Holiday Homes in South Dennis

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for South Dennis holiday homes

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

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (13 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is €197
includes taxes & fees
10 Jun - 11 Jun
Cape Cod's "Beach Rose"
Smart TV, books

Cape Cod Farmhouse 1800s Charm

Cape Cod Farmhouse 1800s Charm
Dennis
The price is €732
includes taxes & fees
8 Jun - 9 Jun
Cape Cod Farmhouse 1800s Charm
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 €561
includes taxes & fees
16 Jun - 17 Jun
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Interior

New Home in the heart of South Dennis

New Home in the heart of South Dennis
Dennis
9.8 out of 10, Exceptional, (13 reviews)
"Very nice house and responsive host. Very clean and new towels great beds etc "
United States
kristen m.
The price is €854
includes taxes & fees
17 Jun - 18 Jun
New Home in the heart of South Dennis
Outdoor dining

Bayside Oasis with Hot Tub & Game Room

Bayside Oasis with Hot Tub & Game Room
Dennis
10.0 out of 10, Exceptional, (28 reviews)
"Incredible, beautiful home! Clean, comfortable and so much fun! The host is wonderful, attentive and thorough in communication. Recommend 100%! "
United States
Wendy L.
The price is €1,115
includes taxes & fees
8 Jun - 9 Jun
Bayside Oasis with Hot Tub & Game Room
Interior

Charming Cape Escape with Pool, Hot Tub & Fire Pit

Charming Cape Escape with Pool, Hot Tub & Fire Pit
South Dennis
Charming Cape Escape with Pool, Hot Tub & Fire Pit
Outdoor dining

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is €603
includes taxes & fees
11 Jun - 12 Jun
Great for Families! Brewster Home 6 Mi to Beach
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)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is €631
includes taxes & fees
8 Jun - 9 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Exterior

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is €419
includes taxes & fees
5 Jun - 6 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Terrace/patio

2 Mi to Dowses Beach! Couples Haven in Osterville

2 Mi to Dowses Beach! Couples Haven in Osterville
Osterville
2 Mi to Dowses Beach! Couples Haven in Osterville
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.
Sleeps 2-8/Soaking Tub/FirePit~Burrows
TV, fireplace

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 €619
includes taxes & fees
9 Jun - 10 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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 €605
includes taxes & fees
10 Jun - 11 Jun
The Alpine/Walk to Beach for 2 or more!
Outdoor dining

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
The price is €455
includes taxes & fees
30 Jun - 1 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
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 €433
includes taxes & fees
8 Jun - 9 Jun
Cozy Large Home in Harwich with Patio near Wequassett Resort
Beach nearby

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is €1,072
includes taxes & fees
15 Jun - 16 Jun
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
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 €565
includes taxes & fees
6 Jun - 7 Jun
Gray Whale - 3 bedrm/2 bath/gameroom
Fridge, microwave, oven, stovetop

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (46 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is €852
includes taxes & fees
12 Jun - 13 Jun
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Terrace/patio

10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is €523
includes taxes & fees
5 Jun - 6 Jun
10 min walk to Beach - Home with Amazing View & Huge Deck
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

Hyannis Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"Room was clean. Staff was friendly. Conveniently located near Marina with numerous good restaurants nearby."
WAYNE M FONG 2-night trip
Posted 1 hour ago
Hyannis Harbor Hotel

Find out more about South Dennis

South Dennis Holiday Homes information

Number of reviews
Accommodation
3006 Holiday Homes
Lowest Price
€722
Highest Price
€1,706