Middlebury Holiday Rentals

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Holiday Rentals in Middlebury

*Downtown Middlebury Waterfall Studio Apartment*
10.0 out of 10, Exceptional, (6)
"fantastic!"
United States
Diana L.
The price is NZ$453
includes taxes & fees
30 Oct - 31 Oct
*Downtown Middlebury Waterfall Studio Apartment*
Middlebury Home with Sunset views!
10.0 out of 10, Exceptional, (17)
"We had a great stay in Middlebury. Clean, as described- including the lovely sunset view. Would stay again- thank you!"
United States
Shelley K.
The price is NZ$507
includes taxes & fees
29 Oct - 30 Oct
Middlebury Home with Sunset views!
Downtown Middlebury 3 BR Home - Walk Everywhere!
9.8 out of 10, Exceptional, (29)
"Great location, great layout, well appointed and spotlessly clean!"
United States
Tamara T.
The price is NZ$635
includes taxes & fees
26 Oct - 27 Oct
Downtown Middlebury 3 BR Home - Walk Everywhere!
A Canopy under the Stars
10.0 out of 10, Exceptional, (1)
"Absolutely stunning spot, the first night we were a little worried about the canopy being very open with the front not zipping shut and the bottom being open all around but we had no issues whatsoever not even a worry. Totally awesome all around!"
United States
Emilia T.
The price is NZ$224
includes taxes & fees
26 Oct - 27 Oct
A Canopy under the Stars
Glamping hut with WiFi in Ripton, biking, hiking, skiing
10.0 out of 10, Exceptional, (1)
"Super cute and cozy! It was perfect."
United States
Sarah D.
The price is NZ$290
includes taxes & fees
4 Nov - 5 Nov
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Camper On a Budget- Lake Champlain
The price is NZ$236
includes taxes & fees
26 Oct - 27 Oct
Camper On a Budget- Lake Champlain
Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (40)
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
United States
Christopher
The price is NZ$497
includes taxes & fees
24 Nov - 25 Nov
Robert Frost Mountain Cabins
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
8.4 out of 10, Very good, (73)
"A perfect family gateaway! It is very suitable for a family trip, with beautiful scenery and excellent facilities and amenities. Kids enjoyed swimming very much!"
United States
Lee H
The price is NZ$353
includes taxes & fees
2 Nov - 3 Nov
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
14 Snowside 2 Bedroom Condo by RedAwning
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$1,255
includes taxes & fees
29 Oct - 30 Oct
14 Snowside 2 Bedroom Condo by RedAwning
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
9.2 out of 10, Wonderful, (17)
"Clean room, beautiful view, close to dinning, hiking. "
United States
Lubomira
The price is NZ$445
includes taxes & fees
4 Nov - 5 Nov
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Beautiful home located in the Mad River Valley
9.8 out of 10, Exceptional, (39)
"We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental."
United States
Dmitriy K.
Beautiful home located in the Mad River Valley
Beautiful home located in the Mad River Valley
10.0 out of 10, Exceptional, (21)
"Great spot in the Mad River Valley. Great host and close to lots!"
United States
Craig W.
Beautiful home located in the Mad River Valley
Beautiful home located in the Mad River Valley
9.0 out of 10, Wonderful, (6)
"Good area"
United States
Dakota N.
Beautiful home located in the Mad River Valley
Ski-in/ski-out condo with mountain view, seasonal pool
8.4 out of 10, Very good, (28)
"Clean and confortable. "
United States
debra
The price is NZ$482
includes taxes & fees
26 Oct - 27 Oct
Ski-in/ski-out condo with mountain view, seasonal pool
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes
9.4 out of 10, Exceptional, (37)
"We loved everything about the rental! Great view and easy to access."
United States
Macy F.
The price is NZ$638
includes taxes & fees
26 Oct - 27 Oct
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
8.8 out of 10, Excellent, (15)
"We travel to the area every year for the VT Gran Fondo and love staying at bridges. The amenities are wonderful for families."
United States
LILIA R.
The price is NZ$580
includes taxes & fees
26 Oct - 27 Oct
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
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"
United States
Jesse
The price is NZ$363
includes taxes & fees
4 Nov - 5 Nov
Bridges Resort
Charming cabin located one minute from the base of Sugarbush Resort
9.2 out of 10, Wonderful, (25)
"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!"
United States
Zackary G.
Charming cabin located one minute from the base of Sugarbush Resort
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."
United States
John
The price is NZ$332
includes taxes & fees
5 Nov - 6 Nov
Trout House Village 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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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, 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 NZ$108 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 13 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.