House vacation rentals in Middlesex County
Find and book unique houses on Airbnb
Top-rated house rentals in Middlesex County
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in East Hampton
4.95 out of 5 average rating, 60 reviewsCountry getaway - huge yard, pool
Home in Old Saybrook
5 out of 5 average rating, 13 reviewsBeautiful Shoreline home in parklike setting
Home in Old Lyme
4.7 out of 5 average rating, 10 reviewsGorgeous 1700s Home Sleeps 10, 3 bath, Pool
Home in Madison
4.93 out of 5 average rating, 15 reviewsFabulous pool in beach town!
Home in East Hampton
5 out of 5 average rating, 4 reviewsDirect riverfront luxury home!
Home in Clinton
4.96 out of 5 average rating, 28 reviewsNEW! 5-bedroom historic cottage, near beach
Home in Killingworth
4.75 out of 5 average rating, 4 reviewsQuiet Connecticut Retreat w/ Pool, Deck & Fire Pit
Home in Middletown
4.95 out of 5 average rating, 39 reviewsHot Tub and pool Home away from home
Weekly house rentals
Home in Guilford
4.82 out of 5 average rating, 28 reviewsGuilford Home self check-in & off street parking
Home in Old Lyme
4.94 out of 5 average rating, 266 reviewsModern Luxurious CT Country Home
Home in Westbrook
4.85 out of 5 average rating, 182 reviewsFamily-Friendly Cottage by The Shore
Home in Middletown
4.88 out of 5 average rating, 294 reviewsHistoric Greek Revival Brick Home
Home in Madison
5 out of 5 average rating, 22 reviewsStylish Modern Home, 4-Bedroom, Madison CT
Home in Essex
4.96 out of 5 average rating, 69 reviews4-Bedroom Farmhouse *Comfort and Privacy*
Home in Madison
4.87 out of 5 average rating, 23 reviewsHistoric Beachside Glamour
Home in Westbrook
5 out of 5 average rating, 3 reviewsSunset Skies 2nd Fl | redone+walk to Water’s Edge
Private house rentals
Home in Guilford
4.87 out of 5 average rating, 47 reviewsThe Davis House
Home in Haddam
4.97 out of 5 average rating, 77 reviewsAutumn at The Haddam House
Home in Clinton
4.96 out of 5 average rating, 25 reviewsZaku’s Lake House
Home in Guilford
5 out of 5 average rating, 17 reviewsCoast and Country Private Estate
Home in Essex
4.94 out of 5 average rating, 18 reviewsHyde House-A classic New England cape.
Home in Old Saybrook
5 out of 5 average rating, 3 reviewsFenwood Coastal Getaway Private Beach Access
Home in Clinton
4.79 out of 5 average rating, 43 reviewsLONG-TERM Glass House-Fall/Beach 5mins/Ski 25mins
Home in Guilford
5 out of 5 average rating, 24 reviewsEntire home - Cheerful 4 bedroom on the shoreline.
Destinations to explore
- Lake house rentals New York
- Guesthouse rentals New York
- Townhouse rentals New York
- Beach house rentals New York
- House rentals New York
- Lighthouse rentals United States
- House rentals United States
- Townhouse rentals United States
- Earth house rentals United States
- Guesthouse rentals United States
- Townhouse rentals Manhattan
- House rentals Manhattan
- House rentals Boston
- Guesthouse rentals Boston
- Beach house rentals Boston
- Townhouse rentals Boston
- Beach house rentals Connecticut
- Guesthouse rentals Connecticut
- Tiny house rentals Connecticut
- Townhouse rentals Connecticut
- House rentals Connecticut
- Lake house rentals Connecticut
- Rentals with pools Middlesex County
- Kid-friendly rentals Middlesex County
- Apartment rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with a firepit Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a fireplace Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with lake access Middlesex County
- Monthly Rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with an EV charger Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with a washer and dryer Middlesex County
- Guesthouse rentals Middlesex County
- Beachfront rentals Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with beach access Middlesex County
- Fitness-friendly rentals Middlesex County
- Private suite rentals Middlesex County
- Rentals with a kayak 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