Holiday Rentals in Dennis Port

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Our top choices for Dennis Port holiday rentals

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is €282
includes taxes & fees
6 Jan - 7 Jan 2026
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
9.8 out of 10, Exceptional, (178)
"Great location, clean property!"
United States
Lisa B.
The price is €272
includes taxes & fees
28 Dec - 29 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
9.0 out of 10, Wonderful, (62)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is €281
includes taxes & fees
4 Jan - 5 Jan 2026
Quaint condo near private beach access with fireplace - close to dining
The price is €387
includes taxes & fees
9 Jan - 10 Jan 2026
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Holiday Home in Dennis

Eazy Breezy Beach Home
10.0 out of 10, Exceptional, (2)
"A great place! Cute and clean with all the comforts of home...and more!"
United States
Kristen D.
The price is €315
includes taxes & fees
9 Jan - 10 Jan 2026
Eazy Breezy Beach Home
10.0 out of 10, Exceptional, (32)
"The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future."
United States
Natalie D.
The price is €594
includes taxes & fees
1 Jan - 2 Jan 2026
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Condo resort in New Seabury

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (341)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is €289
includes taxes & fees
5 Jan - 6 Jan 2026
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is €602
includes taxes & fees
28 Dec - 29 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
10.0 out of 10, Exceptional, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is €376
includes taxes & fees
2 Jan - 3 Jan 2026
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
9.8 out of 10, Exceptional, (23)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is €367
includes taxes & fees
6 Jan - 7 Jan 2026
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.6 out of 10, Exceptional, (102)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is €368
includes taxes & fees
4 Jan - 5 Jan 2026
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is €450
includes taxes & fees
9 Jan - 10 Jan 2026
Cozy Large Home in Harwich with Patio near Wequassett Resort
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is €402
includes taxes & fees
4 Jan - 5 Jan 2026
Lovely House 5 Min to Beach with Deck, Grill, Garage
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
The price is €522
includes taxes & fees
27 Jan - 28 Jan 2026
Charming House by the Beach with Patio, Grill, FirePit

Condo in Harwich port

The Nantucket Room Unit - #2
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is €195
includes taxes & fees
28 Dec - 29 Dec
The Nantucket Room Unit - #2
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is €441
includes taxes & fees
28 Dec - 29 Dec
Sleeps 2-8/Soaking Tub/FirePit~Burrows
9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is €424
includes taxes & fees
4 Jan - 5 Jan 2026
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
The price is €415
includes taxes & fees
6 Jan - 7 Jan 2026
Sand Bar-Dog Friendly on Cooks Brook 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

Find out more about Dennis Port

Everything you need to know about Dennis Port holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dennis Port holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dennis Port holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dennis Port holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dennis Port. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dennis Port holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dennis Port holiday rentals we have selected for you start as low as €272 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dennis Port rentals

At Expedia, we put the best Dennis Port holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dennis Port rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dennis Port holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dennis Port. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Dennis Port?

Yes, there are holiday rentals close to the most popular sights in Dennis Port, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Dennis Port speak positively about the scenic seaside and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

What are some of the best holiday rentals that Dennis Port has to offer?

Walk To Beach - Comfortable 2BR Cottage: This highly rated holiday home rental in Dennis Port is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a private garden. Another good choice for your trip to Dennis Port is Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!.

How many holiday rentals are there in Dennis Port?

Expedia has 238 holiday rentals for your stay in Dennis Port.

What’s there to see and do in Dennis Port?

Sea Street Beach and Swan Pond River are a couple of scenic spots to enjoy the outdoors, whereas Cape Cod Theatre Company – Home of the Harwich Jr. Theatre is one of the cultural attractions. Cape Cod Beaches and Haigis Beach are other places to visit while you're in town.

What’s a holiday rental in Dennis Port like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dennis Port. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.