South Dennis Vacation Rentals

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Our top choices for South Dennis vacation rentals

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
$442 nightly
The price is $490
Mar 2 - Mar 3
Total with taxes and fees
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (349 reviews)
"Everything was superb, accommodations, check in service, check out service!!"
United States
Dianna
$147 nightly
The price is $169
Feb 17 - Feb 18
Total with taxes and fees
The Club at New Seabury

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (124 reviews)
"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"
United States
PAUL
Brewster Green Resort

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.
$365 nightly
The price is $417
Feb 19 - Feb 20
Total with taxes and fees
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

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)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$415 nightly
The price is $475
Feb 16 - Feb 17
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.
$459 nightly
The price is $508
Feb 13 - Feb 14
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (23 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
$370 nightly
The price is $424
Feb 19 - Feb 20
Total with taxes and fees
🦀Waterfront at The Velvet Crab~Amazing Sunsets

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (79 reviews)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
$391 nightly
The price is $448
Feb 16 - Feb 17
Total with taxes and fees
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

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
Feb 13 - Feb 14
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
$294 nightly
The price is $326
Feb 18 - Feb 19
Total with taxes and fees
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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, (251 reviews)
"Was unaware that pool facilities were closed for 2 weeks of maintenance which was primary purpose of stay"
United States
Edward
$121 nightly
The price is $139
Feb 23 - Feb 24
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts

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, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
$515 nightly
The price is $589
Feb 16 - Feb 17
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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.
$442 nightly
The price is $506
Feb 15 - Feb 16
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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, (22 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.
$452 nightly
The price is $518
Feb 25 - Feb 26
Total with taxes and fees
The Pet-Friendly Surf Shack Hideaway on the Cove

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
$457 nightly
The price is $523
Feb 17 - Feb 18
Total with taxes and fees
Sand Bar-Dog Friendly on Cooks Brook Beach

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
$441 nightly
The price is $488
Feb 16 - Feb 17
Total with taxes and fees
Lovely House 5 Min to Beach with Deck, Grill, Garage

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (18 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.
$426 nightly
The price is $487
Feb 19 - Feb 20
Total with taxes and fees
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

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.
$577 nightly
The price is $660
Feb 15 - Feb 16
Total with taxes and fees
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (50 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
$174 nightly
The price is $191
Feb 22 - Feb 23
Total with taxes and fees
The Nantucket Room Unit - #2

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
$460 nightly
The price is $526
Feb 15 - Feb 16
Total with taxes and fees
The Alpine/Walk to Beach for 2 or more!
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 $139 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?

Cape Cod Farmhouse 1800s Charm: This highly rated vacation home rental in South Dennis offers a garden, a selection of games, and air-conditioning 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 you can cook with friends or family.

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 Follins Pond 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.