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
Cottage in Burlington
4.99 out of 5 average rating, 80 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
Cottage in East Hampton
5 out of 5 average rating, 3 reviewsEast Hampton: Close to The Village and The Beach
Cottage in Southampton
4.96 out of 5 average rating, 176 reviewsSecluded Southampton Cottage w/Pool & Spa
Cottage in Amagansett
4.86 out of 5 average rating, 21 reviews4 Br Beach House; Short Walk to Beach!
Cottage in Bridgehampton
4.97 out of 5 average rating, 69 reviewsBridgehampton Cottage Close to Town, South of HWY
Cottage in Hampton Bays
5 out of 5 average rating, 15 reviewsBay Breeze Retreat, a 7-minute door-to-shore walk
Cottage in Cutchogue
4.69 out of 5 average rating, 194 reviewsLovely 2 BR Beach House No. Shore
Cottage in Old Lyme
4.81 out of 5 average rating, 200 reviewsPrivate Beach Cottage
Pet-friendly cottage rentals
Cottage in East Hampton
4.89 out of 5 average rating, 35 reviewsCharming 3 bedroom cottage on Lake Pocotopaug
Cottage in Guilford
4.95 out of 5 average rating, 80 reviewsDirect Shoreline Long Island Sound Waterfront
Cottage in Old Saybrook
4.8 out of 5 average rating, 90 reviewsStorybook 2 Bedroom Cottage
Cottage in Deep River
4.9 out of 5 average rating, 20 reviewsSerene Waterfront Cottage
Cottage in Guilford
4.81 out of 5 average rating, 26 reviewsYour own Thimble Islands private cottage!
Cottage in Guilford
5 out of 5 average rating, 27 reviewsWaterfront Cottage With Unforgettable Views
Cottage in East Haddam
4.83 out of 5 average rating, 6 reviewsDirect Lakefront House Sleep 8
Cottage in Essex
4.95 out of 5 average rating, 39 reviewsEssex House
Private cottage rentals
Cottage in Westbrook
4.7 out of 5 average rating, 20 reviewsSpacious historic cottage w/pool - walk to beach
Cottage in East Hampton
4.64 out of 5 average rating, 22 reviewsAdirondack Cottage
Cottage in Westbrook
4.98 out of 5 average rating, 65 reviewsBeautiful Updated Cottage walk to the Beach
Cottage in Clinton
4.81 out of 5 average rating, 37 reviewsThe Beach Nest-Lux Cottage Steps to the Beach
Cottage in Madison
5 out of 5 average rating, 26 reviewsCharming Madison, CT Carriage House ocean rental
Cottage in Westbrook
5 out of 5 average rating, 9 reviewsOceanside Cottage steps from private beach!
Cottage in Old Saybrook
5 out of 5 average rating, 4 reviewsCornfield Point Beach Cottage
Cottage in Hebron
4.71 out of 5 average rating, 17 reviewsCozy 3 bd Cottage w/ access to private lake
Destinations to explore
- Cottage rentals Connecticut
- Rentals with a fireplace Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a washer and dryer Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with an EV charger Middlesex County
- Waterfront rentals Middlesex County
- Rentals with breakfast Middlesex County
- Guesthouse rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with a kayak Middlesex County
- Private suite rentals Middlesex County
- Fitness-friendly rentals Middlesex County
- Monthly Rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with pools Middlesex County
- Rentals with beach access Middlesex County
- Rentals with lake access Middlesex County
- Apartment rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Beachfront rentals Middlesex County
- House rentals Middlesex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom