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Holiday Homes in South Dennis

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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
The price is €460
includes taxes & fees
2 Nov - 3 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 €485
includes taxes & fees
22 Nov - 23 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 €398
includes taxes & fees
23 Oct - 24 Oct
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
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.

4. 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 €676
includes taxes & fees
23 Oct - 24 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A patio with white Adirondack chairs, a fire pit, and potted plants.

5. 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)
"This is a spacious, comfortable house with a beautiful yard in a quiet neighborhood. The house was spotless and had comfortable beds and plenty of towels and kitchen supplies. We enjoyed making s’mores in the backyard fire pit. The location is a terrific - easy to get anywhere on the Cape. On our daily walks with our dog, the neighbors we met were so friendly and welcoming."
United States
Trish C.
The price is €647
includes taxes & fees
24 Oct - 25 Oct
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
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.

6. 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
A living room with a fireplace, two leather sofas, a small ottoman, and a staircase leading to an upper level.

7. 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 €499
includes taxes & fees
15 Nov - 16 Nov
Modern Beach & Pond Getaway; Heart of Cape Cod
An outdoor patio with a wooden deck, a table set for dining, a grill, and string lights.

8. East Dennis Gem! Walk to Beach! Sleeps 10!

East Dennis Gem! Walk to Beach! Sleeps 10!
Dennis
10.0 out of 10, Exceptional, (1 review)
"Great house for a group / family. Awesome outdoor space. Perfect location."
United States
Ben R.
East Dennis Gem! Walk to Beach! Sleeps 10!
A living room with a brick fireplace, a blue sectional sofa, a white coffee table, and a large window with blinds.

9. 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 €513
includes taxes & fees
26 Oct - 27 Oct
Coastal Haven in West Dennis
A spacious living area with a sofa, chairs, a fireplace, and a kitchen in the background.

10. 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 €642
includes taxes & fees
26 Oct - 27 Oct
Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
A modern two-story building with large windows and a flat roof.

11. Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!

Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!
Dennis Port
9.8 out of 10, Exceptional, (17 reviews)
"The property was great and hope to be back in the future."
United States
Jason H.
Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

12. 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, (11 reviews)
"Excellent location "
United States
Norman Y.
The price is €545
includes taxes & fees
25 Oct - 26 Oct
Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
A resort with a large pool, sun loungers, and a pier extending into the water.

13. 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 €429
includes taxes & fees
27 Oct - 28 Oct
Cozy Large Home in Harwich with Patio near Wequassett Resort
A house with a wooden deck, a brick chimney, and a porch with wicker furniture.

14. Charming Dennis Port Retreat Near the Beach

Charming Dennis Port Retreat Near the Beach
Dennis Port
7.4 out of 10, Good, (6 reviews)
"Quick walk to the beach. Cottage was cute. Beds were not the most comfortable. 10am checkout is frustrating."
United States
Angela C.
Charming Dennis Port Retreat Near the Beach
A modern kitchen with white cabinets, a wooden ceiling, and a herringbone-patterned floor.

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

Beach Bungalow: Steps to Beach, Luxury Family Fun
Harwich
10.0 out of 10, Exceptional, (10 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 €589
includes taxes & fees
4 Nov - 5 Nov
Beach Bungalow: Steps to Beach, Luxury Family Fun
A beach with a concrete walkway and wooden benches.

16. 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)
"This home was perfect for our family beach trip. There are several nearby beaches and restaurants. We loved being able to walk to the Skipper! The host was very responsive and the check in and check out processes were very clear. We all very much enjoyed our stay here!"
United States
Suzanne Q.
The price is €467
includes taxes & fees
26 Oct - 27 Oct
Charming House by the Beach with Patio, Grill, FirePit
A house with a well-maintained garden, a white picket fence, and a garage door.

17. 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 €517
includes taxes & fees
25 Oct - 26 Oct
Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
A coastal sunset with a beach, rocky shoreline, and a lighthouse in the distance.

18. Seaside Getaway - Harwichport Beachhouse

Seaside Getaway - Harwichport Beachhouse
Harwich
9.0 out of 10, Wonderful, (18 reviews)
"Great stay! Clean and comfortable and close to town."
United States
Meredith R.
The price is €425
includes taxes & fees
26 Oct - 27 Oct
Seaside Getaway - Harwichport Beachhouse
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
9.6 out of 10, Exceptional, (107 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.
The price is €425
includes taxes & fees
27 Oct - 28 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A sandy beach path leading to the ocean with a clear sky.

20. 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 €568
includes taxes & fees
22 Nov - 23 Nov
Beach Walks, Books & Bay Sunsets
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

Sandwich Lodge & Resort

Sandwich Lodge & Resort

10/10 Excellent
"Unfortunately we weren't here long - would have loved to take better advantage of the amenities. We had a room with a balcony facing the indoor pool / hot tub. We never got to use it, but it looked wonderful, well kept, with lots of fun things to do. Our room had a whirlpool tub in it - loved having that option! It was very relaxing. Unfortunately, the TV in that area didn't turn on, and the jets looked like they could use a good soak. The bed was comfortable and everything was very clean. We would definitely stay here again."
Marcella 1-night trip
Posted 3 hours ago
Sandwich Lodge & Resort

Find out more about South Dennis

South Dennis Holiday Homes information

Number of reviews
297
Accommodation
3073 Holiday Homes
Lowest Price
€398
Highest Price
€676