Middlebury Holiday Rentals

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Our top choices for Middlebury holiday rentals

*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
10.0 out of 10, Exceptional, (7 reviews)
"fantastic!"
United States
Diana L.
The price is AU$500
includes taxes & fees
3 Apr - 4 Apr
*Downtown Middlebury Waterfall Studio Apartment*

Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (31 reviews)
"Great location, very clean"
United States
Karyn M.
The price is AU$483
includes taxes & fees
1 Apr - 2 Apr
Downtown Middlebury 3 BR Home - Walk Everywhere!

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

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"Super cute and cozy! It was perfect."
United States
Sarah D.
The price is AU$240
includes taxes & fees
9 Mar - 10 Mar
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.

Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.
Wadhams
The price is AU$115
includes taxes & fees
9 Mar - 10 Mar
Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.

Camper On a Budget- Lake Champlain

Camper On a Budget- Lake Champlain
Port Henry
The price is AU$196
includes taxes & fees
3 Apr - 4 Apr
Camper On a Budget- Lake Champlain

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (73 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is AU$283
includes taxes & fees
9 Mar - 10 Mar
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (223 reviews)
"Very cozy cabin with lots of activities and a beautiful view!"
United States
Elizabeth F.
The price is AU$258
includes taxes & fees
9 Mar - 10 Mar
Ultimate relaxing vacation

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

Cozy Tiny Home in charming Bristol VT, close to major ski areas free ski voucher
Bristol
9.8 out of 10, Exceptional, (18 reviews)
"This is a cozy place to stay. It is well cared for and in a pleasant location. We enjoyed our stay."
United States
Sue T.
The price is AU$243
includes taxes & fees
9 Mar - 10 Mar
Cozy Tiny Home in charming Bristol VT, close to major ski areas free ski voucher

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.2 out of 10, Wonderful, (20 reviews)
"Enjoyable stay"
United States
Eric W.
The price is AU$381
includes taxes & fees
8 Mar - 9 Mar
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (162 reviews)
"The cabin location was ideal for us , very convenient to outings and very cozy in a gorgeous setting . "
United States
judy c.
The price is AU$619
includes taxes & fees
10 Mar - 11 Mar
Stetson Hollow Cabin by Stetson Brook

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is AU$415
includes taxes & fees
9 Mar - 10 Mar
Unique family-friendly Vermont cabin!

The Bomoseen Bungalow: Vermont Lake House with Private Dock

The Bomoseen Bungalow: Vermont Lake House with Private Dock
Bomoseen
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
The price is AU$743
includes taxes & fees
8 Mar - 9 Mar
The Bomoseen Bungalow: Vermont Lake House with Private Dock

Ski getaway near the slopes with private balcony & mountain views

Ski getaway near the slopes with private balcony & mountain views
Warren
8.8 out of 10, Excellent, (25 reviews)
"Ideally located for any season "
United States
Alison M.
The price is AU$439
includes taxes & fees
8 Mar - 9 Mar
Ski getaway near the slopes with private balcony & mountain views

Inviting condo near skiing and golf, with fireplace and deck

Inviting condo near skiing and golf, with fireplace and deck
Warren
8.4 out of 10, Very good, (13 reviews)
"Location, close to everything"
United States
Dave D.
The price is AU$351
includes taxes & fees
8 Mar - 9 Mar
Inviting condo near skiing and golf, with fireplace and deck

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (40 reviews)
"The place was spacious, but small, which I loved! Plenty of hot water, great communication with owner, plenty of extra chairs and the leaf for the table was fantastic!"
United States
Michael M.
Beautiful home located in the Mad River Valley

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is AU$502
includes taxes & fees
11 Mar - 12 Mar
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort
Warren
9.0 out of 10, Wonderful, (29 reviews)
"Rustic, pet friendly cabin with comfortable beds. "
United States
Shari H.
Charming cabin located one minute from the base of Sugarbush Resort

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
8.2 out of 10, Very good, (32 reviews)
"Easy to get in and parking."
United States
Richard H.
The price is AU$455
includes taxes & fees
9 Mar - 10 Mar
Ski-in/ski-out condo with mountain view, seasonal pool

Lovely condo near skiing with 3 pools, sauna, fitness room & balcony

Lovely condo near skiing with 3 pools, sauna, fitness room & balcony
Warren
8.4 out of 10, Very good, (76 reviews)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
The price is AU$293
includes taxes & fees
15 Mar - 16 Mar
Lovely condo near skiing with 3 pools, sauna, fitness room & balcony

Lovely cabin nestled in the woods one minute from Sugarbush Resort

Lovely cabin nestled in the woods one minute from Sugarbush Resort
Warren
9.8 out of 10, Exceptional, (23 reviews)
"We had a lovely stay. Cozy. Great location. Wonderful host."
United States
Brynne R.
Lovely cabin nestled in the woods one minute from Sugarbush Resort
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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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$243 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 Kevin P. Mahaney '84 Center for the Arts, 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 13 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 Kevin P. Mahaney '84 Center for the Arts, whereas Green Mountain National Forest and Middlebury Falls are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include UVM Morgan Horse Farm and Halpin Covered Bridge.

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.