Search Cottages in South Dennis

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Cottages in South Dennis

Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (212)
"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!!!
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Property grounds

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

6.2 out of 10, (17)
"Great location and private beach access. Charming enclave perfect for our weekend getaway."
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Outdoor dining

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (103)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
New listing! Cozy, fresh and clean 1-bedroom cottage with Pond access in Chatham
Terrace/patio

New listing! Cozy, fresh and clean 1-bedroom cottage with Pond access in Chatham

New listing! Cozy, fresh and clean 1-bedroom cottage with Pond access in Chatham
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Beach nearby, sun loungers

THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (109)
"Such a peaceful getaway! The king size bed was so comfortable and the views of the water was stunning!"
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.6 out of 10, Excellent, (13)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Outdoor dining

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
9.6 out of 10, Exceptional, (4)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Terrace/patio

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

9.6 out of 10, Exceptional, (57)
"Very nice, great spot, well maintained and appointed house"
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Beach nearby, sun loungers, beach towels

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (64)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
1 bedroom, desk, free WiFi, bed sheets

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

10.0 out of 10, Exceptional, (32)
"Wonderful place. Property manager is awesome!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Cottage #11 - Spectacular views of Cape Cod Bay on a private association beach!
On the beach

Cottage #11 - Spectacular views of Cape Cod Bay on a private association beach!

10.0 out of 10, Exceptional, (33)
"So wonderful, would definitely rebook again."
Cottage #11 - Spectacular views of Cape Cod Bay on a private association beach!
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!
On the beach, sun loungers

ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

10.0 out of 10, Exceptional, (3)
"This TOTALLY renovated beach cottage was great. Very close to the beach and easy access to many restaurants."
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
On the beach, sun loungers

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

10.0 out of 10, Exceptional, (90)
"Ready access to private beach Property immaculate with great views from deck and rooms Hosts are very friendly and acvomodatingaccomdating"
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
Exterior

Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.

10.0 out of 10, Exceptional, (12)
"Great location."
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
Lovely Cape Cottage 2 bedroom with private beach and central air.
Beach nearby

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

10.0 out of 10, Exceptional, (49)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
The price is AED 1,074
AED 2,201 total
includes taxes & fees
19 Jun - 20 Jun
Lovely Cape Cottage 2 bedroom with private beach and central air.
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Fridge, microwave, oven, stovetop

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

8.8 out of 10, Excellent, (17)
"The house has everything we needed and is close to lots of restaurants, ice cream shops, and other things to do"
The price is AED 470
AED 1,722 total
includes taxes & fees
22 Jun - 23 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.
Terrace/patio

Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.

10.0 out of 10, Exceptional, (11)
"Exactly as advertised, clean, comfortable, and cozy. "
Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

Edgewood on Campground Beach/Steps to the Sand

10.0 out of 10, Exceptional, (7)
"Wonderful location and lovely stay at the cottage. Would book again!"
The price is AED 724
AED 1,732 total
includes taxes & fees
12 Jun - 13 Jun
Edgewood on Campground Beach/Steps to the Sand
Beach 0.7 Mi walk to Craigville & Covell beach, 3 Day min Labor day onward Bikes
Property grounds

Beach 0.7 Mi walk to Craigville & Covell beach, 3 Day min Labor day onward Bikes

10.0 out of 10, Exceptional, (53)
"Property is close enough to beach for a short drive or walk. Beautiful area to hang with the family."
Beach 0.7 Mi walk to Craigville & Covell beach, 3 Day min Labor day onward Bikes
beachfront cottage at Chases Ocean Grove
On the beach, sun loungers

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between AED 470 and AED 1,074 per night. Whatever your budget, you’ll find an ideal place to get reacquainted with nature. 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?
A traveler favorite is 16 Flakeyard Way - Four Bedroom House. Make yourself comfortable at this 3.5-star stay which features a water view and WiFi. 10 Squanto Drive - One Bedroom House is another popular option worth considering. Spend your vacation at this 3.5-star cottage and take advantage of conveniences including clothes washing facilities and WiFi. You can choose from multiple cottages in South Dennis with a total average guest review rating of 9.3.
How many cottages are there in South Dennis?
Make use of your vacation days and choose from 618 cottages in South Dennis. Looking for a place where you can immerse yourself in nature? Expedia will help you find your ideal stay in only a click or two.