Holiday Rentals in Middlebury

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Holiday Rentals in Middlebury

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (450)
"Wonderful property! This was our second stay in Vermont and both time in one of Jeff’s cabins and they are amazing. He has everything thought of and has everything you need for a great stay!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Ultimate relaxing vacation
9.8 out of 10, Exceptional, (154)
"Great for kids. My kids loved the big bedroom with the bunk beds and loft bed. Grill wasn’t the best but I luckily brought my own. The tap water wasn’t drinkable. Those are small gripes for the price though. Overall a great stay."
Ultimate relaxing vacation
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (195)
"A perfect environment with a quaint and cozy loft. 3 night 4 day stay that we wish we had a few more days, that’s how much we enjoyed ourselves. Thank you Jeff! Looking forward to renting again. Bonnie and Mike"
Cozy Loft for two with Hot Tub
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Cozy Cottage on Beautiful Lake Champlain.
9.6 out of 10, Exceptional, (160)
"Great stay at a special place. Clean, easily accessible, well provisioned, and perfect for a solo or duo. Communication with owner was excellent. I look forward to my next stay."
Cozy Cottage on Beautiful Lake Champlain.
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (123)
"My wife, dog, and I had a wonderful stay at Jill and John’s cabin. The cabin was clean and comfortable. The hosts were very responsive to our needs. We wouldn’t hesitate to return! Thank you Jill and John!"
The price is €438
per night
17 Jun - 18 Jun
Stetson Hollow Cabin by Stetson Brook
Pristene lakefront property - charming, quiet, and rustic for nature lovers.
8.0 out of 10, Very good, (61)
"This rental property was recently refurbished and in excellent condition. Access and communication with the property manager was perfect. A wonderful experience for the whole family. "
Pristene lakefront property - charming, quiet, and rustic for nature lovers.
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
9.6 out of 10, Exceptional, (34)
"We were in Hague for a wedding and it was our first time staying here and we look forward to returning. Everything we needed was there in the home from a spacious and modern kitchen, comfortable furnishings to thoughtful touches to make your stay enjoyable, and the lake views were great. Communication with the owner and property manager was outstanding. Thank you for opening your home to us!"
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
Escape from reality away to this beautiful off grid cabin located in Ticonderoga
Escape from reality away to this beautiful off grid cabin located in Ticonderoga
Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, (35)
"David's place exceeded my expectations! Very smart design and layout. Quality craftmanship and attention to detail. Super clean. I wish my daughter and i could have stayed longer! Close enough to Middlebury College for this to be a great option for 2 people. David was very nice to stop by to introduce himself and see if we needed anything. We didn't see him again, but knew he was only a phone call away. Perfect."
The price is €231
per night
26 Jun - 27 Jun
Luxurious Secluded Cottage Massage Studio on Site
Lakeside Cozy Quiet Heaven
9.8 out of 10, Exceptional, (117)
"We had a nice 3-day stay at this little cabin. It's very charming and the views of the lake were very special. It is tiny - and as the listing explains, this is a cabin meant for just a couple of people who don't mind being cozy. Laurel is a great host and had a lot of great resources and references for us. Thank you Laurel!"
Lakeside Cozy Quiet Heaven
Private lake-front cabin with walk-in access to water, next to state park.
9.8 out of 10, Exceptional, (42)
"Dan is a great host, very accommodating. The cottage was very clean. It was perfect for our fishing trip. Plenty of room on the dock for 2 bass boats, power within 100 feet of dock. Between the 4 of us we landed over 120 fish during our 3 night stay. All catch and release. We would definitely stay here again!"
Private lake-front cabin with walk-in access to water, next to state park.
Dog-friendly cottage on acreage with nearby creek & wood stove
9.0 out of 10, Wonderful, (52)
"The place provided the space we needed for all our family members, and we found all the amenities we needed. It was a great home away from home as we travelled to different sites in Vermont. Thanks"
Dog-friendly cottage on acreage with nearby creek & wood stove
Cozy, updated riverfront home with private hot tub, gas stove & AC
9.0 out of 10, Wonderful, (45)
"Location to Sugarbush was short drive to mountain and town. House was very comfortable and hot tub on river was really nice extra. I’m sure would be nice also in summer and fall also"
Cozy, updated riverfront home with private hot tub, gas stove & AC
Waterfront Lake Champlain Vacation Rental!
8.8 out of 10, Excellent, (3)
"There was plenty of room to spread out and the location was ideal for us. It was quiet and secluded but not far from the town of Shelburne"
Waterfront Lake Champlain Vacation Rental!
Lake side retreat
8.8 out of 10, Excellent, (5)
"Pictures online undersell this little cottage. The layout is family friendly and also completely suitable for a couple or even individual stay. The owner was very responsive and the property showed pride in ownership. Plenty of towels and bedding were provided. The kitchen was well stocked with utensils and such. Checkout was easy and uncomplicated, as was check-in. We were happy to be greeted with an already warm cottage when we arrived in unseasonably chilly temps. The deck overlooking the...
The price is €487
per night
9 Jul - 10 Jul
Lake side retreat
Moose lodge near Lake George
9.6 out of 10, Exceptional, (45)
"We needed a place to stay close to our family and the house was in the perfect location. We loved the cleanliness, moose/lake decor and certainly the view of the lake. Nick was very easy to work with and the house had everything we needed!"
Moose lodge near Lake George
Cozy mountain herb on an organic farm
8.2 out of 10, Very good, (21)
"I atayed warm in a noreaster without any trouble!!"
Cozy mountain herb on an organic farm
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
9.6 out of 10, Exceptional, (4)
"Cabin was clean and cozy and in a quiet location. Make sure you build the fire as far back in the fireplace as possible or you will be smoked out.The kitchen needs a frying pan or two. Overall we were very comfortable."
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Classic Vermont Cabin on 2.5 acres Lake Frontage
9.8 out of 10, Exceptional, (92)
"We can not say enough wonderful things about our stay. Brian was there to meet us and do a walk though of the property and even helped us out with local places to go. He is a gem! Although it rained it was absolutely perfect. The yard gave our pups a place to run free but there was also cute areas to walk them all around the area. The views of the water are incredible. Just sad it was too cold to jump in... maybe next time. October was the perfect time to see all the leaves changing and breathe...
Classic Vermont Cabin on 2.5 acres Lake Frontage
Authentic Log Cabin! - Mountain Views-Campfires FREE wood - Hot Tub - Near Lake
9.8 out of 10, Exceptional, (143)
"Beautiful property and house. Owners obviously take a lot of pride in the listing as the attention to detail was terrific."
Authentic Log Cabin! - Mountain Views-Campfires FREE wood - Hot Tub - Near Lake
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See all available properties in Middlebury
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.

Other types of properties in Middlebury you may be interested in

Middlebury Inn
3.0 star property
8.8 out of 10, Excellent, (1001)
"Lovely historic inn"
The price is €163
per night
8 Jul - 9 Jul
Middlebury Inn
Courtyard Middlebury
3.0 star property
8.8 out of 10, Excellent, (440)
" Very nice and quiet. "
The price is €142
per night
30 Jun - 1 Jul
Courtyard Middlebury
Waybury Inn
3.5 star property
9.4 out of 10, Exceptional, (68)
"We were there for a family event. We enjoyed our accommodations, the personable staff, the beautiful surroundings and the delicious food."
Waybury Inn
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.

Everything you need to know about Middlebury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlebury holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlebury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlebury holiday rentals we have selected for you start as low as €231 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlebury rentals

At Expedia, we put the best Middlebury holiday 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 holiday.

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 holiday rentals in Middlebury?

Yes, there are holiday rentals in Middlebury close to Danforth Pewter, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Middlebury has to offer?

Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK: This holiday home rental outside of Middlebury is located on a lake, and has a fireplace, a balcony 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Middlebury?

Expedia has 15 holiday 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 Danforth Pewter is just one of the family-friendly sights. Other places in town to visit include Otter Creek Brewing and UVM Morgan Horse Farm.

What’s a holiday rental in Middlebury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middlebury. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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