Holiday Homes in South Dennis

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

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 €457
includes taxes & fees
6 Mar - 7 Mar
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Smart TV, books

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.
The price is €591
includes taxes & fees
3 Mar - 4 Mar
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
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
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is €262
includes taxes & fees
3 Mar - 4 Mar
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
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, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is €490
includes taxes & fees
3 Mar - 4 Mar
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is €396
includes taxes & fees
3 Mar - 4 Mar
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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 €555
includes taxes & fees
8 Mar - 9 Mar
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 €421
includes taxes & fees
10 Mar - 11 Mar
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 €422
includes taxes & fees
8 Mar - 9 Mar
Cozy Large Home in Harwich with Patio near Wequassett Resort
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 €487
includes taxes & fees
3 Mar - 4 Mar
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)
"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 €410
includes taxes & fees
8 Mar - 9 Mar
The Pet-Friendly Surf Shack Hideaway on the Cove
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 €699
includes taxes & fees
3 Mar - 4 Mar
Family Cottage Close to Beach!!
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, (12 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 €464
includes taxes & fees
12 Mar - 13 Mar
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 €436
includes taxes & fees
8 Mar - 9 Mar
The Alpine/Walk to Beach for 2 or more!
Interior

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
8.0 out of 10, Very good, (5 reviews)
"A great place! Cute and clean with all the comforts of home...and more!"
United States
Kristen D.
The price is €278
includes taxes & fees
3 Mar - 4 Mar
Eazy Breezy Beach Home
Dining

Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.0 out of 10, Very good, (2 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is €449
includes taxes & fees
3 Mar - 4 Mar
Ebb Tide~3b/2b and dog friendly for 2-10
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, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is €423
includes taxes & fees
11 Mar - 12 Mar
Sand Bar-Dog Friendly on Cooks Brook Beach
Interior

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (11 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 €453
includes taxes & fees
8 Mar - 9 Mar
New! Island Pines-A Dog Friendly Boutique Oasis
Outdoor dining

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.
The price is €370
includes taxes & fees
16 Mar - 17 Mar
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Outdoor dining

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
The price is €452
includes taxes & fees
8 Mar - 9 Mar
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Exterior

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (117 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is €415
includes taxes & fees
3 Mar - 4 Mar
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
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

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"yes"
Joel 1-night trip
Posted 2 days ago
Bayside Resort Hotel

Find out more about South Dennis

South Dennis Holiday Homes information

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 Holiday Homes
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