Holiday Rentals in Middlebury

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Holiday Rentals in Middlebury

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (41)
"This adorable house was just right for what my family needed. The location was perfect as well- quiet and with easy access to nearby town and walking trails. We very much appreciated how the bedrooms offered plenty of privacy and the shared spaces were very nice as well— I can highly recommend! "
Beautiful 4-Bedroom Home beside Middlebury College

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

10.0 out of 10, Exceptional, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (220)
"The Cozy Loft was the perfect place to get away from everyday work and left stressors. It provided us a place to rest and relax. It was also not far from towns to explore (great hiking, restaurants, antique shopping). Would highly recommend to others traveling to that area. "
Cozy Loft for two with Hot Tub

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (176)
"It was perfect for our work nearby."
The price is €176
includes taxes & fees
2 Dec - 3 Dec
Ultimate relaxing vacation

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is €458
includes taxes & fees
2 Dec - 3 Dec
Stetson Hollow Cabin by Stetson Brook

Cozy, updated riverfront home with private hot tub, gas stove & AC

9.0 out of 10, Wonderful, (49)
"Everything about this property was incredible! The calming river at night time made for a really great stay for our group’s visit for Alumni Weekend. "
Cozy, updated riverfront home with private hot tub, gas stove & AC

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (48)
"Our stay at Camp Tiger Ted was so wonderful. The amount of detail and care David put into building and now maintaining the property is second to none. The house was meticulously clean and had so many charming details. David also gave us both massages in his in home studio which waA the most relaxing way to end our stay!"
The price is €195
includes taxes & fees
1 Dec - 2 Dec
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK

9.6 out of 10, Exceptional, (41)
"Amazing view from the back deck, very clean home, plenty of room for our family of 6. Will definitely be staying here again next time we're in Lake George!"
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK

Relax by "The Water's Edge" & enjoy amazing views and year round fun! 6BR/3.5BA

10.0 out of 10, Exceptional, (6)
"I booked this house based primarily on its location (easy access to a lake/hikes); size (we needed lots of room for 10 people); and availability. This fit our requirements, and when we got there, exceeded our expectations. Our family loved everything about the home and property from its location in a quiet lakeside community to its décor and spaciousness and all the amenities inside or outside. The location is central to some nice hikes. Crystal Beach is just around the corner, literally. The...
Relax by "The Water's Edge" & enjoy amazing views and year round fun! 6BR/3.5BA

Pristene lakefront property - charming, quiet, and rustic for nature lovers.

8.0 out of 10, Very good, (69)
"We stayed four days and enjoyed the views and the house. Very roomy and the beds were comfortable. We had a wonderful time!"
Pristene lakefront property - charming, quiet, and rustic for nature lovers.

Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!

10.0 out of 10, Exceptional, (172)
"Barb was an absolutely lovely host, who was easy to get ahold of if need be. The property's views are absolutely incredible. You have everything you need to just have a relaxing vacation with your pup & spouse ! "
Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!

Escape from reality away to this beautiful off grid cabin located in Ticonderoga

9.4 out of 10, Exceptional, (3)
"It was everything that was described. Beautiful cabin and property. Not ideal for hauling a boat or parking one. The shower was cool but so was the water or to hot. But overall a great place and would go back again. There is very little cell service which i liked but was in return hard to communicate with owner's and the tournament staff for the bass tournament we were fishing. But that was also in the ad for cabin. A get away for a couple or a family id rate it a 10 out of 10. For hunting id...
Escape from reality away to this beautiful off grid cabin located in Ticonderoga

Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer

9.6 out of 10, Exceptional, (27)
"Absolutely perfect for our early 20s children on a ski weekend with us. Proximity to Mad River Glen cannot be beat. Great set up with bedrooms and kitchen is perfect and we loved the great room set up."
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer

Moose lodge near Lake George

9.8 out of 10, Exceptional, (48)
"The property was great. The neighbors that we were lucky enough to meet are very nice. The house was clean and very well maintained. I definitely would rent from Nicholas again. "
Moose lodge near Lake George

Beautiful lodge with furnished deck and views - near skiing

10.0 out of 10, Exceptional, (118)
"This house was the perfect place for a family gathering. It was an architectural dream! The view from the wrap around desk was amazing and the gas fireplace was warm and cozy. The kitchen was extremely well stocked--we lacked for nothing. The house itself offered rooms for large family gatherings while also offering private spaces if someone wanted some quiet time. I would definitely recommend this house to anyone who is interested. In fact, we are trying to find a time next year that we can all...
Beautiful lodge with furnished deck and views - near skiing

Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

8.6 out of 10, Excellent, (11)
"Nice waterfront location "
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Ski home in the woods with a private hot tub & mountain views

9.8 out of 10, Exceptional, (38)
"We had a wonderful visit to this house during peak fall foliage. It has great views of Mad River Valley and the Mad River ski area. You can walk to hiking trail access points. The property is private and serene, but also just a quick drive to Waitsfield. Plenty of seating in living room and for dining four group of 8. Nice, large entryway to keep gear in. Hot tub was wonderful. Our group of friends likes to cook and we really appreciated the fully stocked kitchen and grill. All the appliances,...
Ski home in the woods with a private hot tub & mountain views

Charming cabin located one minute from the base of Sugarbush Resort

9.6 out of 10, Exceptional, (17)
"Property was very nice the area surrounding was absolutely stunning "
Charming cabin located one minute from the base of Sugarbush Resort

Killington area home - 4-seasons & hot tub. Sleeps 12+

9.8 out of 10, Exceptional, (113)
"We stayed for a small bachelor party and had a great time! Everyone had room and there was plenty to do."
Killington area home - 4-seasons & hot tub. Sleeps 12+

Mountain-view home next to ski resorts, hiking trails, & lakes

7.0 out of 10, Good, (16)
"Very close to mountain, easy to find and great check-in process."
Mountain-view home next to ski resorts, hiking trails, & lakes
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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Other types of properties in Middlebury you may be interested in

Middlebury Inn

3.0 star property
9.0 out of 10, Wonderful, (1077)
"Close se to downtown area. Rooms are outdated but the service was excellent "
The price is €137
includes taxes & fees
1 Dec - 2 Dec
Middlebury Inn

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (471)
"Quiet inside, comfortable, clean"
The price is €124
includes taxes & fees
1 Dec - 2 Dec
Courtyard Middlebury

Middlebury Sweets Motel

2.5 star property
8.4 out of 10, Very good, (339)
"Good communication and friendly service."
The price is €126
includes taxes & fees
2 Dec - 3 Dec
Middlebury Sweets Motel
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.

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?

Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!: This holiday home rental outside of Middlebury is located on the beach, and has a fireplace, a balcony and a BBQ 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 1 hot tub so that you can immerse yourself in your holiday.

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 Henry Sheldon Museum of Vermont History and National Museum of the Morgan Horse, whereas Danforth Pewter is just one of the family-friendly sights. Other places in town to visit include UVM Morgan Horse Farm and Green Mountain National Forest.

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.