Middlebury Vacation Rentals

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Our top choices for Middlebury vacation rentals

*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
9.8 out of 10, Exceptional, (8 reviews)
"fantastic!"
United States
Diana L.
$317 nightly
The price is $350
Apr 11 - Apr 12
Total with taxes and fees
*Downtown Middlebury Waterfall Studio Apartment*

Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (31 reviews)
"Great location, very clean"
United States
Karyn M.
$296 nightly
The price is $326
Apr 1 - Apr 2
Total with taxes and fees
Downtown Middlebury 3 BR Home - Walk Everywhere!

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

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"All was so nice. The bed the coziness the cleanliness the location. "
United States
Sara B.
$149 nightly
The price is $167
Mar 14 - Mar 15
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.

Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.
Wadhams
$70 nightly
The price is $79
Mar 14 - Mar 15
Total with taxes and fees
Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.

Camper On a Budget- Lake Champlain

Camper On a Budget- Lake Champlain
Port Henry
$120 nightly
The price is $136
Apr 1 - Apr 2
Total with taxes and fees
Camper On a Budget- Lake Champlain

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, (73 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
$171 nightly
The price is $192
Mar 15 - Mar 16
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (223 reviews)
"The cabin was absolutely amazing. We will be coming back."
United States
Scott B.
$160 nightly
The price is $179
Mar 16 - Mar 17
Total with taxes and fees
Ultimate relaxing vacation

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
$262 nightly
The price is $294
Mar 15 - Mar 16
Total with taxes and fees
Unique family-friendly Vermont cabin!

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Bristol
9.8 out of 10, Exceptional, (19 reviews)
"This is a cozy place to stay. It is well cared for and in a pleasant location. We enjoyed our stay."
United States
Sue T.
$151 nightly
The price is $169
Mar 23 - Mar 24
Total with taxes and fees
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

Lovely condo near skiing with 3 pools, sauna, fitness room & balcony

Lovely condo near skiing with 3 pools, sauna, fitness room & balcony
Warren
8.4 out of 10, Very Good, (77 reviews)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
$175 nightly
The price is $196
Mar 15 - Mar 16
Total with taxes and fees
Lovely condo near skiing with 3 pools, sauna, fitness room & balcony

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (164 reviews)
"The cabin location was ideal for us , very convenient to outings and very cozy in a gorgeous setting . "
United States
judy c.
$390 nightly
The price is $437
Mar 22 - Mar 23
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook

Ski getaway near the slopes with private balcony & mountain views

Ski getaway near the slopes with private balcony & mountain views
Warren
8.8 out of 10, Excellent, (26 reviews)
"Ideally located for any season "
United States
Alison M.
$279 nightly
The price is $313
Mar 16 - Mar 17
Total with taxes and fees
Ski getaway near the slopes with private balcony & mountain views

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
$320 nightly
The price is $350
Mar 15 - Mar 16
Total with taxes and fees
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
Warren
9.0 out of 10, Wonderful, (11 reviews)
"We enjoyed our stay at Paradise away very much. The apartment was spotless and well equipped and our whole family enjoyed the amenities nearby. The property is well maintained by caretakers who come by each morning to plow the parking lot after snowfalls and clear pathways. We would gladly stay here again."
United States
Paul F.
$370 nightly
The price is $415
Mar 18 - Mar 19
Total with taxes and fees
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

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
$261 nightly
The price is $289
Mar 14 - Mar 15
Total with taxes and fees
Trout House Village Resort

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.2 out of 10, Wonderful, (20 reviews)
"Enjoyable stay"
United States
Eric W.
$237 nightly
The price is $266
Mar 15 - Mar 16
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
8.2 out of 10, Very Good, (32 reviews)
"Easy to get in and parking."
United States
Richard H.
$281 nightly
The price is $314
Mar 17 - Mar 18
Total with taxes and fees
Ski-in/ski-out condo with mountain view, seasonal pool

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.
$317 nightly
The price is $347
Mar 16 - Mar 17
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Inviting condo near skiing and golf, with fireplace and deck

Inviting condo near skiing and golf, with fireplace and deck
Warren
8.4 out of 10, Very Good, (13 reviews)
"Location, close to everything"
United States
Dave D.
$219 nightly
The price is $245
Mar 17 - Mar 18
Total with taxes and fees
Inviting condo near skiing and golf, with fireplace and deck

Bridges Resort

Bridges Resort
3.5 star property
Warren
8.2 out of 10, Very Good, (20 reviews)
"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "
United States
Timeka
$194 nightly
The price is $211
Mar 15 - Mar 16
Total with taxes and fees
Bridges Resort
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?

Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!: Visitors like this Middlebury vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Sarah Partridge Library.

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.