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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 July - 12 July
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for South Dennis cottages

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 AU$540
includes taxes & fees
21 May - 22 May
🐚The Bay Cottage on Thumpertown Beach
Cottage (3 Bedrooms) | Interior

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is AU$604
includes taxes & fees
26 May - 27 May
Walk to Beaches & Dining: Classic Cape Cod Cottage
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 AU$656
includes taxes & fees
17 May - 18 May
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is AU$592
includes taxes & fees
17 May - 18 May
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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, (111 reviews)
"Cute space and perfect size for me and my small dog!"
United States
Amy F.
The price is AU$361
includes taxes & fees
21 May - 22 May
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
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 AU$774
includes taxes & fees
14 May - 15 May
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Property grounds

Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"Very good pet friendly house! "
United States
Sasha N.
The price is AU$579
includes taxes & fees
25 May - 26 May
Castaway Cottage on the bay~Dog Friendly Too!
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 AU$567
includes taxes & fees
25 May - 26 May
The Breeze on Minister's Pond
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 AU$801
includes taxes & fees
14 May - 15 May
Captain's Quarters by Nauset Beach
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, (131 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is AU$327
includes taxes & fees
4 June - 5 June
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
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 AU$844
includes taxes & fees
25 May - 26 May
Windswept on Campground Beach
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
6 Mi to Beach: Home w/ Deck in Brewster!
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 AU$851
includes taxes & fees
14 May - 15 May
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
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.
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
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 AU$425
includes taxes & fees
20 May - 21 May
🐳 The Whale Song - Dog-Friendly Studio
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 AU$759
includes taxes & fees
17 May - 18 May
Seaside Escape-Art-filled 2 Bd on Town Cove
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 AU$1,217
includes taxes & fees
5 June - 6 June
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 AU$535
includes taxes & fees
14 May - 15 May
🌊The Ocean Cottage on Thumpertown Beach
Exterior

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Yarmouth
The price is AU$672
includes taxes & fees
17 May - 18 May
Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Exterior

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Great accommodation for what we needed."
United States
Judith F.
The price is AU$745
includes taxes & fees
26 May - 27 May
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
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

Chatham Bars Inn

Chatham Bars Inn

8/10 Good
"window and door were not closing all the way, got noise complaint after daughter became ill. Food was good staff ok"
Brian 2-night trip
Posted 4 hours ago
Chatham Bars Inn

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
422
Accommodation
613 Cottages
Lowest Price
AU$327
Highest Price
AU$1,217

Frequently asked questions

How much do cottages in South Dennis cost?
You can expect to pay between AU$327 and AU$1,217 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 613 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.