Dennis Holiday Rentals

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Our top choices for Dennis holiday rentals

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, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is AU$331
includes taxes & fees
4 June - 5 June
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

The Compass House (Pet Friendly)

The Compass House (Pet Friendly)
Dennis
10.0 out of 10, Exceptional, (22 reviews)
"We thoroughly enjoyed our stay in the house. It was extremely clean and plenty activities to do."
United States
Marc L.
The Compass House (Pet Friendly)

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

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
6 Mi to Beach: Home w/ Deck in Brewster!

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 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 AU$548
includes taxes & fees
4 June - 5 June
🐚The Bay Cottage on Thumpertown Beach

The Captain's Quarters Suite Unit - 10

The Captain's Quarters Suite Unit - 10
Harwich
10.0 out of 10, Exceptional, (16 reviews)
"It was perfect for what I needed, hosts were helpful and accommodating. I would definitely stay here again!"
United States
Julienne
The price is AU$409
includes taxes & fees
3 June - 4 June
The Captain's Quarters Suite Unit - 10

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, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is AU$838
includes taxes & fees
3 June - 4 June
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"The view was breathe taking and the space was small yet comforting. The little label reminders were very helpful. The suggestion for things to were great. Wish week had more time to try the different places. Was an overall amazing stay would stay again."
United States
Theresa M.
The price is AU$619
includes taxes & fees
4 June - 5 June
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is AU$671
includes taxes & fees
3 June - 4 June
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is AU$783
includes taxes & fees
3 June - 4 June
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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
9.6 out of 10, Exceptional, (113 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is AU$447
includes taxes & fees
5 June - 6 June
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (136 reviews)
"Beautiful room and view, hosts were communicative and check in/out were easy. Would definitely stay here again!"
United States
Alexander L.
The price is AU$526
includes taxes & fees
3 June - 4 June
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!
Dennis
8.6 out of 10, Excellent, (16 reviews)
"Room was as advertised, very close to the beach."
United States
Glen C.
The price is AU$274
includes taxes & fees
15 June - 16 June
Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is AU$507
includes taxes & fees
7 June - 8 June
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

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

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is AU$1,214
includes taxes & fees
3 June - 4 June
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is AU$956
includes taxes & fees
11 June - 12 June
Great for Families! Brewster Home 6 Mi to Beach

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (45 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is AU$1,359
includes taxes & fees
3 June - 4 June
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

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, (64 reviews)
"Great location and very nice apartment"
United States
Phil M.
The price is AU$584
includes taxes & fees
3 June - 4 June
Quaint condo near private beach access with fireplace - close to dining

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is AU$833
includes taxes & fees
3 June - 4 June
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

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, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is AU$909
includes taxes & fees
4 June - 5 June
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The Breeze on Minister's Pond
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 Hotel Reviews

Find out more about Dennis

Everything you need to know about 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 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 Dennis holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dennis holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A 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 Dennis holiday rentals we have selected for you start as low as AU$254 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dennis rentals

At Expedia, we put the best 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 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 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 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 Dennis?

Yes, there are holiday rentals in Dennis close to Cape Playhouse, or you can select a more secluded option if you're looking for a relaxing stay. Dennis is known for its seafood restaurants and beaches.

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

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach: This highly rated holiday home rental in Dennis is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Dennis?

Expedia has 110 holiday rentals for your stay in Dennis.

What’s there to see and do in Dennis?

Cultural attractions include Cape Cod Museum of Art and Cape Playhouse, whereas Cape Cod Beaches and Bayview Beach are a couple of picturesque spots to enjoy the outdoors. Scargo Tower and Corporation Beach are other places to visit while you're in town.

What’s a holiday rental in Dennis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dennis. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family getaway.