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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for South Dennis cottages

House (3 Bedrooms) | Front of property

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
29 May - 30 May
6 Mi to Beach: Home w/ Deck in Brewster!
Exterior

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 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
1 Jun - 2 Jun
🐚The Bay Cottage on Thumpertown Beach
Beach nearby

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 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 £362
includes taxes & fees
31 May - 1 Jun
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

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
The price is £452
includes taxes & fees
29 May - 30 May
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Terrace/patio

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, (61 reviews)
"Clean, great location. "
United States
Peter G.
The price is £273
includes taxes & fees
1 Jun - 2 Jun
On Town Cove with salt water access! Kayaks and paddle board available for use!
Property grounds

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (9 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is £443
includes taxes & fees
11 Jun - 12 Jun
Captain's Quarters by Nauset Beach
Terrace/patio

Windswept on Campground Beach

Windswept on Campground Beach
Eastham
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay! Comfortable cottage in fantastic location on the bay. Comfy beds, nice open living area, steps from the bay."
United States
Margaret A.
The price is £625
includes taxes & fees
1 Jun - 2 Jun
Windswept on Campground Beach
Terrace/patio

Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
6.0 out of 10, (2 reviews)
"Great cottage! In a neighborhood of about a dozen houses with access to Town Cove. Not big, but very well equipped and great outdoor space with lingers, sofa, fire pit, grill and more. Morning and evening visits from a family of 5-6 bunnies - who knew?"
United States
Janet R.
The price is £412
includes taxes & fees
31 May - 1 Jun
Seaside Escape-Art-filled 2 Bd on Town Cove
Beach

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
9.6 out of 10, Exceptional, (113 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is £238
includes taxes & fees
5 Jun - 6 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Terrace/patio

The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (25 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 £352
includes taxes & fees
12 Jun - 13 Jun
The Breeze on Minister's Pond
Interior

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is £270
includes taxes & fees
7 Jun - 8 Jun
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Exterior

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 £345
includes taxes & fees
4 Jun - 5 Jun
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Terrace/patio

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, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is £173
includes taxes & fees
11 Jun - 12 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Exterior

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Yarmouth
The price is £328
includes taxes & fees
1 Jun - 2 Jun
Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Exterior

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
South Wellfleet
10.0 out of 10, Exceptional, (68 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
The price is £630
includes taxes & fees
5 Jun - 6 Jun
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
Exterior

🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (9 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is £295
includes taxes & fees
31 May - 1 Jun
🌊The Ocean Cottage on Thumpertown Beach
Property grounds

🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (14 reviews)
"Great location, easy walk/bike to coast guard beach and the salt pond visitors center. the cottage itself was the perfect size for two people just wanting a little getaway, and the outdoor area was great for sitting at night. The host was also super communicative, quick responses, and helpful!"
United States
Zoe A.
The price is £296
includes taxes & fees
30 May - 31 May
🐳 The Whale Song - Dog-Friendly Studio
Property grounds

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is £296
includes taxes & fees
15 Jun - 16 Jun
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is £462
includes taxes & fees
29 May - 30 May
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Exterior

Town Center-Limited June and July Dates Still Open-2026 Total Renovation

Town Center-Limited June and July Dates Still Open-2026 Total Renovation
Chatham
The price is £646
includes taxes & fees
16 Jun - 17 Jun
Town Center-Limited June and July Dates Still Open-2026 Total Renovation
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
"service are great nice staff he ver helpfull"
phurita 1-night trip
Posted 3 hours ago
Hyannis Travel Inn

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
448
Accommodation
613 Cottages
Lowest Price
£173
Highest Price
£646

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between £173 and £646 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 9.6. 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 613 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.