Middlebury Holiday Rentals

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Holiday Rentals in Middlebury

Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (194)
"Cabin was so wonderful, fire place was lovely right next to the hot tub. Host was great with communication. Very pleasant stay. Cozy, quiet, clean cabin."
Cozy Loft for two with Hot Tub
Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (447)
"Clean and quiet cabin. Perfect for a getaway."
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Fridge, microwave, oven, stovetop
Gorgeous home with amazing lake views, fireplace, firepit, hot tub, & balcony
10.0 out of 10, Exceptional, (2)
Gorgeous home with amazing lake views, fireplace, firepit, hot tub, & balcony
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Fridge, microwave, oven, stovetop
Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, (34)
"Beautiful cottage equipped with everything you might need. Incredibly clean, comfortable and a helpful, friendly host."
The price is NZ$396
includes taxes & fees
28 May - 29 May
Luxurious Secluded Cottage Massage Studio on Site
Private kitchen
3-bedroom cabin in welcoming Ticonderoga with WiFi. Clean & Economical
10.0 out of 10, Exceptional, (1)
"Great value, clean, quiet "
The price is NZ$392
includes taxes & fees
21 Jun - 22 Jun
3-bedroom cabin in welcoming Ticonderoga with WiFi. Clean & Economical
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (55)
"We really enjoyed staying at this cozy, well-equipped lake house. Everything was available to make the stay an enjoyable one. The driveway entrance and property were cleared for our arrival following a significant snowstorm. Communicating with the owner was a pleasure, with every a phone call or text message answered. Who would’ve thought seeing the solar eclipse of 2024 would be so easy and exciting! It was the owner and accommodations that made it all possible for planning the trip. We truly...
The price is NZ$549
includes taxes & fees
27 May - 28 May
Doc's Lake house 1st floor, 2 bedroom apartment
Exterior
Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!
10.0 out of 10, Exceptional, (158)
"Lovely stay, beautiful location and home."
Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!
Aerial view
Incredible Family Getaway Home With Boat Dock
10.0 out of 10, Exceptional, (121)
"Great location! Easy to book! We would love to come back :)"
Incredible Family Getaway Home With Boat Dock
Desk, free WiFi, bed sheets
Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen
10.0 out of 10, Exceptional, (46)
"We loved our stay at the Sugarbush Tiny House! It was the perfect location, close to great coffee, shops, and restaurants. Very close to outdoor recreation as well. The hosts were friendly and helpful. The property is stunning! We had everything we needed. Would definitely stay here again!"
Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen
Ultimate relaxing vacation
9.8 out of 10, Exceptional, (152)
"Very quiet, very spacious, huge outside deck. "
The price is NZ$286
includes taxes & fees
28 May - 29 May
Ultimate relaxing vacation
Pool
Lakeside Cozy Quiet Heaven
9.8 out of 10, Exceptional, (116)
"Friendly and helpful host. Comfortable small cottage. Beautiful view."
Lakeside Cozy Quiet Heaven
Classic Vermont Cabin on 2.5 acres Lake Frontage
9.8 out of 10, Exceptional, (91)
"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
Property grounds
ADK Retreat with Large Deck and Yard - one Mile to Lake George. Pet Friendly
9.8 out of 10, Exceptional, (6)
"We went offseason, but enjoyed our rustic stay in this rental"
ADK Retreat with Large Deck and Yard - one Mile to Lake George. Pet Friendly
Living area
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (122)
"Stayed here to access the Sugarbush ski area. Easy 10-15 minute drive with on-site parking at cabin. Super cute with fire wood provided for use in both the inside fire place and outside fire pit. Cabin abuts the river which makes a nice coffee spot. Easy access to hiking trails. Only things to consider is that beds require climbing a ladder to access so keep that in mind if people have mobility issues. Also no TV so bring your own device if you have something you would like to watch."
The price is NZ$753
includes taxes & fees
23 May - 24 May
Stetson Hollow Cabin by Stetson Brook
Fridge, microwave, stovetop, dishwasher
Cozy Lake Champlain Cottage w/ Beautiful View
9.6 out of 10, Exceptional, (15)
"Brothers and I reserved this house for a fishing excursion, and it was home run! Beautiful location smack on the lake with ample room to relax outside and gather around the firepit. House was neat and tidy and well stocked with the essentials. Thank you!"
Cozy Lake Champlain Cottage w/ Beautiful View
Aerial view
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
9.6 out of 10, Exceptional, (30)
"We had a great time in this clean, beautiful home!"
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
Property grounds
Cozy Cottage on Beautiful Lake Champlain.
9.6 out of 10, Exceptional, (159)
"Lakeside location was amazing! The deck is nice place to enjoy some coffee or a drink. The house is stocked with lots of fun activities like books/dvds/games. Overall great place for a cozy getaway! The space is on the smaller side so good for two people or three at most."
Cozy Cottage on Beautiful Lake Champlain.
Interior
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
Interior
Rustic Roxbury Ski Farmhouse with Trails!
9.6 out of 10, Exceptional, (4)
"Overall a great experience. Owner was communicative and everything was as advertised."
Rustic Roxbury Ski Farmhouse with Trails!
Property grounds
Newly Renovated Lake House w/Pvt Beach & Dock - May, June, & Aug discounted rate
9.2 out of 10, Wonderful, (101)
"Property was beautiful. Amenities thoughtful and well supplied. We enjoyed a beautiful getaway toether in comfortable surroundings. Thank you."
Newly Renovated Lake House w/Pvt Beach & Dock - May, June, & Aug discounted rate
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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

Interior
Waybury Inn
3.5 star property
9.4 out of 10, Exceptional, (66)
"Warm cookies, delicious breakfast packed especially for me as I had I leave very early in the morning. Friendly and accommodating. Will return for a longer visit. "
Waybury Inn
Exterior
Middlebury Inn
3.0 star property
8.8 out of 10, Excellent, (1001)
"Great armosphere"
The price is NZ$287
includes taxes & fees
27 May - 28 May
Middlebury Inn
Exterior
Courtyard Middlebury
3.0 star property
8.8 out of 10, Excellent, (439)
" Very nice and quiet. "
The price is NZ$251
includes taxes & fees
27 May - 28 May
Courtyard 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middlebury holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middlebury. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Middlebury. Seeing all the best attractions is bound to make you fall in love with Middlebury. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Middlebury short-term rentals, that won’t be hard to do.

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.

Recent reviews of Middlebury properties
Expedia verified reviews