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

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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, (138 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 AU$366
includes taxes & fees
14 Sept - 15 Sept
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 AU$415
includes taxes & fees
24 Sept - 25 Sept
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
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, (9 reviews)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is AU$646
includes taxes & fees
15 Sept - 16 Sept
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 AU$901
includes taxes & fees
27 Sept - 28 Sept
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)
"would stay here again"
United States
david r.
The price is AU$713
includes taxes & fees
5 Oct - 6 Oct
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 AU$773
includes taxes & fees
13 Sept - 14 Sept
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 AU$535
includes taxes & fees
23 Sept - 24 Sept
🐚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 AU$1,058
includes taxes & fees
20 Sept - 21 Sept
2 Beds Walk to Baxter Beach
A house with a front porch, a small garden, and a mailbox.

10. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (8 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 AU$622
includes taxes & fees
13 Sept - 14 Sept
Cozy, vacation home in a charming duplex cottage
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, (65 reviews)
"Clean, great location. "
United States
Peter G.
The price is AU$619
includes taxes & fees
20 Sept - 21 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!

12. 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 Perfect Shore Escape: The Sandpiper
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 AU$504
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Two wicker swing chairs facing a sunset over the ocean.

14. 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 AU$879
includes taxes & fees
3 Oct - 4 Oct
Castaway Cottage on the bay~Dog Friendly Too!

15. Flip Flops - Where Cape Dreams Meet the Sea

Flip Flops - Where Cape Dreams Meet the Sea
Bass River
9.2 out of 10, Wonderful, (5 reviews)
"This cottage was lovely. It is a bit small for families. It was very clean and comfortable. Being just steps from the ocean was amazing!"
United States
Michelle N.
The price is AU$599
includes taxes & fees
17 Sept - 18 Sept
Flip Flops - Where Cape Dreams Meet the Sea
A single-story mobile home with a front porch, a small deck, and a wooden fence.

16. Driftwood Cottages - Crab

Driftwood Cottages - Crab
Eastham
8.8 out of 10, Excellent, (3 reviews)
"This is a cute little cottage within 10 minutes walk to a bay beach. Property was very clean. Hosts were easy to contact and responded quickly. It’s a good value for the money and we would definitely consider staying here again especially for the prime location. Pet friendly was also a huge plus!"
United States
Megan T.
Driftwood Cottages - Crab
A beach with a wooden boardwalk and a rocky foreground.

17. 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 AU$657
includes taxes & fees
28 Sept - 29 Sept
Edgewood on Campground Beach/Steps to the Sand

18. 🐳 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 Whale Song - Dog-Friendly Studio
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

19. 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 AU$759
includes taxes & fees
23 Sept - 24 Sept
Seaside Escape-Art-filled 2 Bd on Town Cove
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

20. 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 AU$660
includes taxes & fees
17 Sept - 18 Sept
The Breeze on Minister's Pond
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

Sunbird ANNEX Resort

Sunbird ANNEX Resort

8/10 Good
"Very clean, well appointed motel. Staff friendly and accommodating. Breakfast was fresh and delicious. A very good value for Cape Cod."
Paul 1-night trip
Posted 7 hours ago
Sunbird ANNEX Resort

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
442
Accommodation
624 Cottages
Lowest Price
AU$366
Highest Price
AU$1,058

Frequently asked questions

How much do cottages in South Dennis cost?
You can expect to pay between AU$366 and AU$1,058 per night for cottages in South Dennis. No matter your budget, an awesome stay is just clicks away on Expedia. This price was 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?
Stay close to nature in one of the 624 cottages waiting for you in South Dennis. To help you reserve an ideal property, use our handy filter tool to search for amenities or perks you prefer.
What is there to do in South Dennis near my cottage?
Whatever you love doing, South Dennis has plenty of things to keep you on the go. Cape Codder Water Park, West Dennis Beach and Mayflower Beach are on most visitors' itineraries. Don't forget to check out Cape Cod Inflatable Park, Seagull Beach and Skaket Beach either. With Expedia's hotel deals in South Dennis, you can see more fantastic attractions like these with the money you save.