Holiday Homes in South Dennis

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for South Dennis holiday homes

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 €412
includes taxes & fees
28 Apr - 29 Apr
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
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 price is €684
includes taxes & fees
22 Apr - 23 Apr
The Swan River House
Smart TV, books

Cape Cod Farmhouse 1800s Charm

Cape Cod Farmhouse 1800s Charm
Dennis
Cape Cod Farmhouse 1800s Charm
TV, fireplace, books

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 €402
includes taxes & fees
22 Apr - 23 Apr
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Outdoor dining

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 €504
includes taxes & fees
21 Apr - 22 Apr
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Property grounds

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

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
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 €562
includes taxes & fees
28 Apr - 29 Apr
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, (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.
The price is €436
includes taxes & fees
23 Apr - 24 Apr
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 €511
includes taxes & fees
13 May - 14 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 €643
includes taxes & fees
25 Apr - 26 Apr
Classic Cape House Walking Distance to the Beach - Many recent upgrades
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 €421
includes taxes & fees
4 May - 5 May
Cozy Large Home in Harwich with Patio near Wequassett Resort
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 €447
includes taxes & fees
4 May - 5 May
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
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, (13 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 €494
includes taxes & fees
28 Apr - 29 Apr
Modern Beach & Pond Getaway; Heart of Cape Cod
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 €444
includes taxes & fees
20 Apr - 21 Apr
The Alpine/Walk to Beach for 2 or more!
Property grounds

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.0 out of 10, Very good, (3 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is €334
includes taxes & fees
18 Apr - 19 Apr
Charming 3 bed room with magnificent views & large deck
Smart TV, fireplace

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is €602
includes taxes & fees
18 Apr - 19 Apr
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 €436
includes taxes & fees
20 Apr - 21 Apr
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
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)
"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 €485
includes taxes & fees
3 May - 4 May
The Pet-Friendly Surf Shack Hideaway on the Cove
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 €459
includes taxes & fees
29 Apr - 30 Apr
Sand Bar-Dog Friendly on Cooks Brook Beach
Outdoor dining

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
The price is €468
includes taxes & fees
21 Apr - 22 Apr
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
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

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

10/10 Excellent
"Everything was lovely and Sandy is always so kind at the front desk! Loved staying here the rooms are beautiful and it’s so nice to wake up in the harbor! "
Alexa 2-night trip
Posted 3 hours ago
Anchor In Distinctive Waterfront Lodging

Find out more about South Dennis

South Dennis Holiday Homes information

Number of reviews
213
Accommodation
2976 Holiday Homes
Lowest Price
€334
Highest Price
€684