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Compare 411 Cottages in South Dennis with updated reviews, rates, and availability.

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!

New Listing!! Panoramic Bay Views!

New Listing!! Panoramic Bay Views!

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

9.6 out of 10, Exceptional, (100)
"A very comfortable few days on the mid-Cape. Great location, great little cottage. Quiet, private, clean. I'd do it again!"
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Cozy Cape Cottage with Beach Access

9.2 out of 10, Wonderful, (9)
"Enjoyed returning to the familiar place where we've had so many great family memories."
Cozy Cape Cottage with Beach Access

Cozy beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove

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 with Beach Access

10.0 out of 10, Exceptional, (4)
"The walk to the beach elevates the home"
Cozy Cape Cottage with Beach Access

Cozy Cape Cottage with Beach Access

8.8 out of 10, Excellent, (9)
"The beach path, distance to bike path and Kingsbury beach made this vacation very relaxing and enjoyable. "
Cozy Cape Cottage with Beach Access

Hear the sound of the surf

2.0 star property
10.0 out of 10, Exceptional, (2)
"very cozy, very clean. easy to keep toasty warm. really is just steps to the beach. tiny but great kitchen. "
Hear the sound of the surf

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (58)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

8.6 out of 10, Excellent, (79)
"Great location but the place was dirty. Need a better cleaning service. "
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Dennis Port Beach House 40 Steps to the Sand. 3 Bedroom

9.8 out of 10, Exceptional, (18)
"This is a beautiful, clean, charming cottage right across from a nice beach. We were very happy overall with this choice. It worked very well for our family of 4. The negatives: When we arrived at midnight after flying to Boston from Colorado we were surprised to learn that there were no linens, no towels, no tissues or paper towels, and no toilet paper in the entire place (there was half a roll of toilet paper left from previous renters). The toilet requires a specialty TP because it’s old...
Dennis Port Beach House 40 Steps to the Sand. 3 Bedroom

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (102)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

8.0 out of 10, Very Good, (15)
"I found this sweet place to get away to after loosing my husband of 35yrs. It was the perfect place for me...just peaceful, quaint, abundant with flowering window boxes on the cottages, and the nicest hosts...Mary and Marianne,"
Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!

9.4 out of 10, Exceptional, (83)
"My daughters and I were in town for the annual Christmas Stroll. Sharon's house is adorable, clean, comfortable and you cannot beat the location. Very close to town and the the fish market where we purchased steamed and cracked lobster for our dinner. We enjoyed walking down to White Pond to watch the gorgeous sunset. Street is tucked away off of Rte 28 on a quiet road. Fabulous and festive weekend. "
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!

Dog-friendly beach cottage on Harwich's main street with large lawn

8.8 out of 10, Excellent, (28)
"Perfect home and location. Thank you!"
Dog-friendly beach cottage on Harwich's main street with large lawn

Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach

10.0 out of 10, Exceptional, (87)
"Spectacular view of the ocean from the spacious deck, especially at sunset. (My partner teared up from the sheer beauty when she first saw it!) Also enjoyed the zero-gravity chair on the deck, and the binoculars. The interior is thoughtfully decorated, and we appreciated the investment in the additional half-bath (especially when we entertained a family of four for dinner). Kitchen is well-supplied (yay, multiple cutting boards!), and we were grateful for the variety of pillows with each...
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach

Fire Pit, Walk to Beach: Waterfront Hyannis Gem

9.8 out of 10, Exceptional, (20)
"Place was clean and easy to access, lots of amenities and the owner was great to deal with. "
Fire Pit, Walk to Beach: Waterfront Hyannis Gem
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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Other property types in South Dennis

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (310)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is SAR 603
SAR 690 total
includes taxes & fees
19 Jan - 20 Jan
The Club at New Seabury

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (220)
"This is my wife and my favorite spot to just come and relax in the off season and get some great hot chocolates from our favorite bakery in town. "
The price is SAR 484
SAR 554 total
includes taxes & fees
21 Jan - 22 Jan
The Cove At Yarmouth

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335
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?
Cottages in South Dennis range between and per night. These properties offer a chance to get reacquainted with nature — at a price you can afford. These prices were 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?
You can pick from multiple cottages in South Dennis with a total average guest review rating of 9.3. 10 Squanto Drive - One Bedroom House is a great place to rest and put your feet up between adventures. This 3.5-star cottage also offers WiFi and clothes washing facilities. 16 Flakeyard Way - Four Bedroom House is another leading pick with travelers in this area. It has a 3.5-star rating and amenities including a water view and a patio.
How many cottages are there in South Dennis?
Enjoy the beauty of nature in one of the 411 cottages available in South Dennis. To help you reserve an ideal property, use our handy filter tool to search for amenities or perks you need.
Why book your cottage in South Dennis with Expedia?
We think that traveling should be a piece of cake, so if you’re seeking cottages in South Dennis at a great price, Expedia has your back. Keep the budget under control and go for an economical option far from the downtown buzz, or book a 5-star cottage to really pamper your favorite people.
How can I find cheap cottages in South Dennis?
Expedia is here to help you easily track down cheap cottages in South Dennis. To lock in a superb stay in a couple of quick clicks, simply use our convenient filter tool to tailor your search results by budget, star rating and amenities.