West Dennis Holiday Rentals

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Our top choices for West Dennis holiday rentals

Coastal Haven in West Dennis

Coastal Haven in West Dennis
2.0 star property
Dennis
10.0 out of 10, Exceptional, (3)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is NZ$1,062
includes taxes & fees
12 Dec - 13 Dec
Coastal Haven in West Dennis

The America House at West Dennis

The America House at West Dennis
Dennis
9.8 out of 10, Exceptional, (21)
"Location was perfect. We had a great stay!"
United States
Margaret R.
The America House at West Dennis

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is NZ$1,369
includes taxes & fees
14 Dec - 15 Dec
Coastal Haven in West Dennis -15

West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!

West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!
Dennis
9.4 out of 10, Exceptional, (20)
"The property was as advertised and it exceeded our expectations. It was comfortable and charming. And, it was a shirt ride to Hyannis and our fishing charter."
United States
James M.
The price is NZ$1,612
includes taxes & fees
11 Jan - 12 Jan 2026
West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Chatham
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is NZ$545
includes taxes & fees
14 Dec - 15 Dec
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (339)
"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

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
West Brewster
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is NZ$1,188
includes taxes & fees
12 Dec - 13 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is NZ$698
includes taxes & fees
14 Dec - 15 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is NZ$579
includes taxes & fees
16 Dec - 17 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
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 NZ$876
includes taxes & fees
12 Dec - 13 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort

Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath
Barnstable
10.0 out of 10, Exceptional, (1)
"Great, very close to downtown hyannis. Charming and a nice owner. "
United States
sam s.
The price is NZ$293
includes taxes & fees
14 Dec - 15 Dec
Secluded-Entire 2nd floor Suite with Private Bath

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
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 NZ$745
includes taxes & fees
14 Dec - 15 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (62)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is NZ$489
includes taxes & fees
16 Dec - 17 Dec
Quaint condo near private beach access with fireplace - close to dining

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (23)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is NZ$739
includes taxes & fees
14 Dec - 15 Dec
🦀Waterfront at The Velvet Crab~Amazing Sunsets

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is NZ$386
includes taxes & fees
17 Dec - 18 Dec
The Nantucket Room Unit - #2

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (177)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is NZ$561
includes taxes & fees
28 Dec - 29 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
2.0 star property
Dennis Port
The price is NZ$736
includes taxes & fees
16 Dec - 17 Dec
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is NZ$889
includes taxes & fees
14 Dec - 15 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit
Bass River
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 NZ$908
includes taxes & fees
16 Dec - 17 Dec
Charming House by the Beach with Patio, Grill, FirePit

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
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.
The price is NZ$869
includes taxes & fees
14 Dec - 15 Dec
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
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 West Dennis Hotel Reviews

Find out more about West Dennis

Everything you need to know about West Dennis 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 West Dennis holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 West Dennis holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

West Dennis holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West Dennis. 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 West Dennis 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 West Dennis holiday rentals we have selected for you start as low as NZ$310 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on West Dennis rentals

At Expedia, we put the best West Dennis 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 West Dennis 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 West Dennis 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 West Dennis. 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 a holiday rental in West Dennis?

Yes, there are holiday rentals in West Dennis close to West Dennis Beach, or you can select a more secluded option if you're looking for a relaxing stay. Discover why West Dennis is known for its shops and beaches. While you're here, grab a bite or have a drink at the seafood restaurants.

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

Large waterfront home with direct beach access!: This highly rated holiday home rental in West Dennis is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in West Dennis?

Expedia has 127 holiday rentals for your stay in West Dennis.

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

West Dennis Beach and Cape Cod Beaches are a couple of scenic spots to enjoy the outdoors, whereas Jericho House and Barn Museum is one of the cultural attractions. Bass River Lighthouse and Bass River Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in West Dennis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in West Dennis. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family getaway.