Dennis Port Cottages

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

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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!

Dennis

Shelby V.

CA $426 total

includes taxes & fees

Sep 24 - Sep 25

2. 5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly

Dennis

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

3. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Harwich

david r.

CA $730 total

includes taxes & fees

Oct 5 - Oct 6

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

Dennis

Kimberly C.

CA $367 total

includes taxes & fees

Sep 14 - Sep 15

A house with a deck, a flag, and a garage.

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

Yarmouth

Nicholas

CA $624 total

includes taxes & fees

Sep 8 - Sep 9

A covered deck with a grill, outdoor furniture, and a view of trees.

6. 6 Mi to Beach: Home w/ Deck in Brewster!

Brewster

CA $955 total

includes taxes & fees

Sep 20 - Sep 21

A single-story house with a white exterior, black shutters, and a green door.

7. Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

Bass River

Nathan S.

CA $872 total

includes taxes & fees

Sep 27 - Sep 28

8. The View – Where Beach Dreams Begin

Bass River

Lynn R.

CA $562 total

includes taxes & fees

Sep 9 - Sep 10

A house with a front porch, a small garden, and a mailbox.

9. Cozy, vacation home in a charming duplex cottage

Yarmouth

Sue N.

CA $633 total

includes taxes & fees

Sep 20 - Sep 21

A house surrounded by trees with a clear path leading to the front door.

10. Harwich Hideaway with King Beds Pet Friendly!

Harwich

Colleen O.

CA $703 total

includes taxes & fees

Sep 9 - Sep 10

A deck with wicker furniture, a grill, and a large umbrella.

11. 2 Beds Walk to Baxter Beach

West Yarmouth

Michael C.

CA $1,093 total

includes taxes & fees

Sep 20 - Sep 21

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

Eastham

Sophia I.

CA $549 total

includes taxes & fees

Sep 8 - Sep 9

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!

Eastham

Peter G.

CA $633 total

includes taxes & fees

Sep 20 - Sep 21

14. Lost at Seaside – Your Cozy Coastal Hideaway

Bass River

Sharon P.

CA $545 total

includes taxes & fees

Sep 29 - Sep 30

A single-story mobile home with a porch, a small deck, and a gravel driveway.

15. Driftwood Cottages - 65A - Whale

Eastham

CA $1,157 total

includes taxes & fees

Sep 14 - Sep 15

A single-story house with a front door, a small porch, and a gravel driveway.

16. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

Hyannis

"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...

Christa

CA $503 total

includes taxes & fees

Oct 2 - Oct 3

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

Hyannis

Jill S.

CA $513 total

includes taxes & fees

Oct 2 - Oct 3

A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

18. Captain's Quarters by Nauset Beach

East Orleans

Peggy R.

CA $839 total

includes taxes & fees

Sep 8 - Sep 9

19. 🐳 The Whale Song - Dog-Friendly Studio

Eastham

Gregg P.

CA $428 total

includes taxes & fees

Sep 14 - Sep 15

A beach with a wooden boardwalk and a rocky foreground.

20. Edgewood on Campground Beach/Steps to the Sand

Eastham

Melinda W.

CA $675 total

includes taxes & fees

Sep 28 - Sep 29

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Top Dennis Port Hotel Reviews

Dennis Port Surf Club (Boutique Hotel)

8/10 Good

"Very good"

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

8/10 Good

"The "resort" was clean. The pool and beach were nice. The loft that the kids had had a living room with a TV. The adult area was a master bedroom with a private bath. The master bedroom was small that the bed took up so much room there was no room for a night table. I had to put my CPAP on top of a narrow garbage can that I brought in from the kitchen. We had a kitchen and off to the side of the kitchen was the jacuzzi, but NO door or curtain for privacy. You can have breakfast with full view of the jacuzzi. In addition this "resort" required us remove our trash upon checking out. A Motel 6 doesn't make you do this, but this resort where I paid over $300 a night makes me take out my trash!"

Cutty Sark Motor Lodge

8/10 Good

"The room was very clean. Staff was great and friendly. The issue is with the bathroom. The tub was very slippery and did not have any hand railings. My friend and I used the tub for quick hand washing. Thank goodness we did not go swimming in the ocean. The pool was nice. We were unable to find a local TV channel for news and weather. This was the time to say, "Thank God for Cell Phone Apps"."

Find out more about Dennis Port

Dennis Port Cottages information

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Frequently asked questions

How much do cottages in Dennis Port cost?

Prices for cottages in Dennis Port range between and 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 . 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 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dennis Port cottages

1. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

2. 5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly

3. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

4. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

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

6. 6 Mi to Beach: Home w/ Deck in Brewster!

7. Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

8. The View – Where Beach Dreams Begin

9. Cozy, vacation home in a charming duplex cottage

10. Harwich Hideaway with King Beds Pet Friendly!

11. 2 Beds Walk to Baxter Beach

12. 🐚The Bay Cottage on Thumpertown Beach

13. On Town Cove with salt water access! Kayaks and paddle board available for use!

14. Lost at Seaside – Your Cozy Coastal Hideaway

15. Driftwood Cottages - 65A - Whale

16. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

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

18. Captain's Quarters by Nauset Beach

19. 🐳 The Whale Song - Dog-Friendly Studio

20. Edgewood on Campground Beach/Steps to the Sand

Find vacation rentals that suit your style

Top Dennis Port Hotel Reviews

Dennis Port Surf Club (Boutique Hotel)

Find out more about Dennis Port

Dennis Port Cottages information

Frequently asked questions

Explore a world of travel with Expedia