East Dennis Vacation Rentals

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Our top choices for East Dennis vacation rentals

Bayside Oasis with Hot Tub & Game Room

Bayside Oasis with Hot Tub & Game Room
Dennis
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay. Easy to communicate with property manager, smooth check in, nice clean property. Would definitely stay again. "
United States
Colin C.
The price is CA $898
CA $1,790 total
includes taxes & fees
Jun 8 - Jun 9
Bayside Oasis with Hot Tub & Game Room

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 price is CA $756
CA $1,594 total
includes taxes & fees
Jun 12 - Jun 13
The Compass House (Pet Friendly)

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 $152
CA $604 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 $549 total
includes taxes & fees
May 27 - May 28
🐚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 $272
CA $672 total
includes taxes & fees
May 27 - May 28
Edgewood on Campground Beach/Steps to the Sand

On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (61 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $207
CA $541 total
includes taxes & fees
Jun 1 - Jun 2
On Town Cove with salt water access! Kayaks and paddle board available for use!

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!
Eastham
10.0 out of 10, Exceptional, (5 reviews)
"Welcoming, cozy and ergonomic cottage equiped with everything you need for a summer vacation! We enjoyed our stay very much! Thank you!"
United States
Kate D.
The price is CA $203
CA $575 total
includes taxes & fees
May 27 - May 28
Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
Harwich
10.0 out of 10, Exceptional, (112 reviews)
"The hosts were so accommodating and lovely. The property is adorable and well appointed! Would stay again 100 percent. "
United States
rachel n.
The price is CA $207
CA $542 total
includes taxes & fees
Jun 1 - Jun 2
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

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 CA $180
CA $325 total
includes taxes & fees
May 28 - May 29
The Captain's Quarters Suite Unit - 10

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.
The price is CA $256
CA $606 total
includes taxes & fees
May 26 - May 27
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

The Blue Crab Unit 7

The Blue Crab Unit 7
Harwich
9.6 out of 10, Exceptional, (15 reviews)
"Nice place, decent central location "
United States
hannah k.
The price is CA $155
CA $292 total
includes taxes & fees
May 27 - May 28
The Blue Crab Unit 7

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 $265
CA $915 total
includes taxes & fees
May 27 - May 28
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is CA $160
CA $952 total
includes taxes & fees
May 29 - May 30
6 Mi to Beach: Home w/ Deck in Brewster!

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 CA $215
CA $724 total
includes taxes & fees
May 27 - May 28
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is CA $182
CA $843 total
includes taxes & fees
May 26 - May 27
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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 CA $138
CA $712 total
includes taxes & fees
May 27 - May 28
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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 CA $145
CA $673 total
includes taxes & fees
May 26 - May 27
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

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 CA $188
CA $462 total
includes taxes & fees
Jun 5 - Jun 6
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (23 reviews)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The price is CA $215
CA $706 total
includes taxes & fees
May 27 - May 28
The Pet-Friendly Surf Shack Hideaway on the Cove

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 $271
CA $780 total
includes taxes & fees
May 27 - May 28
The Mod Pod~2 bd/2.5 bth/dog/games/steps to 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 East Dennis Hotel Reviews

Find out more about East 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 East 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

Are there vacation rentals in East Dennis?

Yes, we offer vacation rentals in East Dennis close to Eden Hand Arts, or you can select a more remote option if you're looking for extra privacy while you relax. East Dennis is known for its beaches.

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

Charming 3 bed room with magnificent views & large deck: Visitors like this East Dennis vacation home rental. It is equipped with a patio, air-conditioning, and free WiFi to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a stovetop, a microwave, and an electric kettle, so you can cook with friends or family.

How many vacation rentals are there in East Dennis?

Choose from 55 Expedia vacation rentals in East Dennis for a memorable vacation.

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

Corporation Beach and Cape Cod Beaches are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Eden Hand Arts. Crowe's Pasture and Cape Playhouse are a couple of places you'll find in the larger area.

What’s a vacation rental in East Dennis like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in East Dennis. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.