Search South Dennis Cottage Rentals from CA $328

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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 CA $161
CA $958 total
includes taxes & fees
Jun 11 - Jun 12
6 Mi to Beach: Home w/ Deck in Brewster!
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 CA $228
CA $581 total
includes taxes & fees
Jun 22 - Jun 23
🌊The Ocean Cottage on Thumpertown Beach
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 CA $297
CA $671 total
includes taxes & fees
Jun 12 - Jun 13
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 CA $306
CA $846 total
includes taxes & fees
Jun 8 - Jun 9
Captain's Quarters by Nauset Beach
Property grounds

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (99 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is CA $313
CA $637 total
includes taxes & fees
Jun 17 - Jun 18
Eastham, Cape Cod - Town Cove Waterfront
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 CA $266
CA $775 total
includes taxes & fees
Jun 16 - Jun 17
Seaside Escape-Art-filled 2 Bd on Town Cove
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 CA $250
CA $328 total
includes taxes & fees
Jun 11 - Jun 12
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
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 CA $221
CA $571 total
includes taxes & fees
Jun 21 - Jun 22
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
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, (114 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $195
CA $473 total
includes taxes & fees
Jun 21 - Jun 22
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
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 CA $388
CA $826 total
includes taxes & fees
Jun 21 - Jun 22
Edgewood on Campground Beach/Steps to the Sand
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 CA $199
CA $505 total
includes taxes & fees
Jun 7 - Jun 8
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Property grounds

🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is CA $216
CA $520 total
includes taxes & fees
Jun 13 - Jun 14
🐳 The Whale Song - Dog-Friendly Studio
Exterior

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Yarmouth
The price is CA $278
CA $649 total
includes taxes & fees
Jun 16 - Jun 17
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
8.8 out of 10, Excellent, (5 reviews)
"Great accommodation for what we needed."
United States
Judith F.
The price is CA $403
CA $801 total
includes taxes & fees
Jun 9 - Jun 10
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
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 CA $417
CA $860 total
includes taxes & fees
Jun 7 - Jun 8
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
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 CA $790
CA $1,488 total
includes taxes & fees
Jun 28 - Jun 29
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
Property grounds

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Bass River
The price is CA $463
CA $944 total
includes taxes & fees
Jun 18 - Jun 19
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Exterior

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 CA $436
CA $659 total
includes taxes & fees
Jun 11 - Jun 12
The Perfect Shore Escape: The Sandpiper
Exterior

The Whale Watch - Sand, Sun & Sea Breeze Bliss

The Whale Watch - Sand, Sun & Sea Breeze Bliss
Bass River
10.0 out of 10, Exceptional, (1 review)
"Nice view and great little cottage for two people!"
United States
Donna S.
The price is CA $650
CA $977 total
includes taxes & fees
Jun 30 - Jul 1
The Whale Watch - Sand, Sun & Sea Breeze Bliss
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

10/10 Excellent
"Lovely hotel. We had a cottage which had lovely views out across the sandbars. Only downside was the weather but that wasn’t an issue in such lovely surroundings."
Sally 3-night trip
Posted 2 hours ago
Chatham Bars Inn

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
380
Accommodation
620 Cottages
Lowest Price
CA $328
Highest Price
CA $1,488

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between CA $328 and CA $1,488 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 9.5.
How many cottages are there in South Dennis?
Make use of your vacation days and choose from 620 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 cozy 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 vacay 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 favorite 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.

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