A storefront with a sign reading "Nancy's Candy" and a large American flag.

Dennis Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Dennis vacation rentals

1. Breezy Pool Retreat Near Mayflower Beach

Breezy Pool Retreat Near Mayflower Beach
Dennis
9.8 out of 10, Exceptional, (22 reviews)
"Beautiful, clean, great location"
United States
Diana S.
The price is CA $278
CA $544 total
includes taxes & fees
Sep 10 - Sep 11
Breezy Pool Retreat Near Mayflower Beach

2. 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, (137 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is CA $282
CA $365 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

3. Cape Cod Retreat | Firepit | Outdoor Shower

Cape Cod Retreat | Firepit | Outdoor Shower
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"Great location to beaches. Large private yard and comfy beds."
United States
Mark L.
The price is CA $278
CA $850 total
includes taxes & fees
Sep 1 - Sep 2
Cape Cod Retreat | Firepit | Outdoor Shower

4. 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, (26 reviews)
"Loved this property. "
United States
Carol S.
The price is CA $129
CA $641 total
includes taxes & fees
Oct 1 - Oct 2
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

5. 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
9.8 out of 10, Exceptional, (121 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $160
CA $420 total
includes taxes & fees
Sep 24 - Sep 25
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

6. The Beachcomber Unit - #9

The Beachcomber Unit - #9
Harwich
10.0 out of 10, Exceptional, (21 reviews)
"We had an amazing time staying here, great location and it was very clean. "
United States
Mike B.
The price is CA $188
CA $330 total
includes taxes & fees
Sep 1 - Sep 2
The Beachcomber Unit - #9

7. Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
Dennisport
10.0 out of 10, Exceptional, (35 reviews)
"We had a wonderful time and great weather!!!"
United States
Peter C.
The price is CA $199
CA $694 total
includes taxes & fees
Sep 15 - Sep 16
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

8. 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 $266
CA $970 total
includes taxes & fees
Sep 8 - Sep 9
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (142 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
The price is CA $283
CA $324 total
includes taxes & fees
Sep 24 - Sep 25
Brewster Green Resort

10. 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, (11 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is CA $145
CA $982 total
includes taxes & fees
Sep 1 - Sep 2
Great for Families! Brewster Home 6 Mi to Beach

11. Harbor Hideaway Unit- #6

Harbor Hideaway Unit- #6
Harwich
9.8 out of 10, Exceptional, (23 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 $249
CA $412 total
includes taxes & fees
Sep 1 - Sep 2
Harbor Hideaway Unit- #6

12. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (50 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
The price is CA $348
CA $1,022 total
includes taxes & fees
Oct 1 - Oct 2
Beach Lovers Escape

13. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is CA $242
CA $277 total
includes taxes & fees
Sep 24 - Sep 25
The Cove at Yarmouth by Westgate Resorts

14. Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (18 reviews)
"Very nicely decorated comfortable home with everything you need and want for a stay."
United States
Charlotte M.
The price is CA $305
CA $877 total
includes taxes & fees
Sep 27 - Sep 28
Modern Beach & Pond Getaway; Heart of Cape Cod

15. Cape Cod Oceanside Condo across from beach!

Cape Cod Oceanside Condo across from beach!
Dennis
9.0 out of 10, Wonderful, (23 reviews)
"Checkin was easy. Very friendly staff. Location was across the street from the beach. If you parked at the beach, it would cost $35. Had a nice pool if you did not use the beach."
United States
philip
The price is CA $243
CA $314 total
includes taxes & fees
Sep 23 - Sep 24
Cape Cod Oceanside Condo across from beach!

16. Cozy One Bedroom Cabin on Cape Cod Campground!

Cozy One Bedroom Cabin on Cape Cod Campground!
Bass River
9.0 out of 10, Wonderful, (46 reviews)
"Great stay, great communication, highly recommend "
United States
Rick F.
The price is CA $306
CA $474 total
includes taxes & fees
Sep 8 - Sep 9
Cozy One Bedroom Cabin on Cape Cod Campground!

17. Vitamin Sea Unit- # 8

Vitamin Sea Unit- # 8
Harwich
9.0 out of 10, Wonderful, (10 reviews)
"Such a great getaway! "
United States
Jessica C.
The price is CA $188
CA $330 total
includes taxes & fees
Sep 1 - Sep 2
Vitamin Sea Unit- # 8

18. Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat
Dennis
9.6 out of 10, Exceptional, (105 reviews)
"Great location, comfortable size for a little getaway! We had a great time! Right across from the beach is amazing. "
United States
Melissa W.
The price is CA $250
CA $492 total
includes taxes & fees
Sep 10 - Sep 11
Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

19. 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 $200
CA $959 total
includes taxes & fees
Sep 1 - Sep 2
6 Mi to Beach: Home w/ Deck in Brewster!

20. 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 $249
CA $412 total
includes taxes & fees
Sep 7 - Sep 8
Paradise Palm Unit - #4
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.
Save an average of 15% on thousands of hotels when you're signed in

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 is located on the beach and has a fireplace, a patio, and a barbecue grill 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 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 113 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 Cape Cod Beaches and Bayview Beach are a couple of picturesque spots to enjoy the outdoors. Corporation Beach and Mayflower Beach 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.