Middlebury Vacation Rentals from $68: Search Short-Term Rentals

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Vacation Rentals in Middlebury

"We had the most amazing week from check in to check out! We cant wait to come back."

Condo, 2 Bedrooms (Standard) | Private kitchen

"Great condo and excellent proximity to sugarbush. 10/10 would rent again"

$185 nightly

Aug 12 - Aug 13

Total includes taxes and fees

"The house was perfect for my family! The teens loved kayaking! The view was absolutely stunning! Wish we could have stayed longer! Will stay again next year!"

$1,028 nightly

Sep 2 - Sep 3

Total includes taxes and fees

"The hosts were very accommodating. It’s just what we needed for one night. "

$483 nightly

Aug 16 - Aug 17

Total includes taxes and fees

"Beautiful location will definitely be booking it next year. The staff was amazing."

"Our stay was so relaxing and the property was great!"

"Our stay at the Vermont Cabin "Romantic Retreat" was amazing. Owner was very communicative and made our stay stress free. Even though it's listed as a romantic retreat, it was great for the family too. The cabin was well stocked with everything we needed during our stay and the hottub was definitely a hit. We cant wait for our next stay."

"It was such a lovely stay. Everything was super tidy, clean, comfortable and cozy. We especially loved reading about the story of the build. Would absolutely recommend! "

$143 nightly

Aug 12 - Aug 13

Total includes taxes and fees

"My family has stayed here 2 weekends and it was perfect for us. Great location and perfect area to relax. Our dog enjoyed swimming and we enjoyed fishing. Great communication with manager also. Look forward to staying here again!"

Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

"Absolutely wonderful place and super friendly staff "

$182 nightly

Sep 2 - Sep 3

Total includes taxes and fees

"The cottage was so cozy and comfy."

$160 nightly

Sep 8 - Sep 9

Total includes taxes and fees

"We enjoyed our stay"

$362 nightly

Aug 13 - Aug 14

Total includes taxes and fees

"It was more beautiful than the pictures! We will stay there again! Host was"

"We had a great stay at the overlook site! Our site was exacty what the owner stated it would be. Swimming hole was so fun and we appreciated that he had fun stuff and floats/life vest for the kids! We were able to explore the area and visit Fort Ticonderoga during our stay and Kieth told us about some other fun things to do with our kids in the area."

$60 nightly

Aug 18 - Aug 19

Total includes taxes and fees

"Great location. Best part was the porch over looking the lake and the very friendly wild life around us. We enjoyed swimming and paddling too."

"This was the 4th time we stayed on this property and it was fantastic. Our favorite spot on the lake by far."

"Wonderful home with a great view. Would love to stay here again!"

"Great place to stay and great host!"

$272 nightly

Aug 18 - Aug 19

Total includes taxes and fees

$115 nightly

Aug 12 - Aug 13

Total includes taxes and fees

"Relaxing stay in a great area."

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Top Middlebury Hotel Reviews

White Horse Lodge

10/10 Excellent

"Very nice quiet property"

Lake Bomoseen Lodge

10/10 Excellent

"This is a great place. I have been coming for about ten years. The lodge has had many upgrades over the years that's made it even better. The new pool is great! The only thing is being charged so much for continental breakfast that has nothing but cold cereal, a few mini muffins, granola bars and yogurt. You use to do a nice continental with muffins, breads, fruits, boiled eggs, danishes. We did not eat breakfast here even being charged. We love the pontoon boat ( very reasonably price for one hour )"

Cozy Loft for two with Hot Tub & Mtn Views

10/10 Excellent

"The cabin was perfect. We were just looking for a short getaway not too far from home. The details given for check in and the cabin /hot tub etc covered everything and made everything go smoothly. Beautiful cabin and views just as described. We had one minor question while we were there and were all set within 15 minutes. Met Jeff and Chester while we were there and both were a pleasure to meet. Can’t say enough about this trip, care of family doesn’t give us much time away, or the ability to go to far away. We definitely we will looking to stay again . "

Circle Court Motel

10/10 Excellent

"Family of 3 stayed for one night. The motel is nicely positioned in the town and the room was clean. The staff was very kind and knowledgeable of the area. For the price this was a very reasonable room and was above my expectations. My parents stayed at the Best Western down the road and I'd say that their room was on par with ours, but our room was larger. My only call out was the shower, the wall paper (it was like a linoleum) around the outside/over the inside of the shower was separating and water seemed to creep up it from the underside when the shower was on. We didn't smell any mold, but if this isn't fixed I could see it becoming an issue in the future. We were in room 12. "

The Warren Lodge

10/10 Excellent

"This is a great place to stay overnight or for several days! The rooms are nicely designed, and the fireplace in the lobby is a nice touch when thinking ahead to fall/winter. The highlight of the property is the multiple fire pits and seating areas down along the river. It was beautiful down there, and spending the evening along the river was exactly what I had hoped for. I will be staying again! "

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 $68 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.

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Frequently asked questions

Are there vacation rentals in Middlebury?

Yes, we offer vacation rentals in Middlebury close to Danforth Pewter, 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?

Lake George Water Front With Boat Dock : Visitors like this Middlebury vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Middlebury?

Expedia has 14 vacation rentals for your stay in Middlebury.

What’s there to see and do in Middlebury?

Cultural attractions include National Museum of the Morgan Horse and Holy Cow Inc., whereas Green Mountain National Forest and Middlebury Dog Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Pulp Mill Covered Bridge 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.

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Middlebury Vacation Rentals

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Vacation Rentals in Middlebury

Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views

Bridges Resort

Bridges Resort

Lake George Water Front Cabin Spectacular Views

Lake George Water Front Cabin Spectacular Views

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

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

Breathtaking Mountain Views Surround New Lakefront Condo

Breathtaking Mountain Views Surround New Lakefront Condo

Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.

Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Water front home with large two tiered deck! 2 bathrooms 😂

Water front home with large two tiered deck! 2 bathrooms 😂

Trout House Village Resort

Trout House Village Resort

Ultimate relaxing vacation

Ultimate relaxing vacation

Beatiful Custom Log Home " Bear Lodge"

Beatiful Custom Log Home " Bear Lodge"

3-bedroom vacation home just 10 minutes from Adirondack Park

3-bedroom vacation home just 10 minutes from Adirondack Park

BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.

BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.

Lakeside heavenly isolation

Lakeside heavenly isolation

Beautiful Waterfront Home with stuning views Across from Roger's Rock

Beautiful Waterfront Home with stuning views Across from Roger's Rock

Lake George Water Front With Boat Dock

Lake George Water Front With Boat Dock

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

To Camp or To Glamp?

To Camp or To Glamp?

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

Top Middlebury Hotel Reviews

White Horse Lodge

Find out more about Middlebury

Find out more about Middlebury

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Explore a world of travel with Expedia

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