Holiday Rentals in South Dennis

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Holiday Rentals in South Dennis

Condo in Dennis

9.6 out of 10, Exceptional, (10)
"I loved cozy condo! Stayed here for 3 nights and it was the perfect stay. Everything was so clean and had everything you needed. I would totally stay again!!"
United States
Jordyn
Cozy Condo close to Sesuit

Aparthotel in West Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (373)
"Best place in massachusetts "
United States
Michael
Holly Tree Resort

Aparthotel in Dennis Port

3.5 star property
8.8 out of 10, Excellent, (293)
"Room was clean and the staff was great"
United States
Linda
Edgewater Beach Resort, a VRI resort

Condo resort in New Seabury

3.5 star property
9.0 out of 10, Wonderful, (338)
"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 price is €145
includes taxes & fees
4 Dec - 5 Dec
The Club at New Seabury

Aparthotel in Brewster

3.5 star property
9.4 out of 10, Exceptional, (119)
"Super clean and a really large space! "
United States
Linda
The price is €157
includes taxes & fees
3 Dec - 4 Dec
Brewster Green Resort

Aparthotel in Mashpee

3.0 star property
8.6 out of 10, Excellent, (143)
"Overall was a wonderful stay. Unit could use a hair dryer."
United States
Susan
Sea Mist Resort

Aparthotel in Bass River

3.0 star property
9.2 out of 10, Wonderful, (170)
"The room was big and very clean. The hotel is quaint and quiet. It does not have an elevator which could be an issue for some but we made it work. Overall a great place to stay. Very comfortable and inviting and we loved the amenities."
United States
Kathleen
Riverview Resort

Holiday Home in Eastham

10.0 out of 10, Exceptional, (27)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
United States
Kristin
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Condo resort in West Yarmouth

3.5 star property
9.2 out of 10, Wonderful, (328)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas

Holiday Home in Eastham

10.0 out of 10, Exceptional, (224)
"Always a great place to stay!!!!"
United States
Christine J.
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Holiday Home in Chatham

10.0 out of 10, Exceptional, (39)
"Gorgeous well stocked home accommodated our large family in style!! Plenty of Beach & Pool towels, beach chairs, and kitchen appliances for all of our meals! Loved the house and Chatham! Walkable to beach, restaurants and shops. So Fun!"
United States
Kim K.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Cottage in Barnstable

10.0 out of 10, Exceptional, (234)
"I absolutely loved my stay at this charming cottage in Hyannis! The place was cozy, spotless, and beautifully maintained. A perfect mix of comfort and Cape Cod charm. The location was great, close to the beach and local shops, yet quiet enough to relax and unwind."
United States
Maria
Steps to the Ocean! Perfect Location!!!

Holiday Home in Sandwich

10.0 out of 10, Exceptional, (31)
"This was our second time at Second Chance and it was just as amazing as the first! George is a terrific host and the property and beach make for a perfect week!"
United States
Scott C.
Brand New Magnificent Oceanfront Home with Spectacular Views on Private Beach

Holiday Home in West Hyannisport

10.0 out of 10, Exceptional, (112)
"The house was perfect for our family gathering. We did not lack for anything. The owners were very responsive. The view is fantastic and we enjoyed the beach. "
United States
Anthony F.
Ocean Views From Every Room, Beach 30 Seconds Away!

Cottage in Dennis Port

9.6 out of 10, Exceptional, (33)
"Great location and friendly beach neighborhood "
Canada
Jeremy H.
beachfront cottage at Chases Ocean Grove

Condo in Dennis

9.8 out of 10, Exceptional, (114)
"Nice location, right on the water. Owner was very accommodating. Plenty of rest and relaxation on the beach"
United States
Timothy C.
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]

Holiday Home in Barnstable

10.0 out of 10, Exceptional, (151)
"Great house - extra clean and great location"
United States
Matt S.
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

Holiday Home in Sandwich

10.0 out of 10, Exceptional, (83)
"A beautiful spot on the beach! The house is very comfortable, well-equipped and welcoming. We had a wonderful week."
United States
Christine G.
*Oceanfront Beach Home*

Cottage in Dennis Port

10.0 out of 10, Exceptional, (108)
"Our stay was absolutely perfect! The cottage is so cute, the bed was super comfy, the location was ideal, the kitchen had everything we could possibly need.We loved our time at Beach Camp and hope to stay there again!"
United States
Melissa B.
Charming Cape Escape: Steps to the Beach, Large Deck, 2 Bikes & Outdoor Shower!

Holiday Home in Dennis

10.0 out of 10, Exceptional, (16)
"Perfect location for Mayflower and Corporation beach , lovely house and yard for small family gatherings . "
United States
Nancy R.
The price is €636
includes taxes & fees
7 Dec - 8 Dec
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
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 South Dennis Hotel Reviews

Find out more about South Dennis

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

South Dennis holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South 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 South 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 South Dennis holiday rentals we have selected for you start as low as €145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Dennis rentals

At Expedia, we put the best South 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 South 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 South 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 South 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 holiday rentals in South Dennis?

Yes, there are holiday rentals close to the most popular sights in South Dennis, or you can select a more secluded option if you're looking for a relaxing stay.

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

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown : This holiday home rental outside of South Dennis offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in South Dennis?

Choose from 85 Expedia holiday rentals in South Dennis for a memorable holiday.

What can I see and do in South Dennis?

Cape Cod Rail Trail and Cape Cod Beaches are a couple of lovely local spots to get outside and enjoy nature. Crowe's Pasture and Cape Playhouse are a couple of places you'll find in the wider area.

What’s a holiday rental in South Dennis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Dennis. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy 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 an attractive option for families.