South Dennis Vacation Rentals

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Vacation Rentals in South Dennis

Quiet Northside Beach House
9.8 out of 10, Exceptional, (21)
"We live in Massachusetts but were in need a short getaway, some beach time and hiking. The Cape is perfect for this. We found this location and the response to our requests as well got us off to a good start. The location was ideal. We got everywhere we wanted to go quickly. Once we realized (from the host) that Cold STorage Beach was around the corner, we were very happy. We spent a full day there - its amazing! We packed up after the sun went down. Ate at local eateries where the food was...
Quiet Northside Beach House
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (246)
"Nice clean quiet place. I went in shoulder season. Easy access to nice beach. "
The price is CA $330
CA $378 total
includes taxes & fees
Oct 17 - Oct 18
Edgewater Beach Resort, a VRI resort
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (299)
"The property was nice! Super location as it’s just steps away from the beach. Get to beach early or there’s no umbrellas available. They do a great job with setting up chairs on the beach. Hard workers! Beach bars are super convenient and bathrooms were clean. Tons to do all around. Nice restaurants, lots of shopping. Bummed to see some of the cute shops at marketplace aren’t there anymore. Still cute though. "
The price is CA $311
CA $356 total
includes taxes & fees
Sep 24 - Sep 25
The Club at New Seabury
Holly Tree Resort by VRI Americas
3.0 star property
9.0 out of 10, Wonderful, (334)
"Very large room, property and room was clean and well maintained. Great value for the money "
Holly Tree Resort by VRI Americas
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (416)
"Cute property great for families "
The price is CA $209
CA $239 total
includes taxes & fees
Oct 6 - Oct 7
Cape Winds Resort by VRI Americas
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
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (185)
"We enjoyed everything about our stay at this cottage. So cozy and comfortable We found everything we needed . Even found beach chairs. Host was so nice to communicate with. If you’re looking for a charming cottage in a great location this is it! The only thing we wanted that was not there was a couple of wine glasses. "
Steps to the Ocean! Perfect Location!!!
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.0 out of 10, Wonderful, (39)
"Very private. Close to food, and a sandy beach in Barnstable that was good for a young child. Heritage Museum close with a carousel and great walking. "
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (163)
"Beautiful Cozy Getaway by the ocean! My wife and I had an enjoyable relaxing time! The sound of the waves was so soothing! The beaches and views were beautiful!"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (116)
"Property was exceptionally well equipped, and the ocean views are extraordinary."
The price is CA $406
CA $741 total
includes taxes & fees
Sep 24 - Sep 25
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Cozy beachfront cottage at Chases Ocean Grove
9.8 out of 10, Exceptional, (23)
"We stayed three nights during a vacation exploration of Cape Cod. This was a perfect location. The little house was sweet. Everything you could need and more was supplied. The setup and room layout was perfect, space was utilized well. Slightly cramped getting in and out of bed, but not a big deal. The decor was beach charming. Loved the large bathroom and spacious shower. The neighborhood was quaint, and we totally appreciated the ocean view and cross breezes! Would love to return, thank you!"
Cozy beachfront cottage at Chases Ocean Grove
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, (38)
"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 CA $113
CA $518 total
includes taxes & fees
Sep 24 - Sep 25
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
8.8 out of 10, Excellent, (17)
"Simple, charming cottage with friendly neighbors and walking distance to the beach. Parking is a little tricky with 1 designated spot. Close to great restaurants. "
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
Quaint condo near private beach access with fireplace - close to dining
8.8 out of 10, Excellent, (46)
"Very nice condo. Clean and well stocked. Just the right size for a couple. Only a few steps from the beach, which is private. Great Cape Cod location mid way down the cape. Only 20 minutes from shopping and the fish pier in Chatham and an hour from Provincetown. We would definitely stay again. The only reason it’s a 4 star and not 5 are some minor issues that are easily addressed: Needs a new mattress on the bed. Way too soft Drain in the master bath slow Most important: The door keypad is...
Quaint condo near private beach access with fireplace - close to dining
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (104)
"We absolutely loved our stay at Tom’s place at the Breakwaters! Extremely clean, fantastic location, comfortable beds and it was equipped with everything we needed for a beautiful week on the Cape with our 2 girls (6 and 8). We have stayed at Breakwaters for several years and this was another wonderful experience! Will definitely be back!"
Steps to the beach with an ocean view,
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.6 out of 10, Excellent, (28)
"Cute, cozy, and clean!! Close to everything! Highly recommend!"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
9.2 out of 10, Wonderful, (53)
"Couldn't beat being right on the water. The house was comfortable, clean and quiet. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
10.0 out of 10, Exceptional, (141)
"We had a wonderful and relaxing time in Cape Cod. Thankful to this clean, cozy rental. It was just what we needed to relax and recharge after exploring the beach. Next time we plan to stay longer. One night wasn't enough : )"
The price is CA $129
CA $433 total
includes taxes & fees
Oct 1 - Oct 2
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Lovely Cape Cottage 2 bedroom with private beach and central air.
10.0 out of 10, Exceptional, (42)
"We loved staying at this adorable little cottage! The house was so clean and exactly as pictured on-line. The host was very helpful and nice. The neighborhood was beautiful and perfect for our kids and dog to walk down to the little beach down the street. We highly recommend it and hope to come back next summer :) "
Lovely Cape Cottage 2 bedroom with private beach and central air.
Oceanfront home with great views, deck, grill & beach access - dog-friendly
8.8 out of 10, Excellent, (64)
"We enjoyed our stay here - great access to the beach, clean and comfortable. "
Oceanfront home with great views, deck, grill & beach access - dog-friendly
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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, (1179)
"Quite"
The price is CA $208
CA $253 total
includes taxes & fees
Sep 26 - Sep 27
Bayside Resort Hotel
Riviera Beach Resort
3.0 star property
8.0 out of 10, Very good, (1012)
"I would like to have checked in at the Riviera not the Blue Water "
The price is CA $179
CA $228 total
includes taxes & fees
Oct 7 - Oct 8
Riviera Beach Resort
Cape Sands Inn
2.5 star property
8.4 out of 10, Very good, (1015)
"Na"
The price is CA $88
CA $100 total
includes taxes & fees
Sep 25 - Sep 26
Cape Sands 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.

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.