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

Search Dennis Port Cottage Rentals from CA $539

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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 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 $327
CA $698 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 $318
CA $722 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 $283
CA $610 total
includes taxes & fees
Nov 1 - Nov 2
Cozy, vacation home in a charming duplex cottage
A wooden deck with white railings, wicker chairs, and a blue umbrella.

4. 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, (69 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $205
CA $602 total
includes taxes & fees
Oct 20 - Oct 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
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 $209
CA $560 total
includes taxes & fees
Oct 22 - Oct 23
🐚The Bay Cottage on Thumpertown Beach
A house surrounded by dense forest, overlooking a body of water.

6. 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 $222
CA $568 total
includes taxes & fees
Nov 3 - Nov 4
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.

7. 🦀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 $622 total
includes taxes & fees
Oct 22 - Oct 23
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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 $192
CA $539 total
includes taxes & fees
Oct 22 - Oct 23
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
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 $240
CA $741 total
includes taxes & fees
Oct 21 - Oct 22
Seaside Escape-Art-filled 2 Bd on Town Cove
A beach with a wooden boardwalk and a rocky foreground.

10. 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 $279
CA $688 total
includes taxes & fees
Oct 22 - Oct 23
Edgewood on Campground Beach/Steps to the Sand
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

11. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (27 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 $232
CA $591 total
includes taxes & fees
Oct 22 - Oct 23
The Breeze on Minister's Pond
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

12. 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 $235
CA $735 total
includes taxes & fees
Oct 21 - Oct 22
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.

13. 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 $265
CA $800 total
includes taxes & fees
Oct 22 - Oct 23
Captain's Quarters by Nauset Beach
A two-story house with a front porch, a small attached garage, and a gravel driveway.

14. 🌊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 $209
CA $560 total
includes taxes & fees
Oct 22 - Oct 23
🌊The Ocean Cottage on Thumpertown Beach
welcome home to an open concept and clean canvas.

15. 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.
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Exterior

16. Lost at Seaside – Your Cozy Coastal Hideaway

Lost at Seaside – Your Cozy Coastal Hideaway
Bass River
8.6 out of 10, Excellent, (7 reviews)
"Wonderful property with incredible ocean view. Host provided everything needed, lots of lovely themed decor. We honestly can't wait to stay here again!"
United States
Sharon P.
Lost at Seaside – Your Cozy Coastal Hideaway
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

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

10/10 Excellent
"Wonderful stay. Enjoyed the beach. Great breakfast. Great staff. Seemed well run."
Vincent 2-night trip
Posted 21 hours ago
By the Sea Guests Bed & Breakfast & Suites

Find out more about Dennis Port

Dennis Port Cottages information

Number of reviews
150
Accommodation
64 Cottages
Lowest Price
CA $539
Highest Price
CA $800

Frequently asked questions

How much do cottages in Dennis Port cost?
Prices for cottages in Dennis Port range between CA $539 and CA $800 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 9.4. 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 64 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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