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South Dennis Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for South Dennis holiday rentals

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 HK$1,178
HK$3,644 total
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 HK$2,204
HK$4,013 total
includes taxes & fees
23 Nov - 24 Nov
Relaxing Cape Cod Cottage Getaway
A pool area with lounge chairs and flags.

3. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (275 reviews)
"Everything was great. Very clean room"
United States
Manizheh
The price is HK$716
HK$820 total
includes taxes & fees
16 Nov - 17 Nov
The Cove at Yarmouth by Westgate Resorts
A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

4. 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 HK$849
HK$3,582 total
includes taxes & fees
14 Nov - 15 Nov
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Terrace/patio

5. The Captain's Quarters Suite Unit - 10

The Captain's Quarters Suite Unit - 10
Harwich
10.0 out of 10, Exceptional, (17 reviews)
"It is a lovely little mini apartment with just enough to make for a very nice and charming stay. The amenities of the Jacuzzi and the adjustable bed bring a touch of luxury to the overall experience."
United States
Annyck H.
The price is HK$1,405
HK$2,201 total
includes taxes & fees
14 Nov - 15 Nov
The Captain's Quarters Suite Unit - 10
A living room with a fireplace, two leather sofas, a small ottoman, and a staircase leading to an upper level.

6. 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 HK$1,193
HK$4,032 total
includes taxes & fees
18 Nov - 19 Nov
Modern Beach & Pond Getaway; Heart of Cape Cod
A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

7. 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 HK$588
HK$5,387 total
includes taxes & fees
26 Nov - 27 Nov
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
A deck with a stone fire pit, outdoor seating, and a view of a body of water.

8. 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, (5 reviews)
"Property is very clean."
United States
Brian C.
Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
A fire pit surrounded by white chairs and a table, set on a gravel area with trees in the background.

9. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"
United States
Sarah B.
The price is HK$1,177
HK$2,729 total
includes taxes & fees
1 Dec - 2 Dec
Cozy, vacation home in a charming duplex cottage
A room with a wooden dining table, four chairs, a flat-screen TV mounted on the wall, and a view through an open door to a dining area.

10. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
Dennis
9.6 out of 10, Exceptional, (92 reviews)
"We had a great stay! We loved how close it was to the beach and that we could bring our dog. We also really appreciated the outdoor shower and extra room with tv for space."
United States
Holleigh B.
The price is HK$1,942
HK$4,170 total
includes taxes & fees
19 Nov - 20 Nov
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
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 HK$1,617
HK$3,449 total
includes taxes & fees
14 Nov - 15 Nov
Seaside Getaway - Harwichport Beachhouse
A beach with a concrete walkway and wooden benches.

12. 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 HK$1,247
HK$4,318 total
includes taxes & fees
16 Nov - 17 Nov
Charming House by the Beach with Patio, Grill, FirePit
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

13. 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 HK$1,326
HK$4,426 total
includes taxes & fees
18 Nov - 19 Nov
Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
A modern kitchen with white cabinets, a wooden ceiling, and a herringbone-patterned floor.

14. 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 HK$1,732
HK$4,631 total
includes taxes & fees
22 Nov - 23 Nov
Beach Bungalow: Steps to Beach, Luxury Family Fun
A house with a well-maintained garden, a white picket fence, and a garage door.

15. 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 HK$1,677
HK$4,281 total
includes taxes & fees
16 Nov - 17 Nov
Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
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.

16. 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 HK$1,400
HK$5,382 total
includes taxes & fees
15 Nov - 16 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

17. 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 HK$991
HK$4,071 total
includes taxes & fees
7 Dec - 8 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A beach with people, tents, and umbrellas.

18. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (54 reviews)
"Great stay!"
United States
Rebecca R.
The price is HK$1,405
HK$2,362 total
includes taxes & fees
15 Nov - 16 Nov
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
A dining area with a wooden table, chairs, and a chandelier. There is a rug on the floor and a painting on the wall.

19. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
The price is HK$2,353
HK$4,355 total
includes taxes & fees
15 Nov - 16 Nov
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
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 HK$1,098
HK$3,970 total
includes taxes & fees
18 Nov - 19 Nov
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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Top South Dennis Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Awesome experience"
Stephen 1-night trip
Posted 2 hours ago
Bayside Resort Hotel

Find out more about South Dennis

Search for holiday rentals in South Dennis on Expedia! You can easily find your home rentals, villas, holiday apartments in South Dennis using one of the methods below:

  • View our selection of featured holiday rentals in South Dennis
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Look no further and take a look at our great range of rental properties in South Dennis!

Frequently asked questions

Can I find holiday rentals in South Dennis?

Yes, there are holiday rentals close to the most popular sights in South Dennis, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that South Dennis has to offer?

Cape Cod's "Beach Rose": This highly rated holiday home rental in South Dennis offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in South Dennis?

Choose from 84 Expedia holiday rentals in South Dennis for a memorable holiday.

What can I see and do in South Dennis?

Cape Cod Rail Trail and Cape Cod Beaches are a couple of lovely local spots to get outside and enjoy nature. Crowe's Pasture and Cape Playhouse are a couple of places you'll find in the wider area.

What’s a holiday rental in South Dennis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Dennis. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.