Discover the magic of Dennis, a captivating locale in Massachusetts. Known for its exceptional cottages, the region offers 1,488 options to make your stay unforgettable.

Find your perfect cottages in Dennis that fits both your style and budget. With prices ranging between $77 and $3,466, enjoy top-notch amenities like Kitchen / Kitchenette.

Top Features: Kitchen / Kitchenette, Internet / Wifi, Air conditioner, TV and Parking

Local Highlights: Heritage Museums & Gardens, Whaling Museum, Plimoth Patuxet Museums, Edaville Family Theme Park and John F. Kennedy Memorial

Take the first step towards an unforgettable Dennis experience. Reserve your cottages today and uncover the hidden gems of Massachusetts.

Top Cottages in Dennis

Property grounds
5.0
Outstanding(194 Reviews)
Cottage
 in South Dennis
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
4 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Enjoy the best of Dennis in our Cottage, Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.

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Smart TV, fireplace, books
4.8
Outstanding(143 Reviews)
Cottage
 in Dennis
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach
4 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Indulge in a peaceful retreat at Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach, our elegant Cottage in Dennis. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

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Sun loungers, beach towels
4.9
Outstanding(112 Reviews)
Cottage
 in Dennis
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
7 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Experience vacation in Dennis with our Cottage, Pond View~ Abuts conservation and walking trails. There is fishing at the pond. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.

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Beach nearby, sun loungers, beach towels
5.0
Outstanding(92 Reviews)
Cottage
 in Dennis
Mermaid Cottage! beautiful propety!
8 guests · 3 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Cottage in Dennis can fit your needs for many types of vacations, at $295 per night.

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Fridge, microwave, oven, stovetop
4.9
Outstanding(85 Reviews)
Cottage
 in Dennis Port
Charming Cape Escape: Steps to the Beach, Large Deck, 2 Bikes & Outdoor Shower!
4 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

The best choice in Dennis for Cottage, for $473 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Property grounds
5.0
Outstanding(82 Reviews)
Cottage
 in Yarmouth Port
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️
7 guests · 3 bedrooms · 3 baths
Garden · Pool · Pets allowed

Experience the best of Dennis with this Cottage available for $550. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

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Dining
4.9
Outstanding(81 Reviews)
Cottage
 in Dennis
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
4 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Dennis at Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks for $278 for your next trip.

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Property grounds
4.9
Outstanding(72 Reviews)
Cottage
 in Dennis Port
Amazing Lakefront Property, Private Dock, Direct Access to Water, New Hot Tub/AC
8 guests · 3 bedrooms · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Are you ready to indulge in a relaxing getaway? Our Cottage in Dennis has everything you need for a rejuvenating stay. Treat yourself to Amazing Lakefront Property, Private Dock, Direct Access to Water, New Hot Tub/AC's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.

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Terrace/patio
5.0
Outstanding(77 Reviews)
Cottage
 in Dennisport
Walk to beach - three bedroom cottage
5 guests · 3 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette
Most favorited

Soak up the beauty of Dennis in our Cottage, Walk to beach - three bedroom cottage. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.

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Fridge, microwave, oven, stovetop
4.8
Outstanding(73 Reviews)
Cottage
 in Dennis
September dates available - a perfect time to enjoy the Cape!
5 guests · 2 bedrooms · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a Cottage in Dennis, this Cottage for $345 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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Beach nearby
5.0
Outstanding(70 Reviews)
Cottage
 in South Yarmouth
7/10 Walk to beaches -Dog Friendly - Willow Breeze Cottage *Summer: Fri-Fri*
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

Discover the beauty of Dennis with a stay at 7/10 Walk to beaches -Dog Friendly - Willow Breeze Cottage *Summer: Fri-Fri*, a top rated Cottage with amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.

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Exterior
4.8
Outstanding(68 Reviews)
Cottage
 in Dennis
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
8 guests · 3 bedrooms · 1 bath
Garden · Pool · Pets allowed

This inviting Cottage in Dennis can fit your needs for many types of vacations, at $262 per night.

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Vacation rentals with a kitchen in Dennis

Beach nearby, sun loungers
4.6
Outstanding(88 Reviews)
Cottage
 in Dennis
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ SHORT TERM STAYS AVAIL!
3 guests · 1 bedroom · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

This inviting Cottage in Dennis can fit your needs for many types of vacations, at $205 per night.

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Beach nearby, sun loungers, beach towels
5.0
Outstanding(59 Reviews)
Cottage
 in Yarmouth
Bright, updated cottage only 1.6 mi to beaches Large private yard w/2 Tier deck.
4 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

This Cottage for $368 in Dennis, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Fridge, microwave, oven, stovetop
5.0
Outstanding(59 Reviews)
Cottage
 in Dennis
⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*
7 guests · 3 bedrooms · 3 baths
Garden · Pets allowed · Kitchen / Kitchenette

When traveling to Dennis, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $483 per night.

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Exterior
4.7
Outstanding(74 Reviews)
Cottage
 in Dennisport
Cape cottage close to all attractions! 117 Captain Chase Road, Dennisport<br>
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

Looking for a Cottage in Dennis, this Cottage for $220 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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Sun loungers
4.8
Outstanding(59 Reviews)
Cottage
 in Dennis Port
Best of Both Worlds on Swan Pond in Dennisport
8 guests · 4 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Nestled in Dennis, this Cottage is perfect for your next vacation. Enjoy Best of Both Worlds on Swan Pond in Dennisport's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

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Beach nearby
5.0
Outstanding(48 Reviews)
Cottage
 in Dennis
Third house from South Village Beach for great family vacation on Cape Cod
5 guests · 2 bedrooms · 1 bath
Kitchen / Kitchenette · Internet / Wifi · Parking

When traveling to Dennis, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $315 per night.

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Beach nearby, sun loungers, beach towels
4.9
Outstanding(51 Reviews)
Cottage
 in Dennis
Perfect Location, Private, Immaculate, Affordable, East Dennis Cape Cod
2 guests · 2 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Cottage in Dennis can fit your needs for many types of vacations, at $242 per night.

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Beach nearby, sun loungers
5.0
Outstanding(45 Reviews)
Cottage
 in Dennis Port
Wi Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

Cottage in Dennis, for $246 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Beach nearby
5.0
Outstanding(47 Reviews)
Cottage
 in Dennisport
Driftwood Cottage- Cozy Gas Fireplace - Walk to beach
5 guests · 3 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner
Top rated

Experience the best of Dennis with this Cottage available for $320. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

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Property grounds
4.5
Excellent(60 Reviews)
Cottage
 in West Dennis
Waterfront, Amazing Sunsets, Dock, Fishing and Small Beach, 2 bedrooms sleeps 4
4 guests · 2 bedrooms · 2 baths
Pool · Pets allowed · Kitchen / Kitchenette

Experience the best of Dennis with this Cottage available for $252. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

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Exterior
4.9
Outstanding(41 Reviews)
Cottage
 in West Dennis
Quaint Cottage Steps Away from West Dennis Beach!
5 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

Indulge in a peaceful retreat at Quaint Cottage Steps Away from West Dennis Beach!, our elegant Cottage in Dennis. Enjoy amenities including Internet / Wifi, Balcony / Patio and Kitchen / Kitchenette, and more.

$$$$
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Fridge, microwave, oven, stovetop
5.0
Outstanding(38 Reviews)
Cottage
 in Yarmouth
Clean and cozy mid-Cape cottage by the warm water beaches of Nantucket Sound!
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Looking to create some memories in Dennis? Look no further than our Cottage, Clean and cozy mid-Cape cottage by the warm water beaches of Nantucket Sound!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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