Middlebury Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Middlebury

Our top choices for Middlebury holiday rentals

Bridges Resort

3.5 star property
8.0 out of 10, Very good, (12)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is AU$302
includes taxes & fees
7 Sept - 8 Sept
Bridges 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 AU$1,662
includes taxes & fees
4 Sept - 5 Sept
Lake George Water Front Cabin Spectacular Views

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (256)
"Very happy with this little cabin. Communication with host was excellent. "
Cozy Loft for two with Hot Tub & Mtn Views

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (202)
"The cottage was so cozy and comfy."
The price is AU$276
includes taxes & fees
18 Sept - 19 Sept
Ultimate relaxing vacation

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

10.0 out of 10, Exceptional, (509)
"Our stay at the Vermont Cabin "Romantic Retreat" was amazing. Owner was very communicative and made our stay stress free. Even though it's listed as a romantic retreat, it was great for the family too. The cabin was well stocked with everything we needed during our stay and the hottub was definitely a hit. We cant wait for our next stay."
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (12)
"Absolutely wonderful place and super friendly staff "
The price is AU$282
includes taxes & fees
7 Sept - 8 Sept
Trout House Village Resort

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 AU$115
includes taxes & fees
18 Sept - 19 Sept
BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.

Moose Lodge - Rustic and Cozy

9.8 out of 10, Exceptional, (53)
"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

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

8.4 out of 10, Very good, (16)
"The owner was very pleasant and easy to work with."
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.

9.4 out of 10, Exceptional, (16)
"Our stay was so relaxing and the property was great!"
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.

Lake George Waterfront Paradise Dock Slip

10.0 out of 10, Exceptional, (1)
"Beautiful house, amazing stay, great views! We enjoyed it!"
Lake George Waterfront Paradise Dock Slip

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

8.8 out of 10, Excellent, (8)
"I was in the area for the 250th anniversary of the Green Mountain Boys' assault on Fort Ticonderoga and stayed for two nights at "Camp Howard".I had the best time, it's a really cute yet very spacious cottage, remote and yet easily accessible along a private road.It was truly refreshing to not have cell service, it took me a few hours before I truly relaxed.There is a river down below the back of the cottage and I fell asleep at night hearing the noise of the water.Great property in a wonderful...
Escape from reality away to this beautiful off grid cabin located in Ticonderoga

Lakeside heavenly isolation

9.4 out of 10, Exceptional, (111)
"Great location. Best part was the porch over looking the lake and the very friendly wild life around us. We enjoyed swimming and paddling too."
Lakeside heavenly isolation

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

9.6 out of 10, Exceptional, (42)
"We had a great time in this clean, beautiful home!"
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK

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

9.8 out of 10, Exceptional, (8)
"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 AU$253
includes taxes & fees
4 Sept - 5 Sept
Cozy Tiny Home in charming Bristol VT, close to major ski areas

Beatiful Custom Log Home " Bear Lodge"

10.0 out of 10, Exceptional, (66)
"We enjoyed our stay"
The price is AU$623
includes taxes & fees
4 Sept - 5 Sept
Beatiful Custom Log Home " Bear Lodge"

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (114)
"Very quiet, well appointed cottage! So peaceful, beautiful scenery and VERY accommodating host!"
Classic Vermont Cabin on 2.5 acres Lake Frontage

Cozy Lake Champlain Cottage w/ Beautiful View

9.4 out of 10, Exceptional, (33)
"We were there for our 27th anniversary weekend. Everything was clean and as advertised. Very relaxing weekend. "
Cozy Lake Champlain Cottage w/ Beautiful View

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (149)
"Perfect retreat inside a charming cabin for a ski getaway. Enjoy memorable family moments. "
The price is AU$662
includes taxes & fees
10 Sept - 11 Sept
Stetson Hollow Cabin by Stetson Brook

Stunning views from this quiet northern end of Lake George carriage house

9.0 out of 10, Wonderful, (12)
"We had a great stay! Cant beat the location, and close to the public launch & beach. Melissa was very responsive before and during our stay. Thank you!"
Stunning views from this quiet northern end of Lake George carriage house
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middlebury Hotel Reviews

Find out more about Middlebury

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, 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 favourite 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 depend 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 AU$115 per night. Entering your travel dates in the search wizard might find you 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?

Water front home with large two tiered deck! 2 bathrooms 😂: This holiday home rental outside of Middlebury is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.