South Dennis Vacation Rentals

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Our top choices for South Dennis vacation rentals

New Home in the heart of South Dennis

New Home in the heart of South Dennis
Dennis
9.8 out of 10, Exceptional, (12 reviews)
"Very nice house and responsive host. Very clean and new towels great beds etc "
United States
kristen m.
$632 nightly
The price is $724
Mar 31 - Apr 1
Total with taxes and fees
New Home in the heart of South Dennis

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
$425 nightly
The price is $471
Apr 5 - Apr 6
Total with taxes and fees
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

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.
$711 nightly
The price is $831
Apr 12 - Apr 13
Total with taxes and fees
Bayside Oasis with Hot Tub & Game Room

Newly renovated home near beaches with fire pit, AC, electric vehicle charging

Newly renovated home near beaches with fire pit, AC, electric vehicle charging
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"House was fantastic and well equipped. Enjoyed our stay."
United States
Mike A.
$559 nightly
The price is $640
Apr 25 - Apr 26
Total with taxes and fees
Newly renovated home near beaches with fire pit, AC, electric vehicle charging

The Swan River House

The Swan River House
dennis
9.6 out of 10, Exceptional, (23 reviews)
"Wonderful accommodations and exactly as described on line. Just a beautiful spot on the river!"
United States
Richard D.
$695 nightly
The price is $812
Apr 22 - Apr 23
Total with taxes and fees
The Swan River House

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
$382 nightly
The price is $437
Apr 20 - Apr 21
Total with taxes and fees
Walk to Beaches & Dining: Classic Cape Cod Cottage

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.
$516 nightly
The price is $590
Mar 31 - Apr 1
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

🐚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.
$346 nightly
The price is $396
Apr 30 - May 1
Total with taxes and fees
🐚The Bay Cottage on Thumpertown Beach

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
$603 nightly
The price is $690
Mar 31 - Apr 1
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
$289 nightly
The price is $320
Mar 31 - Apr 1
Total with taxes and fees
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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.
$579 nightly
The price is $662
Apr 7 - Apr 8
Total with taxes and fees
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
$454 nightly
The price is $520
Mar 31 - Apr 1
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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.
$423 nightly
The price is $484
Apr 30 - May 1
Total with taxes and fees
Edgewood on Campground Beach/Steps to the Sand

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (52 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
$174 nightly
The price is $191
Apr 1 - Apr 2
Total with taxes and fees
The Nantucket Room Unit - #2

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (19 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.
$440 nightly
The price is $503
Apr 5 - Apr 6
Total with taxes and fees
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

3 Mi to Beaches: South Yarmouth Gem w/ Game Room

3 Mi to Beaches: South Yarmouth Gem w/ Game Room
3.0 star property
South Yarmouth
3 Mi to Beaches: South Yarmouth Gem w/ Game Room

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, (3 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.
$380 nightly
The price is $435
Apr 16 - Apr 17
Total with taxes and fees
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

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)
"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.
$429 nightly
The price is $491
Apr 9 - Apr 10
Total with taxes and fees
The Pet-Friendly Surf Shack Hideaway on the Cove

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.
$463 nightly
The price is $530
Apr 13 - Apr 14
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
$479 nightly
The price is $530
Apr 3 - Apr 4
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Dennis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Dennis vacation 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 low season months. For more hustle and bustle, you may prefer to visit South Dennis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Dennis rentals

At Expedia, we put the best South Dennis vacation 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 vacation.

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 vacation rentals in South Dennis?

Yes, we have vacation rentals close to well known local attractions in South Dennis, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in South Dennis?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This vacation home rental outside of South Dennis is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room.

How many vacation rentals will I find in South Dennis?

Choose from 86 Expedia vacation rentals in South Dennis for a memorable vacation.

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 larger area.

What’s a vacation rental in South Dennis like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in South Dennis. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.