Middlebury Rentals By Owner

There are a lot of options in Middlebury. If you plan on staying in the Middlebury area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Middlebury:

• Charming 1760 Cape Nestled in the Foothills of Litchfield County
• 6-Acre Luxurious Country Home with Goddess Point Lookout
• Cozy family and pet friendly 3BR Home
• Charming 1-bedroom apartment with off street parking in Middlebury.
• Rustic Colonial Home with Private Rooms
• Excellent Home Away From Home
• 1950s Charm In The Heart Of Waterbury
• Town Plot Waterbury
• Spacious Woodbury Home with Pool and Hot Tub!
• 2 Mi to Town Home with Patio and Yard in Waterbury!

There are many large, family-friendly vacation homes available in Middlebury; however, here are the most popular family rentals listed on our site:

• Watertown Home with Yard 1 Mi to Echo Lake Park!
• Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
• Blackwoods Old Country Home 5 Bedroom Home by RedAwning
• Private Apartment in Southbury 102

Yes, there are 89 self-catering vacation homes in Middlebury that have hot tubs, swimming pools, & other amenities.

There are more than 89 luxury villas and vacation homes in or near Middlebury. Filter by price to compare find the most expensive places to stay on Monttremblantrentals.

Yes, there are 89 pet friendly vacation homes and places to stays that are available in or near Middlebury that you may consider.