Holiday 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
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for South Dennis holiday 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 NZ$377
includes taxes & fees
2 June - 3 June
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 NZ$831
includes taxes & fees
11 May - 12 May
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 NZ$1,003
includes taxes & fees
31 May - 1 June
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Smart TV, books

Cape Cod Farmhouse 1800s Charm

Cape Cod Farmhouse 1800s Charm
Dennis
The price is NZ$1,505
includes taxes & fees
18 May - 19 May
Cape Cod Farmhouse 1800s Charm
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 NZ$1,106
includes taxes & fees
25 May - 26 May
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
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 NZ$856
includes taxes & fees
25 May - 26 May
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is NZ$1,149
includes taxes & fees
28 May - 29 May
Cozy Large Home in Harwich with Patio near Wequassett Resort
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 NZ$883
includes taxes & fees
13 May - 14 May
The Pet-Friendly Surf Shack Hideaway on the Cove
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 NZ$985
includes taxes & fees
25 May - 26 May
Gray Whale - 3 bedrm/2 bath/gameroom
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 NZ$1,286
includes taxes & fees
15 May - 16 May
Classic Cape House Walking Distance to the Beach - Many recent upgrades
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 NZ$1,000
includes taxes & fees
10 May - 11 May
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Smart TV, fireplace, books

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (15 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is NZ$1,308
includes taxes & fees
10 May - 11 May
Modern Beach & Pond Getaway; Heart of Cape Cod
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.
The price is NZ$996
includes taxes & fees
11 May - 12 May
Sand Bar-Dog Friendly on Cooks Brook Beach
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 NZ$890
includes taxes & fees
19 May - 20 May
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Interior

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
The price is NZ$932
includes taxes & fees
11 May - 12 May
New! Island Pines-A Dog Friendly Boutique Oasis
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 NZ$1,781
includes taxes & fees
23 May - 24 May
Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
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 NZ$851
includes taxes & fees
19 May - 20 May
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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 NZ$1,156
includes taxes & fees
9 May - 10 May
Coastal Haven in West Dennis
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 NZ$861
includes taxes & fees
20 May - 21 May
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Exterior

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is NZ$1,320
includes taxes & fees
10 May - 11 May
Family Cottage Close to Beach!!
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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Clean, nicely decorated rooms. Nice pool area."
Rebecca 3-night trip
Posted 6 hours ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about South Dennis

South Dennis Holiday Homes information

Number of reviews
385
Accommodation
2866 Holiday Homes
Lowest Price
NZ$377
Highest Price
NZ$1,781