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

Search Dennis Port Cottage Rentals from CA $366

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Dennis Port cottages

A beach with a wooden fence and people walking along the shore.

1. 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 CA $153
CA $416 total
includes taxes & fees
Sep 24 - Sep 25
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
A single-story house with a gabled roof, a front porch, and a small front yard.

2. 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 $349
CA $727 total
includes taxes & fees
Oct 5 - Oct 6
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A house with a deck, a flag, and a garage.

3. 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)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is CA $247
CA $620 total
includes taxes & fees
Sep 22 - Sep 23
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
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, (138 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 $366 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A covered deck with a grill, outdoor furniture, and a view of trees.

5. 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 $951 total
includes taxes & fees
Sep 20 - Sep 21
6 Mi to Beach: Home w/ Deck in Brewster!
A single-story house with a white exterior, black shutters, and a green door.

6. 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 $433
CA $919 total
includes taxes & fees
Sep 27 - Sep 28
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
A house surrounded by trees with a clear path leading to the front door.

7. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is CA $455
CA $628 total
includes taxes & fees
Sep 30 - Oct 1
Harwich Hideaway with King Beds Pet Friendly!

8. The Perfect Shore Escape: The Sandpiper

The Perfect Shore Escape: The Sandpiper
Bass River
10.0 out of 10, Exceptional, (2 reviews)
"The location is perfect! Easy access to anywhere on the Cape! Extremely family friendly and a very relaxing atmosphere. Beautiful beach views!"
United States
Michael C.
The price is CA $372
CA $564 total
includes taxes & fees
Sep 28 - Sep 29
The Perfect Shore Escape: The Sandpiper
A house with a front porch, a small garden, and a mailbox.

9. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (8 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 $303
CA $631 total
includes taxes & fees
Sep 20 - Sep 21
Cozy, vacation home in a charming duplex cottage

10. Flip Flops - Where Cape Dreams Meet the Sea

Flip Flops - Where Cape Dreams Meet the Sea
Bass River
9.2 out of 10, Wonderful, (5 reviews)
"This cottage was lovely. It is a bit small for families. It was very clean and comfortable. Being just steps from the ocean was amazing!"
United States
Michelle N.
The price is CA $391
CA $591 total
includes taxes & fees
Sep 21 - Sep 22
Flip Flops - Where Cape Dreams Meet the Sea
A deck with wicker furniture, a grill, and a large umbrella.

11. 2 Beds Walk to Baxter Beach

2 Beds Walk to Baxter Beach
West Yarmouth
8.0 out of 10, Very good, (1 review)
"Cute small home good for two parents/two kids. Very clean and neat. Basic amenities and utensils. Very much near a good deal of sights and sounds. "
United States
Michael C.
The price is CA $289
CA $1,088 total
includes taxes & fees
Sep 20 - Sep 21
2 Beds Walk to Baxter Beach
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

12. 🐚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 CA $204
CA $548 total
includes taxes & fees
Sep 23 - Sep 24
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with white railings, wicker chairs, and a blue umbrella.

13. 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, (65 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $217
CA $600 total
includes taxes & fees
Sep 20 - Sep 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
A single-story mobile home with a porch, a small deck, and a gravel driveway.

14. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $303
CA $1,152 total
includes taxes & fees
Sep 14 - Sep 15
Driftwood Cottages - 65A - Whale
A single-story house with a front door, a small porch, and a gravel driveway.

15. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
The price is CA $236
CA $501 total
includes taxes & fees
Oct 2 - Oct 3
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

16. 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 $260
CA $764 total
includes taxes & fees
Sep 22 - Sep 23
Seaside Escape-Art-filled 2 Bd on Town Cove
A single-story house with a front door, a small porch, and a gravel driveway.

17. 1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
9.0 out of 10, Wonderful, (22 reviews)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
The price is CA $178
CA $511 total
includes taxes & fees
Oct 2 - Oct 3
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
A beach with a wooden boardwalk and a rocky foreground.

18. 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 $272
CA $671 total
includes taxes & fees
Sep 28 - Sep 29
Edgewood on Campground Beach/Steps to the Sand
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

19. 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 CA $302
CA $836 total
includes taxes & fees
Sep 16 - Sep 17
Captain's Quarters by Nauset Beach

20. 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)
"Lock didn’t work"
United States
Claudine
The price is CA $537
CA $1,153 total
includes taxes & fees
Sep 30 - Oct 1
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
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

Kingfisher Oceanside

Kingfisher Oceanside

10/10 Excellent
"One of the cleanest resorts I have been too. Everyone was so friendly And helpful."
Sandra 3-night trip
Posted 1 day ago
Kingfisher Oceanside

Find out more about Dennis Port

Dennis Port Cottages information

Number of reviews
424
Accommodation
65 Cottages
Lowest Price
CA $366
Highest Price
CA $1,153

Frequently asked questions

How much do cottages in Dennis Port cost?
Prices for cottages in Dennis Port range between CA $366 and CA $1,153 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 9.3. 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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