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
$257 nightly
The price is $281
Apr 9 - Apr 10
Total with taxes and fees
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
$823 nightly
The price is $897
Mar 26 - Mar 27
Total with taxes and fees
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
$189 nightly
The price is $210
Apr 23 - Apr 24
Total with taxes and fees
Trout House Village Resort

Bridges Resort

Bridges Resort
3.5 star property
Warren
8.2 out of 10, Very Good, (21 reviews)
"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "
United States
Timeka
$179 nightly
The price is $195
Apr 8 - Apr 9
Total with taxes and fees
Bridges Resort

22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning
3.0 star property
Warren
$915 nightly
The price is $997
Apr 1 - Apr 2
Total with taxes and fees
22 Village Run 3 Bedroom Condo by RedAwning

Glades 14 1 Bedroom Condo

Glades 14 1 Bedroom Condo
3.0 star property
Warren
$632 nightly
The price is $689
Mar 30 - Mar 31
Total with taxes and fees
Glades 14 1 Bedroom Condo

203 Village Gate 1 Bedroom Condo

203 Village Gate 1 Bedroom Condo
3.0 star property
Warren
$535 nightly
The price is $583
Mar 31 - Apr 1
Total with taxes and fees
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

Everything you need to know about Middlebury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlebury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlebury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlebury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlebury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $169 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlebury rentals

At Expedia, we put the best Middlebury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlebury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlebury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlebury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.