Middlebury Holiday Rentals

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Holiday Rentals in Middlebury

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

10.0 out of 10, Exceptional, (485)
"My wife and I go away for her birthday every year. This year we wanted something cozy and remote. This was perfect. "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (234)
"We thoroughly enjoyed our 3 nights at Little Loft. We needed some R&R and that’s exactly what these few days were. We grilled, enjoyed the view with a snowy day/night, melted in the hot tub, and chilled by the fireplace at night. The cabin had everything we needed and then some. Communication was perfect. We couldn’t have asked for a better experience."
Cozy Loft for two with Hot Tub & Mtn Views

Bridges Resort

3.5 star property
7.4 out of 10, Good, (9)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is HK$1,229
HK$1,634 total
includes taxes & fees
9 Apr - 10 Apr
Bridges Resort

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (7)
"Owners were very friendly and had everything you could think of, including local trails, equipment to go out on the lake which was included with the cabin games, local eats, etc."
The price is HK$1,124
HK$1,443 total
includes taxes & fees
2 Apr - 3 Apr
Trout House Village Resort

Lake George Water Front Cabin Spectacular Views

9.6 out of 10, Exceptional, (30)
"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!"
The price is HK$4,278
HK$8,557 total
includes taxes & fees
2 Apr - 3 Apr
Lake George Water Front Cabin Spectacular Views

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (187)
"perfect clear night for stars "
The price is HK$1,089
HK$1,394 total
includes taxes & fees
14 Apr - 15 Apr
Ultimate relaxing vacation

Ski getaway near the slopes with private balcony & mountain views

8.8 out of 10, Excellent, (18)
"Great location. Walked to lifts. TV apps were logged in prior to visit. Great. "
The price is HK$467
HK$2,120 total
includes taxes & fees
8 Apr - 9 Apr
Ski getaway near the slopes with private balcony & mountain views

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

Incredible Family Getaway Home With Boat Dock

10.0 out of 10, Exceptional, (134)
"Wonderful home with a great view. Would love to stay here again!"
Incredible Family Getaway Home With Boat Dock

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

10.0 out of 10, Exceptional, (178)
"We loved the spectacular views and the game room. Highly recommend for a couples getaway or relaxing stay. "
Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!

Cozy mountain yurt on an organic farm

8.6 out of 10, Excellent, (24)
"Very nice and cozy with beautiful mountain views. Great spot for outdoorsy people or those wishing to glamp! "
Cozy mountain yurt on an organic farm

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

8.6 out of 10, Excellent, (24)
"Clean and confortable. "
The price is HK$552
HK$2,138 total
includes taxes & fees
7 Apr - 8 Apr
Ski-in/ski-out condo with mountain view, seasonal pool

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (145)
"This little cabin nails it. Charming log-cabin decor with two comfortable beds in lofts. You can look out the skylights to the trees (and the stars) while lying in bed. The kitchen has everything you need - perhaps not ideal for cooking huge meals but great for breakfast and other basic meals. The fireplace and wood stove are huge bonuses, and Jill and John keep it stocked with everything you need to build a fire. There's no television, which we saw as a huge bonus, and there is good wi-fi. It's...
The price is HK$1,867
HK$3,633 total
includes taxes & fees
6 Apr - 7 Apr
Stetson Hollow Cabin by Stetson Brook

Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

10.0 out of 10, Exceptional, (25)
"We returned to the same cabin 3 years later. In addition to swimming and hiking right at the property, we took an afternoon trip to Stowe and another to Burlington. Back at the cabin, we enjoyed a family fun night playing pool, air hockey, darts, and cornhole in the basement. We also cooked several meals in the well stocked kitchen. The cabin serves as a comfortable home base to explore Vermont!"
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

Doc's Lake house 1st floor, 2 bedroom apartment

10.0 out of 10, Exceptional, (63)
"Easy drive to Middlebury Snowball, the owner was very communicative and helpful in giving tips and suggestions."
Doc's Lake house 1st floor, 2 bedroom apartment

Cozy Lake Champlain Cottage w/ Beautiful View

9.6 out of 10, Exceptional, (25)
"We truly enjoyed our stay!"
Cozy Lake Champlain Cottage w/ Beautiful View

Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen

9.2 out of 10, Wonderful, (16)
"We stayed for 4 nights for our annual ski trip. The unit was clean and very close to the slopes. Directions were easy and we did not need to contact the manager. There was a large snow storm during our stay (12 inches) and we had no issues. Would stay again. "
Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen

Moose Lodge - Rustic and Cozy

9.8 out of 10, Exceptional, (50)
"I had a great stay at the Moose Lodge. The host was very responsive and accommodating. The house was clean and neat and close to town. "
Moose Lodge - Rustic and Cozy

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (106)
"Beautiful area for short 4 day stay . Cabin was clean and cozy. Well stocked for pretty much anything . Only dislike was the bedroom was in a loft area with narrow steps , and a bit tough to navigate in the middle of the night when the restroom was needed . Loved the quaintness otherwise . "
Classic Vermont Cabin on 2.5 acres Lake Frontage

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

9.2 out of 10, Wonderful, (75)
"We were a mixed group, one family of 4 and two additional adults. So we had private bedrooms for all. The house was a mix of rustic charm and some newer house elements. We were just there one night, so did not spend a whole lot of time at the house, but it was a perfect fit for our needs. Thanks Bethany!"
The price is HK$778
HK$2,483 total
includes taxes & fees
2 Apr - 3 Apr
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
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, (1117)
"Old and creeky but quaint. Someone walked straight into our room with a key card and didn’t even knock then noticed we were there and turned around and left without saying anything. This was the only issue."
The price is HK$1,175
HK$1,293 total
includes taxes & fees
2 Apr - 3 Apr
Middlebury Inn

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (500)
"Perfect "
The price is HK$1,051
HK$1,156 total
includes taxes & fees
20 Apr - 21 Apr
Courtyard Middlebury

Swift House Inn

3.0 star property
9.6 out of 10, Exceptional, (278)
"all good"
The price is HK$1,548
HK$1,703 total
includes taxes & fees
2 Apr - 3 Apr
Swift House 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.

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?

Incredible Family Getaway Home With Boat Dock: This holiday home rental outside of Middlebury is located on a lake, and has a fireplace, a patio and a BBQ 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 Henry Sheldon Museum of Vermont History, 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 Kevin P. Mahaney '84 Center for the Arts and Otter Creek Brewing.

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.