A waterfront with a boat docked, a bridge, and a building with a 'Speedway' sign.

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Check prices for these dates

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

Our top choices for West Dennis cottages

A single-story house with a gabled roof, a front porch, and a small front yard.

1. 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)
"would stay here again"
United States
david r.
The price is CA $328
CA $708 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A house with a deck, a flag, and a garage.

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

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
The price is CA $319
CA $724 total
includes taxes & fees
Nov 7 - Nov 8
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A house with a front porch, a small garden, and a mailbox.

3. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is CA $284
CA $612 total
includes taxes & fees
Nov 1 - Nov 2
Cozy, vacation home in a charming duplex cottage
A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

4. 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, (142 reviews)
"Excellent with the pond!"
United States
shannon s.
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

5. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 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 CA $210
CA $562 total
includes taxes & fees
Oct 18 - Oct 19
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with white railings, wicker chairs, and a blue umbrella.

6. 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, (68 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $208
CA $607 total
includes taxes & fees
Oct 19 - Oct 20
On Town Cove with salt water access! Kayaks and paddle board available for use!
A two-story house with a front porch, a small front yard, and a driveway.

7. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is CA $196
CA $612 total
includes taxes & fees
Oct 18 - Oct 19
Charming Family-friendly Getaway in Sandwich!
A wooden deck with a view of a lake, surrounded by trees.

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

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is CA $193
CA $541 total
includes taxes & fees
Oct 18 - Oct 19
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A house surrounded by dense forest, overlooking a body of water.

9. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is CA $228
CA $578 total
includes taxes & fees
Nov 2 - Nov 3
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

10. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (29 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 $214
CA $624 total
includes taxes & fees
Oct 18 - Oct 19
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

11. 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 CA $241
CA $752 total
includes taxes & fees
Oct 20 - Oct 21
Seaside Escape-Art-filled 2 Bd on Town Cove
A beach with a wooden boardwalk and a rocky foreground.

12. 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 CA $280
CA $690 total
includes taxes & fees
Oct 18 - Oct 19
Edgewood on Campground Beach/Steps to the Sand
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

13. 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 CA $236
CA $738 total
includes taxes & fees
Oct 20 - Oct 21
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

14. 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 $233
CA $593 total
includes taxes & fees
Oct 20 - Oct 21
The Breeze on Minister's Pond
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

15. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"It is a beautiful property."
United States
Phillip B.
The price is CA $266
CA $803 total
includes taxes & fees
Oct 25 - Oct 26
Captain's Quarters by Nauset Beach
A two-story house with a front porch, a small attached garage, and a gravel driveway.

16. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is CA $210
CA $562 total
includes taxes & fees
Oct 18 - Oct 19
🌊The Ocean Cottage on Thumpertown Beach
A single-story cabin with a front porch, a small deck, and a mailbox.

17. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"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.
Driftwood Cottages - 85 - Lobster
welcome home to an open concept and clean canvas.

18. 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, (8 reviews)
"The Cape Coddage was perfect! Great location, beautiful little cottage and great hosts! We will definitely be repeat customers in the future. Quintessential Cape Cod, don’t hesitate to give it a try!"
United States
Jason M.
The price is CA $575
CA $2,139 total
includes taxes & fees
Oct 18 - Oct 19
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A single-story mobile home with a porch, a small deck, and a gravel driveway.

19. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
Driftwood Cottages - 65A - Whale
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 West Dennis Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Didn’t like the room next to the pool, especially on the first floor. No privacy. No fresh air. No sunlight. Had a damp feeling in the room the whole week. But we did like Nate the bar tender!"
James 4-night trip
Posted 5 hours ago
Margaritaville Resort Cape Cod

Find out more about West Dennis

West Dennis Cottages information

Number of reviews
352
Accommodation
574 Cottages
Lowest Price
CA $541
Highest Price
CA $2,139

Frequently asked questions

How much do cottages in West Dennis cost?
You'll pay between CA $541 and CA $2,139 per night for cottages in West Dennis. Whatever your budget, a fantastic stay is a click away on Expedia. 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.
How many cottages are there in West Dennis?
You can choose from 574 cottages in West Dennis. Whether you're vacationing with the family or planning a weekend break with your best buds, Expedia will help you find the perfect space to enjoy nature's beauty.
Are there any family-friendly cottages in West Dennis?
If you're looking to get in touch with nature in West Dennis, check the crew in to 16 Flakeyard Way - Four Bedroom House. With a 3.5-star rating and conveniences like WiFi and a patio, you'll find it easy to get comfortable at this family-friendly cottage. Once you've checked in and unpacked your suitcase, there's no shortage of family-friendly attractions to explore in and around West Dennis. Cape Cod Inflatable Park and Mayflower Beach are two popular options.
Why book your cottage in West Dennis with Expedia?
We think that a vacation should be a breeze, so if you're seeking cottages in West Dennis at an affordable price, Expedia can help. Keep the budget in check and select a thrifty option surrounded by nature, or splurge on an upmarket cottage to really pamper your favorite people.
How can I find cheap cottages in West Dennis?
With Expedia's helpful filter tool, sourcing cheap cottages in West Dennis is a snap. To find accommodations that'll make your wallet happy, narrow your search results by star rating, budget and amenities.
What is there to do in West Dennis near my cottage?
The ultimate travel accessory is a well-planned to-do list. West Dennis Beach is a terrific place to start your adventures in West Dennis.

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