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

Search Wellfleet Cottage Rentals

  • 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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Wellfleet cottages

Exterior

1. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is ￥23,076
￥61,784 total
includes taxes & fees
Oct 5 - Oct 6
🐚The Bay Cottage on Thumpertown Beach
Outdoor dining

2. The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
6.0 out of 10, (1 review)
The price is ￥30,597
￥87,542 total
includes taxes & fees
Sep 28 - Sep 29
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Property grounds

3. 🐳 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 ￥17,039
￥49,124 total
includes taxes & fees
Sep 14 - Sep 15
🐳 The Whale Song - Dog-Friendly Studio
Beach

4. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is ￥31,296
￥76,524 total
includes taxes & fees
Sep 28 - Sep 29
Edgewood on Campground Beach/Steps to the Sand
Exterior

5. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is ￥34,879
￥132,576 total
includes taxes & fees
Sep 8 - Sep 9
Driftwood Cottages - 65A - Whale
Property grounds

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 ￥39,314
￥82,513 total
includes taxes & fees
Sep 8 - Sep 9
Castaway Cottage on the bay~Dog Friendly Too!
Property grounds

7. 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 ￥23,588
￥62,551 total
includes taxes & fees
Oct 5 - Oct 6
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Terrace/patio

8. 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, (64 reviews)
"Clean, great location. "
United States
Peter G.
The price is ￥27,318
￥71,107 total
includes taxes & fees
Oct 4 - Oct 5
On Town Cove with salt water access! Kayaks and paddle board available for use!
Outdoor dining

9. 🦀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 ￥27,993
￥74,562 total
includes taxes & fees
Sep 13 - Sep 14
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Terrace/patio

10. 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 ￥38,802
￥81,928 total
includes taxes & fees
Sep 17 - Sep 18
The Breeze on Minister's Pond
Exterior

11. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.6 out of 10, Exceptional, (12 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is ￥23,076
￥61,249 total
includes taxes & fees
Sep 27 - Sep 28
🌊The Ocean Cottage on Thumpertown Beach
Terrace/patio

12. Windswept on Campground Beach

Windswept on Campground Beach
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"So nice to be steps from the beach for morning walks and sunset catching . A great location on the Cape. Glad to have the grill to enjoy our fresh caught striped bass Capt Joe (ReelEz) put us on . The charm of a historic cottage made for comfortable family time. Thank you !"
United States
Lars S.
The price is ￥45,467
￥110,817 total
includes taxes & fees
Sep 28 - Sep 29
Windswept on Campground Beach
Terrace/patio

13. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is ￥29,400
￥86,533 total
includes taxes & fees
Oct 5 - Oct 6
Seaside Escape-Art-filled 2 Bd on Town Cove
House (3 Bedrooms) | Front of property

14. 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 ￥22,864
￥109,532 total
includes taxes & fees
Sep 20 - Sep 21
6 Mi to Beach: Home w/ Deck in Brewster!
Property grounds

15. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Three women stayed in this cottage, it was completely fabulous, very clean, pretty cottagy feel, nice location, quiet & peaceful!mBeds were comfortable, kitchen was well organized and functional. The size was perfect, nice comfortable living room. Really overall a wonderful accommodation! We will definitely come back! Hopefully soon!"
United States
Peggy R.
The price is ￥34,186
￥93,616 total
includes taxes & fees
Sep 8 - Sep 9
Captain's Quarters by Nauset Beach
Exterior

16. Driftwood Cottages - Crab

Driftwood Cottages - Crab
Eastham
8.8 out of 10, Excellent, (3 reviews)
"This is a cute little cottage within 10 minutes walk to a bay beach. Property was very clean. Hosts were easy to contact and responded quickly. It’s a good value for the money and we would definitely consider staying here again especially for the prime location. Pet friendly was also a huge plus!"
United States
Megan T.
The price is ￥35,635
￥132,166 total
includes taxes & fees
Sep 8 - Sep 9
Driftwood Cottages - Crab
Exterior

17. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
10.0 out of 10, Exceptional, (1 review)
"We got moved here after a terrible experience with an other rental in the area. We were very happy with this place. It was spacious and clean. Close to the beach, about a 5 minute walk. I would recommend seeing the sunset."
United States
Christina L.
The price is ￥46,224
￥147,105 total
includes taxes & fees
Sep 14 - Sep 15
Driftwood Cottages - 85 - Lobster
Terrace/patio

18. 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 ￥32,153
￥41,524 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Beach

19. 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, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
The price is ￥18,895
￥48,520 total
includes taxes & fees
Sep 24 - Sep 25
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

20. Driftwood Cottages - all 3 units

Driftwood Cottages - all 3 units
Eastham
The price is ￥79,040
￥162,232 total
includes taxes & fees
Sep 8 - Sep 9
Driftwood Cottages - all 3 units
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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

8/10 Good
"N/A"
Maurice 2-night trip
Posted 8 hours ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about Wellfleet

Wellfleet Cottages information

Number of reviews
452
Accommodation
535 Cottages
Lowest Price
￥41,524
Highest Price
￥162,232

Frequently asked questions

How much do cottages in Wellfleet cost?
Prices for cottages in Wellfleet range between ￥41,524 and ￥162,232 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 favorite 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 9.6.
How many cottages are there in Wellfleet?
Choose from 535 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.