Middlebury Holiday Rentals

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Our top choices for Middlebury holiday rentals

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.
Downtown Middlebury 3 BR Home - Walk Everywhere!

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is AU$461
includes taxes & fees
12 May - 13 May
Purple Door Cottage in the heart of Middlebury!

Camping Classic ADK style Creekside

Camping Classic ADK style Creekside
Crown Point
9.6 out of 10, Exceptional, (4 reviews)
"quiet, secluded & relaxing. our kids enjoyed the swimming hole and waterfall, and we enjoyed the sounds of the creek as we slept. highly recommend! "
United States
Kevin D.
The price is AU$100
includes taxes & fees
3 May - 4 May
Camping Classic ADK style Creekside

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)
"All was so nice. The bed the coziness the cleanliness the location. "
United States
Sara B.
The price is AU$235
includes taxes & fees
23 Apr - 24 Apr
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Camper On a Budget- Lake Champlain

Camper On a Budget- Lake Champlain
Port Henry
The price is AU$192
includes taxes & fees
30 Apr - 1 May
Camper On a Budget- Lake Champlain

Ski getaway near the slopes with private balcony & mountain views

Ski getaway near the slopes with private balcony & mountain views
Warren
9.0 out of 10, Wonderful, (29 reviews)
"Super easy access to ski, there is a shuttle but we walked because it’s so close. Nice room, plenty of linens, clean kitchen. "
United States
Stefani K.
The price is AU$408
includes taxes & fees
22 Apr - 23 Apr
Ski getaway near the slopes with private balcony & mountain views

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, (78 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$260
includes taxes & fees
23 Apr - 24 Apr
Lovely condo near skiing with 3 pools, sauna, fitness room & balcony

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
The price is AU$489
includes taxes & fees
25 Apr - 26 Apr
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

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
9.4 out of 10, Exceptional, (22 reviews)
"Enjoyable stay"
United States
Eric W.
The price is AU$352
includes taxes & fees
22 Apr - 23 Apr
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (18 reviews)
"Great location near Sugarbush. Clean and quiet."
United States
Cynthia
The price is AU$437
includes taxes & fees
22 Apr - 23 Apr
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Bristol
9.8 out of 10, Exceptional, (21 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$238
includes taxes & fees
4 May - 5 May
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
8.4 out of 10, Very good, (34 reviews)
"Cozy and convenient. "
United States
Allie S.
The price is AU$418
includes taxes & fees
22 Apr - 23 Apr
Ski-in/ski-out condo with mountain view, seasonal pool

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, (74 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is AU$252
includes taxes & fees
26 Apr - 27 Apr
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

The Hideaway

The Hideaway
Hinesburg
8.8 out of 10, Excellent, (10 reviews)
"Clean, cozy, pet friendly. Close to a great market. "
United States
Carol D.
The price is AU$212
includes taxes & fees
28 Apr - 29 Apr
The Hideaway

Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is AU$387
includes taxes & fees
23 Apr - 24 Apr
Tasteful two bedroom just minutes to Middlebury!

Four Season Condo: seasonal pool, ski, hike, bike & golf

Four Season Condo: seasonal pool, ski, hike, bike & golf
Warren
The price is AU$242
includes taxes & fees
1 May - 2 May
Four Season Condo: seasonal pool, ski, hike, bike & golf

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
Warren
9.0 out of 10, Wonderful, (14 reviews)
"Everything was neat, orderly and the kitchen was well stocked. I liked the package with the dish solution and sponge, very helpful. I did notice stains on the inside of the comforter on the master bed. Needs to be replaced. Host communicates very well. "
United States
Tracey D.
The price is AU$600
includes taxes & fees
22 Apr - 23 Apr
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Four Season Condo: ski, hike, mountain bike & seasonal pool

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
The price is AU$294
includes taxes & fees
4 May - 5 May
Four Season Condo: ski, hike, mountain bike & seasonal pool

Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer
Warren
8.0 out of 10, Very good, (13 reviews)
"The place was charming and very comfortable to live in for a few days. The balcony kind of makes the place special. At night you can sit outside and watch the snow cats grooming the trails in tranquil peace. The gas fireplace was also spot on. A perfect place to stay while at Sugarbush "
United States
James M.
The price is AU$404
includes taxes & fees
22 Apr - 23 Apr
Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

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, (31 reviews)
"Rustic, pet friendly cabin with comfortable beds. "
United States
Shari H.
Charming cabin located one minute from the base of 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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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 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$212 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 Dog Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include UVM Morgan Horse Farm and Vermont Folklife Center.

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.