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Holiday Homes in South Dennis

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for South Dennis holiday homes

A modern kitchen with wooden cabinets, a central island, and orange bar stools.

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

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
9.6 out of 10, Exceptional, (13 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is NZ$1,093
includes taxes & fees
28 Sept - 29 Sept
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
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.

2. 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$1,164
includes taxes & fees
25 Oct - 26 Oct
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.

3. 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$1,089
includes taxes & fees
4 Oct - 5 Oct
Relaxing Cape Cod Cottage Getaway
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

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

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Property is convenient to beaches and restaurants."
United States
Laurie and Rick A.
The price is NZ$764
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

5. 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$777
includes taxes & fees
27 Sept - 28 Sept
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
A patio with white Adirondack chairs, a fire pit, and potted plants.

6. 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, (23 reviews)
"Property was excellent. Host responsive. Great experience!"
United States
Kathleen F.
The price is NZ$1,253
includes taxes & fees
3 Oct - 4 Oct
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
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.

7. 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, (33 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is NZ$1,483
includes taxes & fees
2 Oct - 3 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A spacious living area with a sofa, chairs, a fireplace, and a kitchen in the background.

8. Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Dennis
The price is NZ$903
includes taxes & fees
14 Oct - 15 Oct
Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

9. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (204 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is NZ$549
includes taxes & fees
14 Oct - 15 Oct
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A living room with a brick fireplace, a blue sofa, a coffee table, and a large window with blinds.

10. Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is NZ$1,167
includes taxes & fees
27 Sept - 28 Sept
Coastal Haven in West Dennis -15
A living room with a brick fireplace, a blue sectional sofa, a white coffee table, and a large window with blinds.

11. Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (5 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$978
includes taxes & fees
27 Sept - 28 Sept
Coastal Haven in West Dennis
A dining area with a round table, white chairs, a cabinet with glass doors, a mirror, wall sconces, and a view through a glass door.

12. Beautiful 3BR/2BA South Yarmouth getaway

Beautiful 3BR/2BA South Yarmouth getaway
South Yarmouth
10.0 out of 10, Exceptional, (1 review)
"Excellent place!"
United States
Marjorie S.
The price is NZ$1,380
includes taxes & fees
1 Oct - 2 Oct
Beautiful 3BR/2BA South Yarmouth getaway
A spacious living room with a large sectional sofa, a coffee table, and a patterned rug. There is a kitchen area with white cabinets and a dining table. A wooden staircase leads to an upper level.

13. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (52 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
The price is NZ$1,224
includes taxes & fees
5 Oct - 6 Oct
Beach Lovers Escape
A wicker chair, a wicker table with a glass of water, a bottle of lemonade, a plate with watermelon slices, and a basket of bread rolls.

14. The Genoa | Your Perfect Dennis Port Beach Escape

The Genoa | Your Perfect Dennis Port Beach Escape
Dennis Port
10.0 out of 10, Exceptional, (5 reviews)
The Genoa | Your Perfect Dennis Port Beach Escape

15. George and Pearl's Cape House

George and Pearl's Cape House
South Yarmouth
The price is NZ$951
includes taxes & fees
12 Oct - 13 Oct
George and Pearl's Cape House
A living room with teal walls, a brown leather sofa, a wooden coffee table, and a colorful rug.

16. Thompson House Cape Cod

Thompson House Cape Cod
3.0 star property
South Yarmouth
The price is NZ$1,855
includes taxes & fees
10 Oct - 11 Oct
Thompson House Cape Cod
A sandy beach path leading to the ocean with a clear sky.

17. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (1 review)
"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$1,023
includes taxes & fees
30 Sept - 1 Oct
Beach Walks, Books & Bay Sunsets
A resort with a large pool, sun loungers, and a pier extending into the water.

18. 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, (14 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is NZ$881
includes taxes & fees
28 Sept - 29 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

19. 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
9.8 out of 10, Exceptional, (106 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A deck with a stone fire pit, outdoor seating, and a view of the water.

20. Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More

Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"Property is very clean."
United States
Brian C.
Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
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

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Great place for our family. We'll be back for sure"
Robin 4-night trip
Posted 1 hour ago
Holiday Hill Inn & Suites

Find out more about South Dennis

South Dennis Holiday Homes information

Number of reviews
467
Accommodation
3043 Holiday Homes
Lowest Price
NZ$549
Highest Price
NZ$1,855