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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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, (140 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 €260
includes taxes & fees
15 Oct - 16 Oct
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
House (3 Bedrooms) | Front of property

2. 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 €601
includes taxes & fees
20 Sept - 21 Sept
6 Mi to Beach: Home w/ Deck in Brewster!
Exterior

3. 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 €550
includes taxes & fees
20 Sept - 21 Sept
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Exterior

4. 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 €435
includes taxes & fees
19 Oct - 20 Oct
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

5. 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 €423
includes taxes & fees
21 Sept - 22 Sept
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Exterior

6. 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 €481
includes taxes & fees
30 Sept - 1 Oct
Harwich Hideaway with King Beds Pet Friendly!
Outdoor dining

7. 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 €654
includes taxes & fees
1 Oct - 2 Oct
2 Beds Walk to Baxter Beach
Exterior

8. 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 €394
includes taxes & fees
20 Sept - 21 Sept
Cozy, vacation home in a charming duplex cottage
Exterior

9. 🐚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 €350
includes taxes & fees
19 Oct - 20 Oct
🐚The Bay Cottage on Thumpertown Beach
Terrace/patio

10. 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, (66 reviews)
"Clean, great location. "
United States
Peter G.
The price is €387
includes taxes & fees
20 Sept - 21 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!
Exterior

11. Lost at Seaside Too – Salt, Sand, Serenity

Lost at Seaside Too – Salt, Sand, Serenity
Bass River
The price is €347
includes taxes & fees
29 Sept - 30 Sept
Lost at Seaside Too – Salt, Sand, Serenity
Cottage (2 Bedrooms) | Interior

12. 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 €317
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Exterior

13. 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 €353
includes taxes & fees
28 Sept - 29 Sept
The Perfect Shore Escape: The Sandpiper
Exterior

14. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is €720
includes taxes & fees
23 Sept - 24 Sept
Driftwood Cottages - 65A - Whale
Beach nearby

15. 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 €426
includes taxes & fees
28 Sept - 29 Sept
Edgewood on Campground Beach/Steps to the Sand
Terrace/patio

16. 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 €489
includes taxes & fees
19 Oct - 20 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
Terrace/patio

17. Windswept on Campground Beach

Windswept on Campground Beach
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"So nice to be steps from the beach for morning walks and sunset catching . A great location on the Cape. Glad to have the grill to enjoy our fresh caught striped bass Capt Joe (ReelEz) put us on . The charm of a historic cottage made for comfortable family time. Thank you !"
United States
Lars S.
The price is €546
includes taxes & fees
28 Sept - 29 Sept
Windswept on Campground Beach
Exterior

18. 1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
9.0 out of 10, Wonderful, (22 reviews)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
The price is €332
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Property grounds

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

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (6 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is €353
includes taxes & fees
19 Oct - 20 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
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)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is €528
includes taxes & fees
4 Oct - 5 Oct
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
"Wonderful stay! The hotel was clean, comfortable, and welcoming, with excellent service and a great location. Everything was just as expected, and we really enjoyed our stay. Highly recommended!"
Nelson 3-night trip
Posted 1 hour ago
Holiday Inn Express Hyannis Cape Cod by IHG

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
301
Accommodation
631 Cottages
Lowest Price
€260
Highest Price
€720

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between €260 and €720 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 9.2.
How many cottages are there in South Dennis?
Make use of your holiday days and choose from 631 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 cosy 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 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.