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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Cottages in South Dennis and around

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Outdoor dining

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The price is €410
includes taxes & fees
9 Oct - 10 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
🐚The Bay Cottage on Thumpertown Beach
Exterior

🐚The Bay Cottage on Thumpertown Beach

9.8 out of 10, Exceptional, (11)
"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!"
The price is €339
includes taxes & fees
9 Oct - 10 Oct
🐚The Bay Cottage on Thumpertown Beach
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Exterior

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

9.6 out of 10, Exceptional, (28)
"Great visit! Clean property a bit tucked in the woods but overall close to everything and a great spot for the price!"
The price is €303
includes taxes & fees
13 Oct - 14 Oct
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Windswept on Campground Beach
Terrace/patio

Windswept on Campground Beach

10.0 out of 10, Exceptional, (1)
"Wonderful stay! Comfortable cottage in fantastic location on the bay. Comfy beds, nice open living area, steps from the bay."
The price is €469
includes taxes & fees
9 Oct - 10 Oct
Windswept on Campground Beach
Edgewood on Campground Beach/Steps to the Sand
Fridge, microwave, oven, stovetop

Edgewood on Campground Beach/Steps to the Sand

10.0 out of 10, Exceptional, (9)
"Wonderful location and lovely stay at the cottage. Would book again!"
The price is €377
includes taxes & fees
13 Oct - 14 Oct
Edgewood on Campground Beach/Steps to the Sand
Castaway Cottage on the bay~Dog Friendly Too!
Property grounds

Castaway Cottage on the bay~Dog Friendly Too!

9.8 out of 10, Exceptional, (12)
"Very enjoyable. Staff were quick to answer any questions."
The price is €361
includes taxes & fees
14 Oct - 15 Oct
Castaway Cottage on the bay~Dog Friendly Too!
Captain's Quarters by Nauset Beach
Property grounds

Captain's Quarters by Nauset Beach

10.0 out of 10, Exceptional, (6)
"Cape Cod cottage close to the beach."
The price is €455
includes taxes & fees
9 Oct - 10 Oct
Captain's Quarters by Nauset Beach
The Breeze on Minister's Pond
Terrace/patio

The Breeze on Minister's Pond

10.0 out of 10, Exceptional, (25)
"We had a lovely time at the Breeze for a few days away from NYC. Tara was a great host and provided us with everything we needed so we had more time to relax and enjoy the area. Will definitely be back to explore the area more!"
The price is €346
includes taxes & fees
6 Nov - 7 Nov
The Breeze on Minister's Pond
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Outdoor dining

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

10.0 out of 10, Exceptional, (2)
"Cosy retreat with pond view. Great for canoeing with the dog. Sweet porch for reading and morning coffee. Tara was an excellent host who communicated immediately and went well above and beyond to correct an issue that was out of her control.A great central location that allowed us to roam freely to our favorite beaches, hikes, and restaurants. We will gladly return in the future. "
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

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

8.8 out of 10, Excellent, (3)
"Great accommodation for what we needed."
The price is €396
includes taxes & fees
9 Oct - 10 Oct
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Outdoor dining

🦀Waterfront at The Velvet Crab~Amazing Sunsets

9.8 out of 10, Exceptional, (22)
"Everything was great, we really enjoyed our stay!"
The price is €376
includes taxes & fees
21 Oct - 22 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access
Terrace/patio

Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access

6.0 out of 10, (2)
"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?"
The price is €400
includes taxes & fees
9 Oct - 10 Oct
Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access
🌊The Ocean Cottage on Thumpertown Beach
Exterior

🌊The Ocean Cottage on Thumpertown Beach

9.4 out of 10, Exceptional, (9)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
The price is €336
includes taxes & fees
21 Oct - 22 Oct
🌊The Ocean Cottage on Thumpertown Beach
Cozy Studio Cottage Steps from the Beach
Outdoor dining

Cozy Studio Cottage Steps from the Beach

9.0 out of 10, Wonderful, (2)
"Stay was short but a nice stay. The cottage could use a little updating but was very comfortable and close to the beach."
The price is €375
includes taxes & fees
19 Oct - 20 Oct
Cozy Studio Cottage Steps from the Beach
The Salt Box – Cozy Studio Steps from Private Beach Bliss
Outdoor dining

The Salt Box – Cozy Studio Steps from Private Beach Bliss

10.0 out of 10, Exceptional, (1)
"Great location, friendly staff"
The price is €375
includes taxes & fees
19 Oct - 20 Oct
The Salt Box – Cozy Studio Steps from Private Beach Bliss
Cozy Seaside Cottage with Spectacular Water Views
Outdoor dining

Cozy Seaside Cottage with Spectacular Water Views

The price is €399
includes taxes & fees
9 Oct - 10 Oct
Cozy Seaside Cottage with Spectacular Water Views
The Seashell – Cozy Studio Steps from Nantucket Sound
Outdoor dining

The Seashell – Cozy Studio Steps from Nantucket Sound

The price is €375
includes taxes & fees
19 Oct - 20 Oct
The Seashell – Cozy Studio Steps from Nantucket Sound
Cozy 1BR Seaside Cottage with Stunning Nantucket Sound Views
Outdoor dining

Cozy 1BR Seaside Cottage with Stunning Nantucket Sound Views

The price is €485
includes taxes & fees
19 Oct - 20 Oct
Cozy 1BR Seaside Cottage with Stunning Nantucket Sound Views
Cozy coastal retreat with stunning Nantucket Sound views!
Outdoor dining

Cozy coastal retreat with stunning Nantucket Sound views!

Cozy coastal retreat with stunning Nantucket Sound views!
Romantic Seaside Studio with Private Beach & Partial Ocean Views!
Outdoor dining

Romantic Seaside Studio with Private Beach & Partial Ocean Views!

The price is €461
includes taxes & fees
19 Oct - 20 Oct
Romantic Seaside Studio with Private Beach & Partial Ocean Views!
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

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"The hotel staff were excellent and attentive and the location is amazing - just steps from the ocean."
Jeffrey 3-night trip
Posted 3 days ago
Red Jacket Beach Resort

Find out more about South Dennis

Find out more about South Dennis

South Dennis Cottages information

Number of reviews
12,960
Accommodation
610 Cottages
Lowest Price
€69
Highest Price
€180

Frequently asked questions

How much do cottages in South Dennis cost?
Rates for cottages in South Dennis range between €69 and €180 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 8.8.
How many cottages are there in South Dennis?
Make use of your holiday days and choose from 610 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.

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Explore a world of travel with Expedia