South Dennis Holiday Rentals

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Our top choices for South Dennis holiday rentals

The price is NZ$817
includes taxes & fees
12 Jan - 13 Jan
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is NZ$559
includes taxes & fees
10 Jan - 11 Jan
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Condo resort in New Seabury

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (344)
"The place was excellent"
United States
Delia
The price is NZ$325
includes taxes & fees
18 Jan - 19 Jan
The Club at New Seabury

Condo in Harwich port

The Nantucket Room Unit - #2
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is NZ$331
includes taxes & fees
9 Jan - 10 Jan
The Nantucket Room Unit - #2
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is NZ$546
includes taxes & fees
12 Jan - 13 Jan
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
9.6 out of 10, Exceptional, (102)
"House was as advertised. Very clean and comfortable.we loved the fireplace and the large deck was great.we walked to Hardings beach in the morning.Highly recommend this vacation home"
United States
Linda W.
The price is NZ$716
includes taxes & fees
11 Jan - 12 Jan
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is NZ$1,205
includes taxes & fees
26 Jan - 27 Jan
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Aparthotel in Brewster

Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (123)
"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"
United States
PAUL
The price is NZ$276
includes taxes & fees
9 Jan - 10 Jan
Brewster Green Resort

Aparthotel in West Yarmouth

The Cove at Yarmouth by Westgate Resorts
3.0 star property
9.2 out of 10, Wonderful, (244)
"The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone! "
United States
Lauren
The price is NZ$255
includes taxes & fees
8 Feb - 9 Feb
The Cove at Yarmouth by Westgate Resorts
9.8 out of 10, Exceptional, (23)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is NZ$732
includes taxes & fees
12 Jan - 13 Jan
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is NZ$884
includes taxes & fees
23 Jan - 24 Jan
Cozy Large Home in Harwich with Patio near Wequassett Resort
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is NZ$905
includes taxes & fees
9 Jan - 10 Jan
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
10.0 out of 10, Exceptional, (2)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is NZ$833
includes taxes & fees
12 Jan - 13 Jan
Lovely House 5 Min to Beach with Deck, Grill, Garage
10.0 out of 10, Exceptional, (76)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is NZ$775
includes taxes & fees
11 Jan - 12 Jan
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
9.0 out of 10, Wonderful, (63)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is NZ$550
includes taxes & fees
9 Jan - 10 Jan
Quaint condo near private beach access with fireplace - close to dining
10.0 out of 10, Exceptional, (21)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is NZ$856
includes taxes & fees
14 Jan - 15 Jan
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (2)
"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 NZ$1,071
includes taxes & fees
11 Jan - 12 Jan
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
The price is NZ$771
includes taxes & fees
12 Jan - 13 Jan
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
10.0 out of 10, Exceptional, (18)
"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 NZ$815
includes taxes & fees
13 Jan - 14 Jan
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
9.0 out of 10, Wonderful, (17)
"We really loved this place and I "
United States
Valerie D.
The price is NZ$601
includes taxes & fees
9 Jan - 10 Jan
Oldest Town of Cape Cod In The Historic District
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, 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 NZ$255 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?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: This holiday home rental outside of South Dennis is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in South Dennis?

Choose from 88 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 Follins Pond 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.