Dennis Vacation Rentals

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Our top choices for Dennis vacation 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, (131 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is CA $271
CA $351 total
includes taxes & fees
May 13 - May 14
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Dennis
9.8 out of 10, Exceptional, (18 reviews)
"The house was very clean and the facilities were all in excellent working order. We also liked the location was very central to all of the activities we like to complete on the Cape."
United States
David D.
The price is CA $547
CA $1,163 total
includes taxes & fees
May 15 - May 16
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is CA $150
CA $598 total
includes taxes & fees
May 26 - May 27
Walk to Beaches & Dining: Classic Cape Cod Cottage

🐚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 CA $204
CA $541 total
includes taxes & fees
May 13 - May 14
🐚The Bay Cottage on Thumpertown Beach

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is CA $270
CA $662 total
includes taxes & fees
May 13 - May 14
Edgewood on Campground Beach/Steps to the Sand

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is CA $207
CA $600 total
includes taxes & fees
May 13 - May 14
🦀Waterfront at The Velvet Crab~Amazing Sunsets

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
The price is CA $268
CA $769 total
includes taxes & fees
May 13 - May 14
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

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, (132 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 CA $342
CA $522 total
includes taxes & fees
May 13 - May 14
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is CA $410
CA $847 total
includes taxes & fees
May 13 - May 14
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is CA $298
CA $825 total
includes taxes & fees
May 13 - May 14
Gray Whale - 3 bedrm/2 bath/gameroom

Paradise Palm Unit - #4

Paradise Palm Unit - #4
Harwich
10.0 out of 10, Exceptional, (31 reviews)
"The property was quaint, perfect for a quick weekend getaway."
United States
Kylie S.
The price is CA $154
CA $286 total
includes taxes & fees
May 13 - May 14
Paradise Palm Unit - #4

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)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

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 CA $196
CA $497 total
includes taxes & fees
May 14 - May 15
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (53 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is CA $154
CA $286 total
includes taxes & fees
May 17 - May 18
The Nantucket Room Unit - #2

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
The price is CA $445
CA $1,082 total
includes taxes & fees
May 14 - May 15
Classic Cape House Walking Distance to the Beach - Many recent upgrades

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (20 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is CA $249
CA $692 total
includes taxes & fees
May 25 - May 26
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
The price is CA $442
CA $962 total
includes taxes & fees
May 14 - May 15
Coastal Haven in West Dennis

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, (111 reviews)
"Cute space and perfect size for me and my small dog!"
United States
Amy F.
The price is CA $192
CA $461 total
includes taxes & fees
Jun 5 - Jun 6
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Harbor Hideaway Unit- #6

Harbor Hideaway Unit- #6
Harwich
9.8 out of 10, Exceptional, (18 reviews)
"Just as advertised — tucked away in a small neighborhood in Harwich. Easily accessible to great restaurants and beaches. Would book again in a heartbeat"
United States
Colin H.
The price is CA $154
CA $286 total
includes taxes & fees
May 13 - May 14
Harbor Hideaway Unit- #6

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is CA $264
CA $909 total
includes taxes & fees
May 20 - May 21
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dennis. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Dennis?

Yes, you can find vacation rentals in Dennis close to Cape Playhouse, or you can select a more remote option if you're looking for extra privacy while you relax. Dennis is known for its seafood restaurants and beaches.

What's the top vacation rental that Dennis has to offer?

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach: This highly rated vacation home rental in Dennis offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Dennis?

Expedia has 107 vacation 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 Corporation Beach and Mayflower Beach are a couple of picturesque spots to enjoy the outdoors. Cape Cod Beaches and Scargo Tower are other places to visit while you're in town.

What’s a vacation rental in Dennis like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Dennis. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.