Best Cottages in Dennis Port in 2026

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

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

Dennis

Jonathan

includes taxes & fees

19 Jul - 20 Jul

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

Dennis

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

West Chatham

includes taxes & fees

13 Jul - 14 Jul

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

South Wellfleet

Donald W.

includes taxes & fees

30 Jun - 1 Jul

Posh Pad with King Beds Central A/C August Weeks still Available.

Harwich

Colleen O.

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Brewster

Samantha K.

includes taxes & fees

21 Jul - 22 Jul

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

Harwich

Judith F.

includes taxes & fees

30 Jun - 1 Jul

Cape Dreams Begin at Ocean View

Bass River

Leah G.

includes taxes & fees

24 Jul - 25 Jul

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Top Dennis Port Hotel Reviews

Holiday Hill Inn & Suites

8/10 Good

"Well run and clean and just what we needed for a one night stay to attend a wedding near by. There was a funny smell in the room (perhaps a perfumed cleaning product?) and you needed to be careful going down the outside stairs at the end of the property (we stayed on the second floor) because the last step was not the same as the others. It is an older property, but perfectly adequate for the price. The person who checked us in was very helpful, efficient and knowledgable."

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent

"Staff was incredibly helpful and exceeded our expectations. Amenities were great! We love that the beach is right there, no need to lug everything from the car at the same time. No worries about bathrooms, run right up to your room, and back to the beach in minutes. Someone’s not ready, “we’ll meet you down there”, everyone wants to do something different, “see you around the property”. Great flexibility for families with many options on site and included. We come back every year!"

Dennis Port Surf Club (Boutique Hotel)

10/10 Excellent

"Upon arriving, we were greeted kindly by kind gentleman of the staff who told us how they newly renovated the property over the winter and opened in May. He escorted us to our room and showed us how to key into the room with our unique door code; no room keys to lose here. The room was clean and comfortable. Shampoo, conditioner, and body wash provided in the shower. Makeup wipes by the sink. Coffee maker on the desk. Water in the fridge and a microwave. Something they could add is a bag rack or somewhere additional to keeps your bags off the floor but beyond that the room was just what we needed. There is a nice pool and hot tub with loungers. In the evening we took advantage of sitting by the outdoor fire pit. It was very peaceful and a nice way to end the evening. We enjoyed our stay here. For context, we stayed from a Thursday to Friday for $115 which was great compared to surrounding properties and I believe was a great for the quality this property offered."

Find out more about Dennis Port

Dennis Port Cottages information

Number of reviews	1
Accommodation	63 Cottages
Lowest Price	£303
Highest Price	£1,046

Frequently asked questions

How much do cottages in Dennis Port cost?

Prices for cottages in Dennis Port range between £303 and £1,046 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?

Dennis Port offers multiple cottages with a total average guest review rating of 8.0. 10 Squanto Drive - One Bedroom House is a superb option if you're a fan of nature and an unhurried pace. Travellers staying at this 3.5-star stay can enjoy conveniences like clothes washing facilities and WiFi. 16 Flakeyard Way - Four Bedroom House is another recommended choice. This 3.5-star cottage comes with a water view and WiFi.

How many cottages are there in Dennis Port?

Stay in touch with nature in one of the 63 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 visitors needing a family-friendly cottage in Dennis Port go for 10 Squanto Drive - One Bedroom House. With a 3.5-star rating and amenities including WiFi and a stovetop, it'll feel like your home away from home. Another superb pick for families seeking a break close to nature is 16 Flakeyard Way - Four Bedroom House. WiFi and a stovetop help make this 3.5-star cottage a great base for your Dennis Port trip. After checking in and chilling in your comfy digs, it's time to hit the road and explore the sights. Cockle Cove Beach and Hardings Lighthouse are two excellent family-friendly attractions in Dennis Port.

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 holiday in the outdoors. From high-end retreats to affordable stays and cottages that come with perks like free WiFi, Expedia has something for all traveller 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

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

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

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

Posh Pad with King Beds Central A/C August Weeks still Available.

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

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

Cape Dreams Begin at Ocean View

The Book Nook - Drift Into Coastal Calm

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

Seaglass Cottage – Where Calm Meets Tide

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

The Whale Watch - Sand, Sun & Sea Breeze Bliss

Stay at The Salt Box - Steps from the Sea

Sundancer – Where Cape Dreams Meet the Sea

Relax & Unwind at Eden On The Sound

The Compass Rose - Where the Sea Meets Serenity

Luckenbooth – Seas the Day by the Sound

Cozy Cape Getaway for Two at The Sea Rose

The Seashell - Your Shoreline Sanctuary

Find holiday rentals that suit your style

Top Dennis Port Hotel Reviews

Holiday Hill Inn & Suites

Find out more about Dennis Port

Dennis Port Cottages information

Frequently asked questions

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