A beach house with a sandy path leading to it, surrounded by grass and overlooking the ocean.

Search Dennis Port Cottage Rentals from CA $419

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Dennis Port 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 $329
CA $711 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

2. The View – Where Beach Dreams Begin

The View – Where Beach Dreams Begin
Bass River
8.8 out of 10, Excellent, (3 reviews)
"Perfect location for us. I wanted a place on the beach and I was not disappointed. We will be back and invite others."
United States
Lynn R.
The View – Where Beach Dreams Begin
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 $285
CA $615 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.
The price is CA $321
CA $419 total
includes taxes & fees
Oct 15 - Oct 16
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 $565 total
includes taxes & fees
Oct 12 - Oct 13
🐚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 $238
CA $648 total
includes taxes & fees
Oct 19 - Oct 20
On Town Cove with salt water access! Kayaks and paddle board available for use!
A wooden deck with a view of a lake, surrounded by trees.

7. 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 $194
CA $543 total
includes taxes & fees
Oct 18 - Oct 19
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Exterior

8. Lost At Seaside 1 & 2 - Seas the Day by the Sound

Lost At Seaside 1 & 2 - Seas the Day by the Sound
Bass River
Lost At Seaside 1 & 2 - Seas the Day by the Sound
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

9. 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 $242
CA $755 total
includes taxes & fees
Oct 21 - Oct 22
Seaside Escape-Art-filled 2 Bd on Town Cove
A house surrounded by dense forest, overlooking a body of water.

10. 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 $298
CA $667 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.

11. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (28 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 $215
CA $627 total
includes taxes & fees
Oct 18 - Oct 19
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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 $281
CA $694 total
includes taxes & fees
Oct 12 - Oct 13
Edgewood on Campground Beach/Steps to the Sand
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

13. 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 $234
CA $596 total
includes taxes & fees
Oct 20 - Oct 21
The Breeze on Minister's Pond
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

14. 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 $237
CA $742 total
includes taxes & fees
Oct 12 - Oct 13
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
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 $805 total
includes taxes & fees
Oct 12 - Oct 13
Captain's Quarters by Nauset Beach
A single-story cabin with a front porch, a small deck, and a mailbox.

16. 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.
The price is CA $368
CA $1,264 total
includes taxes & fees
Oct 11 - Oct 12
Driftwood Cottages - 85 - Lobster
welcome home to an open concept and clean canvas.

17. 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 $642
CA $2,187 total
includes taxes & fees
Oct 18 - Oct 19
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A two-story house with a front porch, a small attached garage, and a gravel driveway.

18. 🌊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 $211
CA $566 total
includes taxes & fees
Oct 12 - Oct 13
🌊The Ocean Cottage on Thumpertown 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
The price is CA $381
CA $1,281 total
includes taxes & fees
Oct 11 - Oct 12
Driftwood Cottages - 65A - Whale
A single-story mobile home with a front porch, a small deck, and a wooden fence.

20. 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.
Driftwood Cottages - Crab
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 Dennis Port Hotel Reviews

Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

10/10 Excellent
"Excellent emplacement, très propres. Personnel accueillant!"
Alex 1-night trip
Posted 6 hours ago
Dennis Port Surf Club (Boutique Hotel)

Find out more about Dennis Port

Dennis Port Cottages information

Number of reviews
345
Accommodation
65 Cottages
Lowest Price
CA $419
Highest Price
CA $2,187

Frequently asked questions

How much do cottages in Dennis Port cost?
Prices for cottages in Dennis Port range between CA $419 and CA $2,187 per night. No matter your budget, you're sure to find the perfect place to get in touch 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 Dennis Port?
Select from multiple cottages in Dennis Port that have a total average guest review rating of 9.5. 16 Flakeyard Way - Four Bedroom House is an ideal place to relax and unwind between adventures. This 3.5-star cottage also comes with a water view and clothes washing facilities. 10 Squanto Drive - One Bedroom House is another leading option with visitors to this area. It has a 3.5-star rating and amenities including a patio and clothes washing facilities.
How many cottages are there in Dennis Port?
Stay in touch with nature in one of the 65 cottages available in Dennis Port. To help you select a stay that's right for you, use our handy filter tool to search for perks or amenities you prefer.
Are there any family-friendly cottages in Dennis Port?
Many travellers needing a family-friendly cottage in Dennis Port book 16 Flakeyard Way - Four Bedroom House. With a 3.5-star rating and amenities like WiFi and a stovetop, you'll feel right at home here. Another top option for families who crave time out close to nature is 10 Squanto Drive - One Bedroom House. WiFi and a fridge help make this 3.5-star cottage a great base for your Dennis Port trip. Dennis Port boasts plenty of family-friendly attractions to visit when you need to keep the kids busy. Cape Cod Inflatable Park and Mayflower Beach promise a fun-fuelled day for both young and old.
Why book your cottage in Dennis Port with Expedia?
Reserving a cottage in Dennis Port is as easy as working out your travel dates and choosing your ideal place for a vacation in the outdoors. From high-end retreats to affordable stays and cottages that come with perks like free WiFi, Expedia has something for all traveler styles. As for the best deals around? We have them too!
How can I find cheap cottages in Dennis Port?
Expedia is here to help you locate cheap cottages in Dennis Port. To discover a fantastic stay in just a few clicks, use our convenient filter tool to refine your search results by amenities, star rating and budget.
What is there to do in Dennis Port near my cottage?
The best travel accessory is a well-planned schedule. Sea Street Beach is a great place to start your sightseeing in Dennis Port.

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