Holiday Rentals in Middlebury

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Holiday Rentals in Middlebury

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (263)
"Great location, marvelous host, terrific property! I'll be returning for sure!"
Cozy Loft for two with Hot Tub & Mtn Views

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
The price is €134
includes taxes & fees
20 Oct - 21 Oct
Trout House Village Resort

Bridges Resort

3.5 star property
8.2 out of 10, Very good, (15)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is €186
includes taxes & fees
15 Oct - 16 Oct
Bridges Resort

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (206)
"This was the perfect family getaway. The house was very spacious and had everything we needed. My kids loved fishing in the pond, swimming to the raft and boating. We are looking forward to going back!"
The price is €158
includes taxes & fees
20 Oct - 21 Oct
Ultimate relaxing vacation

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

10.0 out of 10, Exceptional, (517)
"We just love the quiet and beauty of the area. We love to come here because our hosts very easy to communicate and enjoy being on vacation."
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Lake George Water Front Cabin Spectacular Views

9.6 out of 10, Exceptional, (34)
"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 €946
includes taxes & fees
12 Oct - 13 Oct
Lake George Water Front Cabin Spectacular Views

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (63)
"Very clean, cozy environment. Property owner was very nice and helped with any questions we had. 100% would book again!!"
The price is €170
includes taxes & fees
19 Oct - 20 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Beatiful Custom Log Home " Bear Lodge"

10.0 out of 10, Exceptional, (72)
"We had a great stay at Tom and Bernadette’s. Both are he home and lake are beautiful and peaceful. "
The price is €361
includes taxes & fees
17 Oct - 18 Oct
Beatiful Custom Log Home " Bear Lodge"

Lake George Waterfront Paradise Dock Slip

10.0 out of 10, Exceptional, (2)
"Beautiful house, amazing stay, great views! We enjoyed it!"
Lake George Waterfront Paradise Dock Slip

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

8.0 out of 10, Very good, (5)
"We had a wonderful stay. The property was just as advertised and the hosts provided clear instructions and directions about getting there, where to park, accessing the camp site, etc. We stayed on the overlook site, which had a raised wood platform for the tent and was warmer at night for camping in cold temperatures. Was fun to explore the swimming hole and nearby trails."
The price is €57
includes taxes & fees
20 Oct - 21 Oct
BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.

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

10.0 out of 10, Exceptional, (10)
The price is €481
includes taxes & fees
19 Oct - 20 Oct
Beautiful Lake House with whole house renovation & fresh modern appeal!

Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D

9.2 out of 10, Wonderful, (12)
"Everything was perfect"
Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D

Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi

The price is €264
includes taxes & fees
13 Oct - 14 Oct
Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi

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

8.4 out of 10, Very good, (18)
"The spectacular views from the back porch were amazing. We were in the area for a retirement party so we did not spend as much time at the house as we would have like to. "
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Killington Vermont Ski and Snowmobiling House

9.2 out of 10, Wonderful, (44)
"Spacious and nice location. The home met our needs. Basic home with some necessities lacking like soap, shampoo, washcloths, and paper towels. Coffee maker did not function well. Cooking utensils could use an upgrade. Needs a thorough cleaning and we noticed this right away upon arrival. Hot tub did not seem to work. No air conditioning, which should be clearly noted in the property description."
Killington Vermont Ski and Snowmobiling House

A cottage in the mountains

9.4 out of 10, Exceptional, (13)
"All was great! Thanks!"
A cottage in the mountains

Charming cabin located one minute from the base of Sugarbush Resort

9.2 out of 10, Wonderful, (24)
"My friend and I had a great time. It is a tiny place, but it is cozy with everything you could need or ask for. Colin is very responsive. Absolutely will stay again!"
Charming cabin located one minute from the base of Sugarbush Resort

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (156)
"My best friend and I came to the cute cabin. We got to see lots of Vermont items that are nearby. "
The price is €388
includes taxes & fees
19 Oct - 20 Oct
Stetson Hollow Cabin by Stetson Brook

Glamping hut with WiFi in Ripton, biking, hiking, skiing

The price is €148
includes taxes & fees
20 Oct - 21 Oct
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Cozy Tiny Home in charming Bristol VT, close to major ski areas

10.0 out of 10, Exceptional, (12)
"The camper was the perfect size, in the perfect location. Everything was truly perfect. The owners were welcoming and helpful. I would be delighted to stay again."
The price is €145
includes taxes & fees
25 Oct - 26 Oct
Cozy Tiny Home in charming Bristol VT, close to major ski areas
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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Top Middlebury Hotel Reviews

Find out more about Middlebury

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 €57 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?

Beatiful Custom Log Home " Bear Lodge": This holiday home rental outside of Middlebury is located on a lake, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Middlebury?

Expedia has 14 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 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 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.