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Compare 454 Cottages in South Dennis with updated reviews, rates, and availability.

Cape Cod Holiday Estates, a VRI resort
3.0 star property
9.6 out of 10, Exceptional, (116)
"A true gem. They had everything we needed and more. I really appreciate the additional amenities offered that other places we stayed in never had. The little things count. Would love to come back here again. "
The price is AED 823
AED 942 total
includes taxes & fees
28 Sep - 29 Sep
Cape Cod Holiday Estates, a VRI resort
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,
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
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!!!
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
10.0 out of 10, Exceptional, (16)
"Long weekend in this Maushop rental, fantastic stay and a wonderful rental. I've rented many of these units over the years and this one is by far the best in terms of location and what is provided in the unit itself. The hosts have a great understanding of what is important - comfortable beds, TV that works, well stocked kitchen, new beach chairs and umbrellas. Left us wanting nothing. Thanks Katie and Paul."
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
Cottage at Chases Ocean Grove - short walk to beach
Cottage at Chases Ocean Grove - short walk to beach
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
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!
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
Steps to private Beach, Golf Course, AC
9.4 out of 10, Exceptional, (20)
"Beautiful place, host was friendly and quick to respond to questions. "
Steps to private Beach, Golf Course, AC
Dog-friendly beach cottage on Harwich's main street with large lawn
8.8 out of 10, Excellent, (26)
"Perfect home and location. Thank you!"
Dog-friendly beach cottage on Harwich's main street with large lawn
Waterfront Cottage Steps to Private Beach! (2052)
9.2 out of 10, Wonderful, (32)
"Nice little beach cottage. The cottage really could use air conditioning. "
Waterfront Cottage Steps to Private Beach! (2052)
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.
Lovely cottage near beach and town - screened porch, outdoor shower, picnic area
8.0 out of 10, Very Good, (6)
"The cottage is nice, not a lot of storage and too many bugs, but sleeping was comfortable and the outdoor shower is awesome."
Lovely cottage near beach and town - screened porch, outdoor shower, picnic area
Green Anchor Cottage - Large Outdoor Deck!
10.0 out of 10, Exceptional, (12)
"We had a fabulous time! The cottage was immaculate and very aesthetically pleasing (great decor choices.) It was a quick, pretty walk to the beach with our 2yo in the wagon. Carl was a wonderful host; he was kind and very responsive. The back deck was a great feature and we were surprised with a hot tub! Overall, great location and very quiet spot to have a quick getaway. "
The price is AED 386
AED 1,286 total
includes taxes & fees
1 Oct - 2 Oct
Green Anchor Cottage - Large Outdoor Deck!
Charming One bedroom Pet Friend Cottage in Eastham
5.8 out of 10, (6)
"Great friendly community."
Charming One bedroom Pet Friend Cottage in Eastham
Cottage is on a PRIVATE BEACH shared between two houses.
9.6 out of 10, Exceptional, (26)
"My family stayed for a week. The house was spotless up on arrival, one of the cleanest houses we have stayed in! It was the perfect size for our family, the location was wonderful and the neighbors renting were so kind. We had everything we needed. One downside was the family staying in the big house kept throwing their dog poop all around the garbage can, which was not pleasant to navigate around when taking out the garbage and yucky to look at. We have a dog at home so I think a simple...
Cottage is on a PRIVATE BEACH shared between two houses.
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
8.8 out of 10, Excellent, (26)
"The property was great and walkable to the beach, but needs a few upgrades. "
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Cozy Cape Cottage
9.4 out of 10, Exceptional, (13)
"Everything was perfect and the host made check-in very easy! Brewster was a great little town as well!"
Cozy Cape Cottage
Rustic Marsh-side Summer Cottage on Blackfish Creek
9.8 out of 10, Exceptional, (46)
"Sweet cottage! Small, but just right for a couple. Pristinely clean and well stocked with everything that could be needed. Great charm and character, and close to everything on the outer Cape. Lovely outdoor space, with sunset views, and a screen porch for eating. Only encountered one mosquito near the marsh after dark. Loved it, thanks Scott"
Rustic Marsh-side Summer Cottage on Blackfish Creek
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Other property types 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 AED 860
AED 984 total
includes taxes & fees
25 Sep - 26 Sep
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 AED 843
AED 965 total
includes taxes & fees
23 Sep - 24 Sep
The Club at New Seabury
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

How much do cottages in South Dennis cost?
Prices for cottages in South Dennis range between AED256 and AED314 per night. Whatever your budget, you’ll find the ideal place to get reacquainted with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in South Dennis?
Select from multiple cottages in South Dennis with a total average guest review rating of 9.3. 10 Squanto Drive - One Bedroom House is a wonderful place to put your feet up between adventures. This 3.5-star cottage also offers clothes washing facilities and free WiFi. 80 Barn Hill Road - Three Bedroom House is another leading pick with visitors in this area. It has a 3.5-star rating and amenities including free WiFi and clothes washing facilities.
How many cottages are there in South Dennis?
Pack your suitcase and choose from 454 cottages in South Dennis. Hoping to find a place where you can surround yourself with nature? Expedia can help you find your ideal stay in a few simple clicks.
Why book your cottage in South Dennis with Expedia?
Expedia has some superb cottages in South Dennis, so get set for an unforgettable stay on nature’s doorstep. If you’re sticking to a budget, click on how much you want to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a kitchen or a pool. We’ll help you find the right fit whatever your plans or style of travel.
How can I find cheap cottages in South Dennis?
With Expedia’s convenient filter tool, locating cheap cottages in South Dennis is a snap. To view properties that are friendly on the wallet, narrow your search by budget, amenities and star rating.