Search best cottages in Dennis, MA from 100+ sites!

201 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Dennis, MA cottages
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

201 Best cottages in Dennis, MA

Best Family-Friendly Cottages in Dennis, MA

Kid-friendly cottages in Dennis, MA with room for the whole family to spread out make vacations a breeze.

103 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Dennis, MA
No reviews

103 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Yarmouth
This 3-bedroom cottage in Yarmouth is situated just 0.2 miles from Lewis Bay Beach and 1.5 miles from the Whydah Pirate Museum.
This 1100 square foot vacation home accommodates up to 6 guests and features central air conditioning, a private patio with a gas grill, and complimentary daily tickets to local attractions through Xplorie.
33 M² Cottage ∙ 1 Bedroom ∙ 4 Guests - Dennis, MA
10 1 review

33 M² Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage, Yarmouth
Luckenbooth Cottage, a South Yarmouth studio, offers a short walk to a private Nantucket Sound beach and convenient access to ferries for Nantucket and Martha's Vineyard day trips.
This one-bedroom, one-bathroom unit sleeps four, features a full kitchen with stove, oven, microwave, and fridge, includes a Smart TV and WiFi, and provides access to $750 worth of Xplorie tickets for local attractions.
42 M² Cottage ∙ 1 Bedroom ∙ 2 Guests - Dennis, MA
No reviews

42 M² Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Brewster
This Brewster cottage is a 10-minute walk to Paine's Creek Beach and close to the Cape Cod Museum of Natural History.
This 450 square foot, 1-bedroom, 1-bathroom cottage accommodates two guests and includes a private deck with outdoor dining, an outdoor shower, and complimentary daily tickets to local attractions through Xplorie.
Charming 18th Century Cottage With Its Own Beachfront On Scargo Lake Near Bay - Dennis, MA
9.8 18 reviews

Charming 18th Century Cottage With Its Own Beachfront On Scargo Lake Near Bay

cottage, Dennis
This Dennis, Massachusetts seaside cottage is a short walk from the Cape Playhouse and Cape Cod beaches, and within 1.2 miles of the Cape Cod Museum of Art and Corporation Beach.
This pet-friendly two-bedroom home sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, a private patio, and free parking, perfect for families or groups exploring the area.

Best Dennis, MA cottages with a garden

Charming 18th Century Cottage With Its Own Beachfront On Scargo Lake Near Bay - Dennis, MA
9.8 18 reviews

Charming 18th Century Cottage With Its Own Beachfront On Scargo Lake Near Bay

cottage, Dennis
This Dennis, Massachusetts seaside cottage is a short walk from the Cape Playhouse and Cape Cod beaches, and within 1.2 miles of the Cape Cod Museum of Art and Corporation Beach.
This pet-friendly two-bedroom home sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, a private patio, and free parking, perfect for families or groups exploring the area.

Frequently Asked Questions about cottages in Dennis, MA

Popular destinations

Guest-Favorite Cottages with Jacuzzi in Dennis, MA

These cottages in Dennis, MA feature private hot tubs, perfect for a relaxing soak after a day by the water.

Salty Shell -  Walk To Paine's Creek Beach - Dennis, MA
No reviews

Salty Shell - Walk To Paine's Creek Beach

cottage, Brewster
This waterfront cottage in Brewster is located a stone's throw from Paine's Creek Beach and a 12-minute walk to the Cape Cod Museum of Natural History.
This 450 square foot vacation rental accommodates up to two guests with one bedroom and one bathroom, featuring air conditioning, complimentary Wi-Fi, and barbecue facilities for outdoor dining.

Browse Pet-Friendly Cottages in Dennis, MA

A quality pet-friendly cottage in Dennis, MA offers dog-friendly facilities for a stress-free stay near the water.

Charming 18th Century Cottage With Its Own Beachfront On Scargo Lake Near Bay - Dennis, MA
9.8 18 reviews

Charming 18th Century Cottage With Its Own Beachfront On Scargo Lake Near Bay

cottage, Dennis
This Dennis, Massachusetts seaside cottage is a short walk from the Cape Playhouse and Cape Cod beaches, and within 1.2 miles of the Cape Cod Museum of Art and Corporation Beach.
This pet-friendly two-bedroom home sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, a private patio, and free parking, perfect for families or groups exploring the area.
103 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Dennis, MA
No reviews

103 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Yarmouth
This 3-bedroom cottage in Yarmouth is situated just 0.2 miles from Lewis Bay Beach and 1.5 miles from the Whydah Pirate Museum.
This 1100 square foot vacation home accommodates up to 6 guests and features central air conditioning, a private patio with a gas grill, and complimentary daily tickets to local attractions through Xplorie.
©2026 cozycozy.com