 8 - Sep 9
Castaway Cottage on the bay~Dog Friendly Too!

7. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is CA $321
CA $750 total
includes taxes & fees
Sep 13 - Sep 14
🦀Waterfront at The Velvet Crab~Amazing Sunsets

8. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is CA $198
CA $949 total
includes taxes & fees
Sep 1 - Sep 2
6 Mi to Beach: Home w/ Deck in Brewster!

9. Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Eastham
9.2 out of 10, Wonderful, (103 reviews)
"Ideal location, super comfortable, peaceful. Exactly what we were hoping for. Very clean."
United States
Elaine
The price is CA $341
CA $766 total
includes taxes & fees
Sep 1 - Sep 2
Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

10. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (137 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is CA $279
CA $363 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

11. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (120 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $159
CA $418 total
includes taxes & fees
Sep 24 - Sep 25
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

12. Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Harwich
9.6 out of 10, Exceptional, (5 reviews)
"We had an amazing stay! The house was exactly what we were looking for when booking. The host was amazing and accommodating for our dates. Communication was easy and responsive. We look forward to booking again in the future. "
United States
Laura J.
The price is CA $457
CA $1,110 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

13. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is CA $554
CA $757 total
includes taxes & fees
Aug 30 - Aug 31
Harwich Hideaway with King Beds Pet Friendly!

14. Mermaid Cottage! beautiful propety!

Mermaid Cottage! beautiful propety!
Dennis
10.0 out of 10, Exceptional, (120 reviews)
"The host was most welcoming and the house was perfect!"
United States
Maryellen R.
The price is CA $517
CA $674 total
includes taxes & fees
Aug 30 - Aug 31
Mermaid Cottage! beautiful propety!

15. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.8 out of 10, Exceptional, (6 reviews)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is CA $285
CA $666 total
includes taxes & fees
Aug 26 - Aug 27
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

16. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"Great spot!"
United States
Mia A.
The price is CA $390
CA $779 total
includes taxes & fees
Sep 22 - Sep 23
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

17. Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Bass River
10.0 out of 10, Exceptional, (10 reviews)
"The cottage was cozy and renovated in an excellent location with lots to do nearby. Nina made things easy and convenient for an all around outstanding stay. "
United States
Nathan S.
The price is CA $395
CA $864 total
includes taxes & fees
Sep 15 - Sep 16
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

18. Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Bass River
The price is CA $380
CA $847 total
includes taxes & fees
Sep 3 - Sep 4
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

19. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (6 reviews)
"Lock didn’t work"
United States
Claudine
The price is CA $623
CA $1,259 total
includes taxes & fees
Sep 22 - Sep 23
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

20. Seaglass Cottage – Where Calm Meets Tide

Seaglass Cottage – Where Calm Meets Tide
Bass River
The price is CA $511
CA $767 total
includes taxes & fees
Sep 3 - Sep 4
Seaglass Cottage – Where Calm Meets Tide
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

Find out more about Wellfleet

Wellfleet Cottages information

Number of reviews
611
Accommodation
539 Cottages
Lowest Price
CA $363
Highest Price
CA $1,110

Frequently asked questions

How much do cottages in Wellfleet cost?
Prices for cottages in Wellfleet range between CA $363 and CA $1,110 per night. Whatever your budget, you'll find an ideal place to get reacquainted with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Wellfleet?
A guest favourite is Cottages At The Even'tide Resort. Get comfortable at this 2.5-star stay which comes with a barbecue grill and a terrace. Private Beach. Private Yard. And A New Private Master Suite is another recommended option worth checking out. Spend your break at this 3-star cottage and take advantage of conveniences including a garden and a barbecue grill. You'll have your pick of multiple cottages in Wellfleet with a total average guest review rating of 9.7.
How many cottages are there in Wellfleet?
Choose from 539 cottages in Wellfleet. Whether you're traveling with the kids or organizing a weekend retreat with your best buds, Expedia can help you find the ideal space to reconnect with nature.
Are there any family-friendly cottages in Wellfleet?
Kick back at Cottages At The Even'tide Resort, a 2.5-star cottage not far from downtown. Conveniences here include a playground and a picnic area. Another family-friendly pick where you can swap the urban jungle for wide open spaces is Private Beach. Private Yard. And A New Private Master Suite. An oven and clothes washing facilities help make this 3-star cottage a top pick. After checking in and chilling in your home away from home, it's time to hit the road and explore some of the local sights. Cape Cod Beaches and Nauset Beach are fun family-friendly attractions in Wellfleet.
Why book your cottage in Wellfleet with Expedia?
We think that a vacation should be a piece of cake, so if you're after cottages in Wellfleet at a competitive price, Expedia has got you covered. Keep the budget in check and pick a thrifty option far from the downtown buzz, or splurge on an upscale cottage to spoil the ones you love most.
How can I find cheap cottages in Wellfleet?
A wonderful way to spot cheap cottages in Wellfleet is with Expedia's useful filter tool. Narrow down your search results by budget, star rating and amenities to snag unbeatable deals in just a few keystrokes.
What is there to do in Wellfleet near my cottage?
There are lots of wonderful things to do and see in Wellfleet. You won't want to miss attractions like Cahoon Hollow Beach, Wellfleet Public Library and Mayo Beach. Indian Neck Beach, Marconi Beach and Wellfleet Harbor Actors Theater are also on many to-do lists.

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