South Dennis Vacation Rentals

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Vacation Rentals in South Dennis

Quiet Northside Beach House
9.8 out of 10, Exceptional, (15)
"This is our second time renting this property. It’s the perfect size for our family and centrally located to so many great things to do on Cape Cod. Walter has great communication before you arrive. We would definitely recommend renting this house!"
Quiet Northside Beach House
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Loved this property "
Holly Tree Resort by VRI Americas
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (394)
"Awesome"
The price is ¥23,965
per night
Jun 9 - Jun 10
Cape Winds Resort by VRI Americas
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Oceanside 2 - SD335
9.8 out of 10, Exceptional, (10)
"This little cottage was perfect for my wife and I. We started coming to the Cape in the Fall because the Summers are too crowded for us there. This cottage was nearly perfect for our stay. It is nestled in a small loop off of the road where there are a few cottages. Not bad in October but probably more bustling in the Summer. The only thing I didn't like was that the path down to the beach is alongside of this cottage and when coming off the beach, everyone is passing the back deck. Otherwise,...
Oceanside 2 - SD335
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (283)
"Stayed for only one night and wished it was longer. The condo was wonderful, clean and comfortable. Because we are early in June, we went off property to enjoy dinner at the Flying Bridge. The beach was wonderful, comfy chairs, soft sand. I can say you will not regret staying here. We will be back@"
The price is ¥38,376
per night
Jun 9 - Jun 10
The Club at New Seabury
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
9.8 out of 10, Exceptional, (16)
"Lots of fun for more than one family to stay!"
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, (278)
"I like how it has indoor pool and access inside so you dont have to go outside in winter to find pool"
The price is ¥21,541
per night
Jun 9 - Jun 10
The Cove at Yarmouth by VRI Americas
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.4 out of 10, Exceptional, (31)
"Beautiful home. Beautiful beaches nearby. Lovely fenced yard."
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (45)
"Property was lovely as advertised. Oceanfront, clean, spacious. Nothing beats hearing the crashing waves at night on the upstairs bedroom patio. Highly recommended!"
Oceanfront Cape Cod Vacation Rental: Beach Access!
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (110)
"It was a perfect place, the balcony by was in the right position to watch sunrise and sunsets. Condo was very clean and comfortable."
The price is ¥62,208
per night
Jun 12 - Jun 13
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, (39)
"It was the perfect location for our anniversary getaway! My wife and I would certainly stay here again!! Five stars!!!"
The price is ¥19,956
per night
Jun 27 - Jun 28
Quaint condo near private beach access with fireplace - close to dining
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, (33)
"All the things we needed: beach, comfortable place to sleep, eat and shower. Appreciated the extra beach chairs! Plenty of towels for showering. Plenty of movies and games if there’s a bad weather day - we were lucky to have none of those! We hope to return. Thanks for sharing your place!"
The price is ¥18,519
per night
Jun 11 - Jun 12
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (172)
"Nice little cottage by the water we got unlucky with the weather overall satisfied with the stay little too much air freshner in the place"
Steps to the Ocean! Perfect Location!!!
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (153)
"Right on the beach and a great location. Small but has all you need!"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, (11)
"My friend and I had a wonderful time at your cottage. My friend had not visited the Cape in a long time so it was fun for both of us to go exploring. And it was great that the cottages were right on the beach so we did not have to drive anywhere to soak up the sunshine."
Cozy beachfront cottage at Chases Ocean Grove
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, (7)
"We loved being able to walk to cafes, restaurants and the bookstore and the proximity of the bike path meant that we didn't need our car much at all. We rode bikes to lunch spots, the beach, and to the pickleball courts. The house was tidy and had everything we needed."
Cape Cod Vacation Home Rental - Walk to Beach
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, (125)
"The accommodations were clean, spacious, with a deck large enough for all if us and a great, green yard. The listing description was accurate and then some with the beach being and easy 5 min walk. We highly recommend! Lynn and Jim F, 06/2024."
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, (5)
"Thank you for a great stay! Beautiful house and location. We had a great time!"
The price is ¥247,280
per night
Jun 11 - Jun 12
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
9.2 out of 10, Wonderful, (85)
"This is a true get a way for 2. Larry was informative and hospitable. What a view!"
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (97)
"A late April getaway was enhanced by staying in this lovely cottage. It was wonderful ‘coming home’ to after a busy day exploring Cape Cod. The cottage is cosy and clean with a well-equipped kitchen - exactly what we want in a vacation rental. Communication was timely and efficient from start to finish. Thank you, Tom!"
Steps to the beach with an ocean view,
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See all available properties in South Dennis
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.

Other types of properties in South Dennis you may be interested in

Bayside Resort Hotel
3.0 star property
8.8 out of 10, Excellent, (1036)
"We had a great stay at this resort. No complaints. "
The price is ¥26,455
per night
Jun 10 - Jun 11
Bayside Resort Hotel
Cape Sands Inn
2.5 star property
8.4 out of 10, Very Good, (957)
"The location was easily accessible, there were a ton of things to do at the property. Swimming pool and a hot tub. There was a Dunkin donuts down the road, and a couple of restaurants. I would recommend this location to anyone. And most importantly my wife felt safe."
The price is ¥10,694
per night
Jun 9 - Jun 10
Cape Sands Inn
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (696)
"I really liked the high flow of water in the showers. Room was quiet and relaxing"
The price is ¥79,366
per night
Jun 9 - Jun 10
Chatham Bars Inn
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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Frequently asked questions

Can I find vacation rentals in South Dennis?

Yes, we have vacation rentals close to well known local attractions in South Dennis, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in South Dennis?

Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach: This vacation home rental outside of South Dennis offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in South Dennis?

Choose from 108 Expedia vacation rentals in South Dennis for a memorable vacation.

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. Cape Playhouse and Cape Cod Museum of Art are a couple of places you'll find in the larger area.

What’s a vacation rental in South Dennis like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in South Dennis. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.

Recent reviews of South Dennis properties
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