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South Dennis Holiday Rentals

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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 rentals

A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

1. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful home very easy check in and out host was great will definitely be staying their again in the future"
United States
Rachael M.
The price is NZ$388
includes taxes & fees
5 Oct - 6 Oct
Cape Cod's "Beach Rose"
A modern kitchen with wooden cabinets, a central island, and orange bar stools.

2. 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.

3. 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$900
includes taxes & fees
5 Oct - 6 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.

4. 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
An outdoor dining area with a long table set for a meal, surrounded by chairs and a white railing.

5. The Swan River House

The Swan River House
dennis
9.6 out of 10, Exceptional, (24 reviews)
"Wonderful accommodations and exactly as described on line. Just a beautiful spot on the river!"
United States
Richard D.
The price is NZ$1,436
includes taxes & fees
30 Sept - 1 Oct
The Swan River House
A beach with a wooden fence and people walking along the shore.

6. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

7. 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 pool area with lounge chairs and flags.

8. 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, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is NZ$275
includes taxes & fees
29 Sept - 30 Sept
The Cove at Yarmouth by Westgate Resorts
A beach with a lifeguard tower, beach chairs, and people enjoying the sand and water.

9. Cape Cod Oceanside Condo across from beach!

Cape Cod Oceanside Condo across from beach!
Dennis
9.0 out of 10, Wonderful, (23 reviews)
"We had a wonderful stay! The place was very clean and fit 3 people comfortably. We loved having the beach right across the street. The check in process was very easy and the front desk staff was super nice! Would definitely stay here again!!"
United States
Lindsey Y.
The price is NZ$220
includes taxes & fees
7 Oct - 8 Oct
Cape Cod Oceanside Condo across from beach!
A hot tub with a tiled edge and a metal ladder, surrounded by a carpeted floor and wooden walls.

10. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (146 reviews)
"Very spacious rooms clean ,great location friendly staff,"
United States
Margaret
The price is NZ$477
includes taxes & fees
4 Oct - 5 Oct
Brewster Green Resort
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

11. 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 beach with a wooden fence and a few people sitting on the sand.

12. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (141 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is NZ$504
includes taxes & fees
15 Oct - 16 Oct
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
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.

13. 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$1,397
includes taxes & fees
28 Sept - 29 Sept
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A single-story house with a front porch, a number '5' on the door, and a well-maintained lawn.

14. Cozy One Bedroom Cabin on Cape Cod Campground!

Cozy One Bedroom Cabin on Cape Cod Campground!
Bass River
9.0 out of 10, Wonderful, (46 reviews)
"Great stay, great communication, highly recommend "
United States
Rick F.
The price is NZ$416
includes taxes & fees
25 Sept - 26 Sept
Cozy One Bedroom Cabin on Cape Cod Campground!

15. The Beachcomber Unit - #9

The Beachcomber Unit - #9
Harwich
10.0 out of 10, Exceptional, (21 reviews)
"We had an amazing time staying here, great location and it was very clean. "
United States
Mike B.
The price is NZ$611
includes taxes & fees
27 Sept - 28 Sept
The Beachcomber Unit - #9
A modern two-story building with large windows and a flat roof.

16. 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, (16 reviews)
"Perfect, clean, the property had everything we needed. I’d stay again."
United States
Anonymous traveller
Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!
A patio with white Adirondack chairs, a fire pit, and potted plants.

17. 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 wooden barrel with the label "Truro Vineyards" and "Oil Cape Cod" on it.

18. Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat
Dennis
9.6 out of 10, Exceptional, (107 reviews)
"Great location, comfortable size for a little getaway! We had a great time! Right across from the beach is amazing. "
United States
Melissa W.
The price is NZ$603
includes taxes & fees
27 Sept - 28 Sept
Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat
A living room with a brick fireplace, a blue sectional sofa, a white coffee table, and a large window with blinds.

19. 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 room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

20. 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.
The price is NZ$896
includes taxes & fees
5 Oct - 6 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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 2 hours ago
Holiday Hill Inn & Suites

Find out more about South Dennis

Everything you need to know about South Dennis holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Dennis holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Dennis holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Dennis holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Dennis. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Dennis holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Dennis holiday rentals we have selected for you start as low as NZ$275 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Dennis rentals

At Expedia, we put the best South Dennis holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Dennis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Dennis holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Dennis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 86 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.