A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.

Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Middlebury vacation rentals

Exterior

1. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
$311 nightly
The price is $339
Aug 11 - Aug 12
Total with taxes and fees
Robert Frost Mountain Cabins
Smart TV, fireplace, DVD player, books

2. Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
$398 nightly
The price is $435
Aug 19 - Aug 20
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior

3. Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
$346 nightly
The price is $378
Sep 9 - Sep 10
Total with taxes and fees
Adorable cabin with screened porch and private fire pit
Exterior detail

4. Charming one bedroom just minutes to Middlebury!

Charming one bedroom just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Lovely unit, clean, well equipped, quiet location"
United States
Jane
$233 nightly
The price is $248
Aug 10 - Aug 11
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
Interior

5. Beautiful timber frame just minutes to Middlebury!

Beautiful timber frame just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (1 review)
"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...
United States
Suzanne L.
$1,062 nightly
The price is $1,152
Aug 11 - Aug 12
Total with taxes and fees
Beautiful timber frame just minutes to Middlebury!
Interior

6. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$346 nightly
The price is $372
Aug 31 - Sep 1
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
Interior

7. Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
$345 nightly
The price is $370
Aug 31 - Sep 1
Total with taxes and fees
Tasteful two bedroom just minutes to Middlebury!
Interior

8. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
$373 nightly
The price is $408
Aug 19 - Aug 20
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Terrace/patio

9. Modern Waterfront Lakehouse sleeps 8, Dock, Mountain Views & Close to Middlebury

Modern Waterfront Lakehouse sleeps 8, Dock, Mountain Views & Close to Middlebury
Salisbury
9.8 out of 10, Exceptional, (27 reviews)
"Great house and great host!"
United States
Joe N.
$617 nightly
The price is $691
Aug 13 - Aug 14
Total with taxes and fees
Modern Waterfront Lakehouse sleeps 8, Dock, Mountain Views & Close to Middlebury
Exterior

10. Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
$346 nightly
The price is $378
Sep 9 - Sep 10
Total with taxes and fees
Cozy and pristine timberframe cabin
Exterior

11. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
9.8 out of 10, Exceptional, (6 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
$250 nightly
The price is $280
Aug 16 - Aug 17
Total with taxes and fees
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Coffee/tea maker, fridge, microwave, oven

12. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (87 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
$169 nightly
The price is $189
Aug 16 - Aug 17
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Exterior

13. Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
$395 nightly
The price is $432
Aug 11 - Aug 12
Total with taxes and fees
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior

14. Immaculate mountain cabin with awe inspiring sunrise and mountain views

Immaculate mountain cabin with awe inspiring sunrise and mountain views
Ripton
10.0 out of 10, Exceptional, (3 reviews)
"Our cabin was lovely—artfully built, well-stocked, perfectly clean, and very comfortable. We awoke to silence and a beautiful view of the mountains from our screened porch. We are already planning our return!"
United States
Sara S.
$346 nightly
The price is $378
Sep 9 - Sep 10
Total with taxes and fees
Immaculate mountain cabin with awe inspiring sunrise and mountain views
Apartment, 2 Bedrooms | Private kitchen

15. Bridges Resort

Bridges Resort
2.0 star property
Warren
8.0 out of 10, Very Good, (27 reviews)
"close to the mountain"
United States
Brian Shultis
$348 nightly
The price is $379
Aug 13 - Aug 14
Total with taxes and fees
Bridges Resort
Exterior

16. Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."
United States
Kelly I.
$398 nightly
The price is $435
Aug 19 - Aug 20
Total with taxes and fees
Inviting timber frame cabin in Vermont's Green Mountains
Smart TV, fireplace

17. Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
10.0 out of 10, Exceptional, (12 reviews)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
$403 nightly
The price is $456
Aug 16 - Aug 17
Total with taxes and fees
Beautiful Lake House with whole house renovation & fresh modern appeal!
Outdoor dining

18. Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
$204 nightly
The price is $228
Aug 15 - Aug 16
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
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

Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga

8/10 Good
"A decent place to stay at a reasonable rate. Nice convenient parking. They had free coffee and a few snacks in the morning."
Stephen 2-night trip
Posted 18 hours ago
Super 8 by Wyndham Ticonderoga

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 $173 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.

Explore a world of travel with Expedia

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?

Breathtaking views from charming lakefront home on beautiful Lake George: Visitors like this Middlebury vacation home rental. It is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Kevin P. Mahaney '84 Center for the Arts, 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 Otter Creek Brewing.

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.