Lodging Image

Book a South Dennis Cottage

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for South Dennis cottages

A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

1. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (142 reviews)
"Excellent with the pond!"
United States
shannon s.
The price is NZ$516
includes taxes & fees
15 Oct - 16 Oct
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A single-story house with a gabled roof, a front porch, and a small front yard.

2. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
The price is NZ$883
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A house with a deck, a flag, and a garage.

3. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A house with a front porch, a small garden, and a mailbox.

4. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is NZ$772
includes taxes & fees
1 Nov - 2 Nov
Cozy, vacation home in a charming duplex cottage
A wooden deck with white railings, wicker chairs, and a blue umbrella.

5. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (68 reviews)
"Clean, great location. "
United States
Peter G.
The price is NZ$745
includes taxes & fees
19 Oct - 20 Oct
On Town Cove with salt water access! Kayaks and paddle board available for use!
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

6. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 reviews)
The price is NZ$709
includes taxes & fees
26 Oct - 27 Oct
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with a view of a lake, surrounded by trees.

7. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is NZ$670
includes taxes & fees
18 Oct - 19 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

8. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is NZ$936
includes taxes & fees
26 Oct - 27 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

9. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (29 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is NZ$756
includes taxes & fees
18 Oct - 19 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A two-story house with a front porch, a small front yard, and a driveway.

10. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is NZ$723
includes taxes & fees
14 Oct - 15 Oct
Charming Family-friendly Getaway in Sandwich!
A beach with a wooden boardwalk and a rocky foreground.

11. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is NZ$869
includes taxes & fees
26 Oct - 27 Oct
Edgewood on Campground Beach/Steps to the Sand
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

12. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is NZ$746
includes taxes & fees
26 Oct - 27 Oct
The Breeze on Minister's Pond
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

13. The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
6.0 out of 10, (1 review)
The price is NZ$929
includes taxes & fees
26 Oct - 27 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A two-story house with a front porch, a small attached garage, and a gravel driveway.

14. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is NZ$709
includes taxes & fees
26 Oct - 27 Oct
🌊The Ocean Cottage on Thumpertown Beach
A single-story mobile home with a porch, a small deck, and a gravel driveway.

15. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is NZ$1,562
includes taxes & fees
14 Oct - 15 Oct
Driftwood Cottages - 65A - Whale
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

16. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"It is a beautiful property."
United States
Phillip B.
The price is NZ$996
includes taxes & fees
25 Oct - 26 Oct
Captain's Quarters by Nauset Beach
A house surrounded by dense forest, overlooking a body of water.

17. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is NZ$815
includes taxes & fees
14 Oct - 15 Oct
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A single-story cabin with a front porch, a small deck, and a mailbox.

18. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"We got moved here after a terrible experience with an other rental in the area. We were very happy with this place. It was spacious and clean. Close to the beach, about a 5 minute walk. I would recommend seeing the sunset."
United States
Christina L.
The price is NZ$1,539
includes taxes & fees
14 Oct - 15 Oct
Driftwood Cottages - 85 - Lobster
welcome home to an open concept and clean canvas.

19. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (8 reviews)
"The Cape Coddage was perfect! Great location, beautiful little cottage and great hosts! We will definitely be repeat customers in the future. Quintessential Cape Cod, don’t hesitate to give it a try!"
United States
Jason M.
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Dennis Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Great property, convenient location and helpful staff."
Colleen 2-night trip
Posted 1 hour ago
Hyannis Travel Inn

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
352
Accommodation
614 Cottages
Lowest Price
NZ$516
Highest Price
NZ$1,562

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between NZ$516 and NZ$1,562 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.
How many cottages are there in South Dennis?
Make use of your holiday days and choose from 614 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.
What is there to do in South Dennis near my cottage?
Once you've unpacked your things and settled in, set out and explore the amazing things South Dennis has for you to experience. Cape Cod Rail Trail is a top attraction to add to your travel itinerary.