Middlebury Vacation Rentals

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Our top choices for Middlebury vacation rentals

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is CA $363
CA $396 total
includes taxes & fees
Mar 29 - Mar 30
Robert Frost Mountain Cabins

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
3.0 star property
Fair Haven
10.0 out of 10, Exceptional, (1 review)
" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...
United States
Angel
The price is CA $507
CA $1,239 total
includes taxes & fees
Apr 7 - Apr 8
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"Great updated cabin. "
United States
Diane
The price is CA $207
CA $265 total
includes taxes & fees
Apr 27 - Apr 28
Trout House Village Resort

Bridges Resort

Bridges Resort
3.5 star property
Warren
8.2 out of 10, Very good, (22 reviews)
"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "
United States
Timeka
The price is CA $206
CA $274 total
includes taxes & fees
Apr 7 - Apr 8
Bridges Resort

22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning
3.0 star property
Warren
The price is CA $325
CA $1,378 total
includes taxes & fees
Mar 31 - Apr 1
22 Village Run 3 Bedroom Condo by RedAwning

Glades 14 1 Bedroom Condo

Glades 14 1 Bedroom Condo
3.0 star property
Warren
The price is CA $258
CA $962 total
includes taxes & fees
Apr 1 - Apr 2
Glades 14 1 Bedroom Condo

203 Village Gate 1 Bedroom Condo

203 Village Gate 1 Bedroom Condo
3.0 star property
Warren
The price is CA $210
CA $807 total
includes taxes & fees
Mar 31 - Apr 1
203 Village Gate 1 Bedroom Condo
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.
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Top Middlebury Hotel Reviews

Find out more about Middlebury

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middlebury. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Middlebury?

Yes, we offer vacation rentals in Middlebury close to Kevin P. Mahaney '84 Center for the Arts, or you can select a more remote option if you want a relaxing stay. Our travelers say Middlebury has a good selection of restaurants. Make sure you have time to check out the architecture and university setting during your trip.

What are some of the best vacation home rentals that Middlebury has to offer?

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes: Visitors like this Middlebury vacation home rental. It offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Middlebury?

Expedia has 13 vacation rentals for your stay in Middlebury.

What’s there to see and do in Middlebury?

Cultural attractions include Henry Sheldon Museum of Vermont History and National Museum of the Morgan Horse, whereas Green Mountain National Forest and Middlebury Falls are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include UVM Morgan Horse Farm and Kevin P. Mahaney '84 Center for the Arts.

What’s a vacation rental in Middlebury like?

Vacation rentals are private properties you can stay in for a couple of days or more in Middlebury. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips.