Photo by Ken VanTassell

Holiday Homes in South Dennis

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for South Dennis holiday homes

A room with a wooden piano, a round mirror, a white door leading to a balcony with a view of greenery, and a hanging light fixture.

1. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
10.0 out of 10, Exceptional, (2 reviews)
"Great location. Spacious house."
United States
Diana S.
The price is NZ$821
includes taxes & fees
15 Nov - 16 Nov
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
A single-story house with a front porch, a small deck, and a garden area with various plants.

2. Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable- Exactly what we needed for our trip to the Cape; we would definitely recommend!"
United States
Heathyr S.
The price is NZ$953
includes taxes & fees
15 Nov - 16 Nov
Relaxing Cape Cod Cottage Getaway
A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

3. 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
4.0 out of 10, (1 review)
"Excellent vacation in a great spot but the property needs some care."
United States
Art E.
The price is NZ$809
includes taxes & fees
13 Nov - 14 Nov
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
A living room with a fireplace, two leather sofas, a small ottoman, and a staircase leading to an upper level.

4. Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (18 reviews)
"Very nicely decorated comfortable home with everything you need and want for a stay."
United States
Charlotte M.
The price is NZ$878
includes taxes & fees
17 Nov - 18 Nov
Modern Beach & Pond Getaway; Heart of Cape Cod
A house with a well-maintained garden, a white picket fence, and a garage door.

5. Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC

Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"Very lovely home. Comfortable plenty of room for my family and very clean. The location was fantastic. Host was great to deal with."
United States
Christine H.
The price is NZ$971
includes taxes & fees
15 Nov - 16 Nov
Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

6. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
Brewster
9.8 out of 10, Exceptional, (62 reviews)
"Very nice property in a good location for our family and our interests. The pool was great to relax in during the afternoons after active mornings out."
United States
Jack N.
The price is NZ$1,202
includes taxes & fees
25 Nov - 26 Nov
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
A modern kitchen with white cabinets, a wooden ceiling, and a herringbone-patterned floor.

7. Beach Bungalow: Steps to Beach, Luxury Family Fun

Beach Bungalow: Steps to Beach, Luxury Family Fun
Harwich
10.0 out of 10, Exceptional, (11 reviews)
"We had an excellent stay on the cape at this beautiful home that was walking distance to the beach. The location was perfect and neighborhood was exactly what we dreamed of for an offseason getaway."
United States
Christopher R.
The price is NZ$1,111
includes taxes & fees
23 Nov - 24 Nov
Beach Bungalow: Steps to Beach, Luxury Family Fun
A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

8. 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, (38 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is NZ$1,271
includes taxes & fees
14 Nov - 15 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

9. Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard

Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
Harwich
10.0 out of 10, Exceptional, (12 reviews)
"Excellent location "
United States
Norman Y.
The price is NZ$1,062
includes taxes & fees
13 Nov - 14 Nov
Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
A beach with a concrete walkway and wooden benches.

10. Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit
Bass River
10.0 out of 10, Exceptional, (14 reviews)
"Great location! Close to many restaurants, and beach across the street. "
United States
megan d.
The price is NZ$990
includes taxes & fees
16 Nov - 17 Nov
Charming House by the Beach with Patio, Grill, FirePit
A beach with a wooden walkway leading to the shore, a rocky breakwater, and a clear sky at sunset.

11. Seaside Getaway - Harwichport Beachhouse

Seaside Getaway - Harwichport Beachhouse
Harwich
9.2 out of 10, Wonderful, (19 reviews)
"Great stay! Clean and comfortable and close to town."
United States
Meredith R.
The price is NZ$776
includes taxes & fees
13 Nov - 14 Nov
Seaside Getaway - Harwichport Beachhouse
A patio with white Adirondack chairs, a fire pit, and potted plants.

12. Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Dennis
9.8 out of 10, Exceptional, (24 reviews)
"A lovely home, convenient to beaches, shops and restaurants. Clean and spacious with all the essentials. Excellent communication with host. Thank you for sharing your home."
United States
Joyce R.
The price is NZ$1,405
includes taxes & fees
15 Nov - 16 Nov
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
A living room with a brown leather sofa, plaid armchairs, and a patterned rug.

13. Fish, Golf & Relax Beachside: South Yarmouth Gem!

Fish, Golf & Relax Beachside: South Yarmouth Gem!
Bass River
9.8 out of 10, Exceptional, (9 reviews)
"We had an excellent time at this rental over the long weekend. Amy was super attentive without being intrusive. Truly a great location."
United States
Chris M.
The price is NZ$1,615
includes taxes & fees
13 Dec - 14 Dec
Fish, Golf & Relax Beachside: South Yarmouth Gem!
A bedroom with a bed, a desk, a chair, a TV, and a window.

14. 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
9.8 out of 10, Exceptional, (8 reviews)
"We loved staying at this beautiful house in Harwich. The property was clean, cozy and felt just like home. There was a fenced in back yard which was perfect for our dog and kids. Very private and close to shops, restaurants and the beach. We look forward to visiting again in the future!"
United States
Nicole M.
The price is NZ$647
includes taxes & fees
16 Nov - 17 Nov
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

15. 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, (109 reviews)
"Clean, well-appointed, quaint, pet-friendly home centrally located in a great area for driving to Harding's Beach and downtown Chatham."
United States
Jennifer B.
The price is NZ$910
includes taxes & fees
7 Dec - 8 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A wooden deck with a hot tub, surrounded by a wooden pergola and a wooden fence.

16. West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!

West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!
Dennis
9.4 out of 10, Exceptional, (21 reviews)
"The house is very cute and had everything we needed. The location is great and the owner was super responsive."
United States
Nicole O.
The price is NZ$1,962
includes taxes & fees
13 Dec - 14 Dec
West Dennis Central - 5 bed, 3 bath, 2 kitchen huge yard! Two hot tubs!
An outdoor patio with a wooden deck, a table set for dining, a grill, and string lights.

17. Walk 2 Beach• Private Yard• Dogs OK• Sleeps 10

Walk 2 Beach• Private Yard• Dogs OK• Sleeps 10
Dennis
9.0 out of 10, Wonderful, (2 reviews)
"Great house for a group / family. Awesome outdoor space. Perfect location."
United States
Ben R.
Walk 2 Beach• Private Yard• Dogs OK• Sleeps 10
A sunlit room with a brick wall, a sofa, a dining table, and large windows offering a view of the outdoors.

18. Family Friendly Beach House with linens and AC - Sleeps 8

Family Friendly Beach House with linens and AC - Sleeps 8
Dennis
The price is NZ$1,827
includes taxes & fees
24 Nov - 25 Nov
Family Friendly Beach House with linens and AC - Sleeps 8
A sandy beach path leading to the ocean with a clear sky.

19. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is NZ$986
includes taxes & fees
16 Nov - 17 Nov
Beach Walks, Books & Bay Sunsets
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

20. 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
9.0 out of 10, Wonderful, (11 reviews)
"Nice location, quiet neighborhood, comfortable, and clean with a feeling of newness. Nice time of year to enjoy the porch and there was plenty of room for our group of seven. Three couches in the basement! Easy to get to town or beaches, etc. Host was helpful and communicative."
United States
Jen M.
The price is NZ$872
includes taxes & fees
7 Dec - 8 Dec
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
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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Learn more about South Dennis

Kayak through the peaceful Bass River where local families have picnicked along the shores for generations. Explore the historic South Dennis Village with its charming antique shops and the 1736 Josiah Dennis Manse Museum.

See all hotels in South Dennis
A sandy beach with a wooden fence and sparse vegetation.
Photo by Ken VanTassell
Open Photo by Ken VanTassell

Top reviews in South Dennis

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.
The Escape Inn

The Escape Inn

The Escape Inn
Bass River

10/10 Excellent

Clean nicely decorated. Good continental breakfast with fruit ,cereal, bagels, cake and bread. Nice pool with furniture to relax although we did not use as weather a bit chilly
Australia
David
Reviewed October 20, 2019
The Escape Inn