A red brick building with a white awning and an American flag.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (137 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is CA $279
CA $365 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A beach with a wooden fence and people walking along the shore.

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

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
The price is CA $164
CA $431 total
includes taxes & fees
Sep 24 - Sep 25
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
A covered deck with a grill, outdoor furniture, and a view of trees.

3. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is CA $199
CA $955 total
includes taxes & fees
Sep 20 - Sep 21
6 Mi to Beach: Home w/ Deck in Brewster!
A house with a deck, a flag, and a garage.

4. 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, (8 reviews)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is CA $248
CA $616 total
includes taxes & fees
Sep 10 - Sep 11
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A single-story house with a white exterior, black shutters, and a green door.

5. Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Bass River
10.0 out of 10, Exceptional, (10 reviews)
"The cottage was cozy and renovated in an excellent location with lots to do nearby. Nina made things easy and convenient for an all around outstanding stay. "
United States
Nathan S.
The price is CA $405
CA $884 total
includes taxes & fees
Sep 27 - Sep 28
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
A single-story house with a gabled roof, a front porch, and a small front yard.

6. 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)
"Great spot!"
United States
Mia A.
The price is CA $349
CA $717 total
includes taxes & fees
Oct 5 - Oct 6
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A house surrounded by trees with a clear path leading to the front door.

7. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is CA $561
CA $762 total
includes taxes & fees
Sep 9 - Sep 10
Harwich Hideaway with King Beds Pet Friendly!
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

8. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 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 $204
CA $547 total
includes taxes & fees
Sep 8 - Sep 9
🐚The Bay Cottage on Thumpertown Beach
A deck with wicker furniture, a grill, and a large umbrella.

9. 2 Beds Walk to Baxter Beach

2 Beds Walk to Baxter Beach
West Yarmouth
8.0 out of 10, Very good, (1 review)
"Cute small home good for two parents/two kids. Very clean and neat. Basic amenities and utensils. Very much near a good deal of sights and sounds. "
United States
Michael C.
The price is CA $298
CA $1,085 total
includes taxes & fees
Sep 14 - Sep 15
2 Beds Walk to Baxter Beach

10. 5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly

5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
Dennis
The price is CA $807
CA $2,051 total
includes taxes & fees
Sep 8 - Sep 9
5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
A wooden deck with white railings, wicker chairs, and a blue umbrella.

11. 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, (64 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $218
CA $557 total
includes taxes & fees
Sep 20 - Sep 21
On Town Cove with salt water access! Kayaks and paddle board available for use!

12. Lost at Seaside – Your Cozy Coastal Hideaway

Lost at Seaside – Your Cozy Coastal Hideaway
Bass River
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful property with incredible ocean view. Host provided everything needed, lots of lovely themed decor. We honestly can't wait to stay here again!"
United States
Sharon P.
The price is CA $364
CA $552 total
includes taxes & fees
Sep 29 - Sep 30
Lost at Seaside – Your Cozy Coastal Hideaway
A single-story house with a front door, a small porch, and a gravel driveway.

13. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
The price is CA $237
CA $504 total
includes taxes & fees
Oct 2 - Oct 3
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

14. The Perfect Shore Escape: The Sandpiper

The Perfect Shore Escape: The Sandpiper
Bass River
10.0 out of 10, Exceptional, (2 reviews)
"The location is perfect! Easy access to anywhere on the Cape! Extremely family friendly and a very relaxing atmosphere. Beautiful beach views!"
United States
Michael C.
The price is CA $375
CA $562 total
includes taxes & fees
Sep 28 - Sep 29
The Perfect Shore Escape: The Sandpiper
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 CA $303
CA $1,153 total
includes taxes & fees
Sep 8 - Sep 9
Driftwood Cottages - 65A - Whale
A beach with a wooden boardwalk and a rocky foreground.

16. 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 $272
CA $671 total
includes taxes & fees
Sep 29 - Sep 30
Edgewood on Campground Beach/Steps to the Sand

17. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is CA $148
CA $428 total
includes taxes & fees
Sep 14 - Sep 15
🐳 The Whale Song - Dog-Friendly Studio
Two wicker swing chairs facing a sunset over the ocean.

18. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (19 reviews)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
The price is CA $347
CA $734 total
includes taxes & fees
Sep 8 - Sep 9
Castaway Cottage on the bay~Dog Friendly Too!

19. Wake Up to Waves at Williams Port Cottage

Wake Up to Waves at Williams Port Cottage
Bass River
The price is CA $473
CA $712 total
includes taxes & fees
Sep 6 - Sep 7
Wake Up to Waves at Williams Port Cottage
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

20. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Three women stayed in this cottage, it was completely fabulous, very clean, pretty cottagy feel, nice location, quiet & peaceful!mBeds were comfortable, kitchen was well organized and functional. The size was perfect, nice comfortable living room. Really overall a wonderful accommodation! We will definitely come back! Hopefully soon!"
United States
Peggy R.
The price is CA $302
CA $837 total
includes taxes & fees
Sep 8 - Sep 9
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The front desk staff were excellent. They went out of their way to be friendly and helpful."
Charlotte 2-night trip
Posted 1 hour ago
Hyannis Travel Inn

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
418
Accommodation
616 Cottages
Lowest Price
CA $365
Highest Price
CA $2,051

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between CA $365 and CA $2,051 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 9.4.
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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