Photo by Ann Sair

Middlebury Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

Holiday Rentals in Middlebury

Lake view
The Wellington Cottage

The Wellington Cottage

3.0 star property
Middlebury
10.0 out of 10, Exceptional, (5)
"The cottage is adorable and well stocked for travelers!! I wish I could have stayed and enjoyed the beautiful fall lake views! The area and surrounding houses are well kept and seem quite safe! Easy access and convenient parking. I regret forgetting to read the previous ones or leave a note with the others on the fridge! "
United States
Barbara
The Wellington Cottage
Private kitchen
The Loft 3BR Apartment with Scenic Deck

The Loft 3BR Apartment with Scenic Deck

2.5 star property
Middlebury
The Loft 3BR Apartment with Scenic Deck
2 bedrooms
Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated

2.0 star property
Middlebury
Farm Country Amish Country Newly Renovated
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Blue Gate Garden Inn

Blue Gate Garden Inn

10/10 Excellent
"This is the best place! It's our favorite. Everyone is SO friendly and the place is always clean. Love the breakfast! It's the best. "
Jennifer 1-night trip
Posted 2 days ago
Blue Gate Garden Inn

Frequently asked questions

Are there holiday rentals in Middlebury?

Yes, there are holiday rentals in Middlebury close to Deutsch Kase Haus, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middlebury has a good selection of restaurants. Make sure you have time to check out the shopping and gardens during your trip.

How many holiday rentals will I find in Middlebury?

With 17 Expedia holiday rentals, you're guaranteed to find just the right place for your Middlebury stay.

What can I see and do in Middlebury?

Stone Lake and Hunter Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Deutsch Kase Haus. While here, Meadow Valley Golf Club and Middlebury Public Library are other places worth a visit.

What are holiday rentals like in Middlebury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebury. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.