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Check prices for these dates

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

Our top choices for South Dennis cottages

Terrace/patio

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 £200
includes taxes & fees
14 Sept - 15 Sept
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Beach

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 £236
includes taxes & fees
24 Sept - 25 Sept
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
House (3 Bedrooms) | Front of property

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 £512
includes taxes & fees
20 Sept - 21 Sept
6 Mi to Beach: Home w/ Deck in Brewster!
Exterior

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 £341
includes taxes & fees
7 Sept - 8 Sept
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Exterior

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 £479
includes taxes & fees
27 Sept - 28 Sept
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Exterior

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 £409
includes taxes & fees
22 Sept - 23 Sept
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

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 £411
includes taxes & fees
9 Sept - 10 Sept
Harwich Hideaway with King Beds Pet Friendly!
Exterior

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 £295
includes taxes & fees
13 Sept - 14 Sept
🐚The Bay Cottage on Thumpertown Beach
Outdoor dining

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 £592
includes taxes & fees
13 Sept - 14 Sept
2 Beds Walk to Baxter Beach
Exterior

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 £1,084
includes taxes & fees
8 Sept - 9 Sept
5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
Terrace/patio

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 £321
includes taxes & fees
20 Sept - 21 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!
Exterior

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.
Lost at Seaside – Your Cozy Coastal Hideaway
Cottage (2 Bedrooms) | Interior

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 £270
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Exterior

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 £303
includes taxes & fees
28 Sept - 29 Sept
The Perfect Shore Escape: The Sandpiper
Exterior

15. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is £612
includes taxes & fees
8 Sept - 9 Sept
Driftwood Cottages - 65A - Whale
Beach

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 £364
includes taxes & fees
28 Sept - 29 Sept
Edgewood on Campground Beach/Steps to the Sand
Property grounds

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 £233
includes taxes & fees
14 Sept - 15 Sept
🐳 The Whale Song - Dog-Friendly Studio
Property grounds

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 £396
includes taxes & fees
8 Sept - 9 Sept
Castaway Cottage on the bay~Dog Friendly Too!
Exterior

19. Wake Up to Waves at Williams Port Cottage

Wake Up to Waves at Williams Port Cottage
Bass River
The price is £395
includes taxes & fees
6 Sept - 7 Sept
Wake Up to Waves at Williams Port Cottage
Property grounds

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 £449
includes taxes & fees
8 Sept - 9 Sept
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

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Good stay"
James 1-night trip
Posted 3 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
418
Accommodation
617 Cottages
Lowest Price
£200
Highest Price
£1,084

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between £200 and £1,084 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?
Take your pick of multiple cottages in South Dennis that have a total average guest review rating of 9.4. 10 Squanto Drive - One Bedroom House is a terrific place to rest and recharge between adventures. This 3.5-star cottage also features WiFi and clothes washing facilities. 16 Flakeyard Way - Four Bedroom House is another leading pick with travellers to the area. It has a 3.5-star rating and amenities including a water view and a patio.
How many cottages are there in South Dennis?
Make use of your holiday days and choose from 617 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?
Travelling with your group in South Dennis is easy at 10 Squanto Drive - One Bedroom House. With conveniences including WiFi and a patio, you'll feel right at home in this 3.5-star cottage. 16 Flakeyard Way - Four Bedroom House is another family-friendly stay where you and the rest of your squad can escape the frantic pace of the city. This cottage has a 3.5-star rating and conveniences including WiFi and a fridge. After checking in and chilling in your comfy digs, it's time to head out and explore the sights. Crosby Landing Beach and Cockle Cove Beach are among the best family-friendly attractions in South Dennis.
Why book your cottage in South Dennis with Expedia?
We think that a holiday 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 favourite 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.