
Cottage vacation rentals in Middlesex County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Middlesex County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County cottage rentals
Cottage rentals with a hot tub

Waterfront cottage overhanging the water!

Magical Lakeside – Lake Zoar Views & Private

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Lovely 2 BR Beach House No. Shore

Peaceful Fall Getaway | Hot Tub + Lake Views

Lakeside cottage with beautiful views up the lake!

The Lil Nauti Cottage, Steps To Fairfield Beach

Cozy Getaway | Pet Friendly | Litchfield Cty
Pet-friendly cottage rentals

Charming 3 bedroom cottage on Lake Pocotopaug

Game Room-Mins to Beach&Boardwalk-Walk to Marinas

Mystic, CT Pet-Friendly Cottage with Hiking Trails

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Spacious Cottage Loft

Serene Waterfront Cottage

Waterfront Cottage With Unforgettable Views

Coastal Cottage|Cls 2 Beach&Town|Baby Gear|FirePit
Private cottage rentals

A Beach House Gem

Cheerful, private cottage in Essex village.

Bucolic Farm On A Country Road

3BD Cottage Walk 2 Beach and Tyde Venue, Fire pit

The Carriage House

Studio Four-Entire Guesthouse near CT River

Serene Coastal Cottage steps from South Cove

Cozy Cottage on the Great Pond near beach.
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- South Jersey Vacation rentals
- Apartment rentals Middlesex County
- Rentals with lake access Middlesex County
- Beachfront rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with breakfast Middlesex County
- Pet-friendly rentals Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with a washer and dryer Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with beach access Middlesex County
- Guesthouse rentals Middlesex County
- Private suite rentals Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with pools Middlesex County
- House rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with an EV charger Middlesex County
- Cottage rentals Connecticut
- Cottage rentals United States
- Yale University
- Charlestown Beach
- Fairfield Beach
- Foxwoods Resort Casino
- Southampton Beach
- Cooper's Beach, Southampton
- Six Flags New England
- Ocean Beach Park
- Mystic Seaport Museum
- Walnut Public Beach
- Blue Shutters Beach
- Napeague Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Cedar Beach
- Brownstone Adventure Sports Park
- Groton Long Point Main Beach
- Silver Sands Beach
- Woodmont Beach
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Ninigret Beach
- Seaside Beach