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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for South Dennis cottages

A single-story house with a gabled roof, a front porch, and a small front yard.

1. 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 CA $327
CA $698 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A house with a deck, a flag, and a garage.

2. 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.
The price is CA $318
CA $722 total
includes taxes & fees
Nov 7 - Nov 8
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A house with a front porch, a small garden, and a mailbox.

3. 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 CA $283
CA $610 total
includes taxes & fees
Nov 1 - Nov 2
Cozy, vacation home in a charming duplex cottage
A wooden deck with white railings, wicker chairs, and a blue umbrella.

4. 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 CA $205
CA $602 total
includes taxes & fees
Oct 20 - Oct 21
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.

5. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is CA $211
CA $563 total
includes taxes & fees
Oct 20 - Oct 21
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with a view of a lake, surrounded by trees.

6. 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 CA $194
CA $540 total
includes taxes & fees
Oct 20 - Oct 21
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

7. 🦀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 CA $215
CA $623 total
includes taxes & fees
Oct 20 - Oct 21
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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 CA $242
CA $751 total
includes taxes & fees
Oct 20 - Oct 21
Seaside Escape-Art-filled 2 Bd on Town Cove
A house surrounded by dense forest, overlooking a body of water.

9. 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 CA $222
CA $568 total
includes taxes & fees
Nov 2 - Nov 3
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

10. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (27 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 CA $234
CA $593 total
includes taxes & fees
Oct 20 - Oct 21
The Breeze on Minister's Pond
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 CA $280
CA $690 total
includes taxes & fees
Oct 20 - Oct 21
Edgewood on Campground Beach/Steps to the Sand
A single-story house with a front door, a small porch, and a fenced yard.

12. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is CA $195
CA $609 total
includes taxes & fees
Oct 21 - Oct 22
Charming Family-friendly Getaway in Sandwich!
A two-story house with a front porch, a small attached garage, and a gravel driveway.

13. 🌊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 CA $211
CA $557 total
includes taxes & fees
Oct 21 - Oct 22
🌊The Ocean Cottage on Thumpertown Beach
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

14. 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 CA $237
CA $745 total
includes taxes & fees
Oct 20 - Oct 21
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

15. 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 CA $266
CA $802 total
includes taxes & fees
Oct 20 - Oct 21
Captain's Quarters by Nauset 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.
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Top South Dennis Hotel Reviews

Sandwich Lodge & Resort

Sandwich Lodge & Resort

10/10 Excellent
"Beautiful hotel. Nice location."
James 1-night trip
Posted 2 hours ago
Sandwich Lodge & Resort

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
203
Accommodation
616 Cottages
Lowest Price
CA $540
Highest Price
CA $802

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between CA $540 and CA $802 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 traveller favourite is 16 Flakeyard Way - Four Bedroom House. Make yourself at home at this 3.5-star stay which comes with a water view and a patio. 10 Squanto Drive - One Bedroom House is another popular option worth a look. Unpack your suitcase at this 3.5-star cottage and you'll have access to amenities such as WiFi and clothes washing facilities. You'll have your pick of multiple cottages in South Dennis with a total average guest review rating of 9.5.
How many cottages are there in South Dennis?
Make use of your vacation days and choose from 616 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.
Are there any family-friendly cottages in South Dennis?
Many travellers needing a family-friendly cottage in South Dennis go for 16 Flakeyard Way - Four Bedroom House. With a 3.5-star rating and amenities such as WiFi and a patio, you're sure to feel at home here. Another great pick for families who crave a break close to nature is 10 Squanto Drive - One Bedroom House. WiFi and a fridge help make this 3.5-star cottage a great base for your South Dennis getaway. After checking in and chilling together in your cozy new digs, it's time to discover the local sights. Cape Cod Inflatable Park and Mayflower Beach are popular family-friendly attractions in South Dennis.
Why book your cottage in South Dennis with Expedia?
We think that a vacay should be hassle-free, so if you're looking for cottages in South Dennis at a nice price, Expedia has got you covered. Save cash and select a thrifty option far away from the hustle and bustle, or book an upmarket cottage to really spoil your favorite people.
How can I find cheap cottages in South Dennis?
A great way to uncover cheap cottages in South Dennis is with Expedia's handy filter tool. Refine your search by budget, amenities and star rating to nab unbeatable prices in just a few clicks.
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.

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