Search Vacation Homes in South Dennis

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for South Dennis vacation homes

Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (10 reviews)
"Great location. Good central location to explore the area."
United States
Robyn L.
The price is ￥27,659
￥35,444 total
includes taxes & fees
Jun 2 - Jun 3
Cape Cod's "Beach Rose"
Interior

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is ￥28,137
￥82,330 total
includes taxes & fees
May 17 - May 18
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dining

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is ￥36,154
￥96,790 total
includes taxes & fees
May 31 - Jun 1
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Outdoor dining

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.
The Swan River House
Smart TV, books

Cape Cod Farmhouse 1800s Charm

Cape Cod Farmhouse 1800s Charm
Dennis
The price is ￥87,938
￥173,261 total
includes taxes & fees
Jun 8 - Jun 9
Cape Cod Farmhouse 1800s Charm
Exterior

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 ￥20,749
￥95,935 total
includes taxes & fees
May 14 - May 15
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Smart TV

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.
The price is ￥30,122
￥103,558 total
includes taxes & fees
May 25 - May 26
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Smart TV, fireplace, books

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
The price is ￥51,087
￥122,696 total
includes taxes & fees
May 14 - May 15
Classic Cape House Walking Distance to the Beach - Many recent upgrades
Outdoor dining

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is ￥24,441
￥81,045 total
includes taxes & fees
May 25 - May 26
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Property grounds

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is ￥34,080
￥93,694 total
includes taxes & fees
May 14 - May 15
Gray Whale - 3 bedrm/2 bath/gameroom
Pool

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, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is ￥23,482
￥80,117 total
includes taxes & fees
May 18 - May 19
Cozy Large Home in Harwich with Patio near Wequassett Resort
Dining

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
Popponesset
10.0 out of 10, Exceptional, (188 reviews)
"great stay! fantastic location."
United States
Emily P.
The price is ￥47,122
￥130,770 total
includes taxes & fees
May 17 - May 18
Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
Smart TV, fireplace

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.6 out of 10, Exceptional, (4 reviews)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is ￥24,441
￥80,864 total
includes taxes & fees
May 18 - May 19
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Exterior

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.
The price is ￥14,776
￥77,567 total
includes taxes & fees
May 17 - May 18
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
On the beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (27 reviews)
"The house is adorable. Great location. Would love to stay again!"
United States
Laura G.
Sand Bar-Dog Friendly on Cooks Brook Beach
Exterior

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
The price is ￥53,052
￥77,629 total
includes taxes & fees
May 20 - May 21
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Smart TV, fireplace

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
The price is ￥50,835
￥110,371 total
includes taxes & fees
May 14 - May 15
Coastal Haven in West Dennis
Smart TV, fireplace

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)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The price is ￥29,090
￥84,925 total
includes taxes & fees
May 25 - May 26
The Pet-Friendly Surf Shack Hideaway on the Cove
Beach nearby

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.6 out of 10, Excellent, (8 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is ￥21,276
￥78,701 total
includes taxes & fees
May 17 - May 18
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Beach nearby

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.
The price is ￥28,820
￥87,096 total
includes taxes & fees
May 20 - May 21
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Dennis Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

8/10 Good
"window and door were not closing all the way, got noise complaint after daughter became ill. Food was good staff ok"
Brian 2-night trip
Posted 6 hours ago
Chatham Bars Inn

Find out more about South Dennis

South Dennis Vacation Homes information

Number of reviews
393
Accommodation
2913 Vacation Homes
Lowest Price
￥35,444
Highest Price
￥173,261