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Compare 60 Cottages in Middlebury with updated reviews, rates, and availability.

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (52)
"It was such a lovely stay. Everything was super tidy, clean, comfortable and cozy. We especially loved reading about the story of the build. Would absolutely recommend! "
The price is AED 459
AED 728 total
includes taxes & fees
23 Mar - 24 Mar
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Dog-friendly cottage on acreage with nearby creek & wood stove

8.8 out of 10, Excellent, (58)
"Wonderful property in perfect location for skiing!"
Dog-friendly cottage on acreage with nearby creek & wood stove

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

9.8 out of 10, Exceptional, (10)
"Cottage was very clean and stocked with basic essentials. Owner was very responsive to our texts and communicated well. Great view of lake from cabin. We had a wonderful stay and hope to go back some day."
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

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

8.6 out of 10, Excellent, (11)
"Nice waterfront location "
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

9.8 out of 10, Exceptional, (8)
"This property was exactly what you want when you come to Warren, VT. Perfect for our family’s holiday and close to all the Mad River Valley has to offer. The hosts were great! "
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

Cozy cabin in the heart of ski country.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Property was perfect for a ski weekend. Super close to skiing and eating. Would recommend "
Cozy cabin in the heart of ski country.

Rustic Lakeside Camp in Essex, NY on Lake Champlain

9.6 out of 10, Exceptional, (42)
"The property is in a prime location on Lake Champlain. We brought our own kayaks and access to the lake was easy. The house was stocked with everything we would need and the hosts were very attentive. Helpful Info was provided on activities and shopping in the area. One suggestion for future guests is to bring reading lights, since lighting in common areas was rather dim. "
Rustic Lakeside Camp in Essex, NY on Lake Champlain

Cozy Cottage on Beautiful Lake Champlain.

9.6 out of 10, Exceptional, (170)
"This place overexceeded our expectations. "
Cozy Cottage on Beautiful Lake Champlain.

Cozy Lake Champlain Cottage w/ Beautiful View

9.6 out of 10, Exceptional, (25)
"We had a great time at the house. It had everything we needed and an added benefit of being one floor with no steps for those with mobility issues (we had someone in a wheel chair and it was perfect). It was so pretty to be on the lake and wake up to ice fishers getting their day started. It was an easy drive to Middlebury Snowbowl and Breadloaf. And a quick 20 minuets to campus. We'll have to keep this on our list for future travels to the Middlebury and Lake Champlain area. "
Cozy Lake Champlain Cottage w/ Beautiful View

Waterfront Home on Lake Champlain w/ Dock & Kayaks

2.0 star property
8.0 out of 10, Very Good, (1)
"The house has a very nice dock on a more quiet part of Lake Champlain. My family and I enjoyed our stay, it was very peaceful and the nature around is beautiful. The owner was very responsive and accomodating throughout our stay."
Waterfront Home on Lake Champlain w/ Dock & Kayaks

Camp Roosevelt on Lake Champlain

2.0 star property
Camp Roosevelt on Lake Champlain

Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!

Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!

Dog-Friendly Lakefront cabin w/Free WiFi, Patio, Deck, Dock, & Water Views

5.8 out of 10, (6)
"If you are good with an authentic rustic environment- complete with small rodent catch and release trap under the stairs, a little water coming in the bedroom ceiling when it rains, bugs galore, and supplying your own drinking water— then OK. Everyone else consider yourselves forewarned. There has been absolutely no maintenance done on this property in decades. The local staff are wonderful."
Dog-Friendly Lakefront cabin w/Free WiFi, Patio, Deck, Dock, & Water Views

Dog-friendly retreat with porch, kayaks, & amazing views - right on the water

8.6 out of 10, Excellent, (7)
"We were very excited to arrive at this beautiful location, however, the listing doesn't accurately describe this rental. Be aware that the windows don't close properly (or at all), there is a lot of noise during the night, properly critters. This unit is above someone and the neighbors are quite close. Very nice ferry driver! If you are into a glamping experience, it is worth it, but the price should reflect this."
Dog-friendly retreat with porch, kayaks, & amazing views - right on the water

Dog-friendly cabin right on the lake with lots of space, screened porch, & boats

8.6 out of 10, Excellent, (4)
"The Island is lovely. House was not as clean as it could have been. Caretakers were very nice and accommodating. Lake amenities were terrific."
Dog-friendly cabin right on the lake with lots of space, screened porch, & boats

Adirondacks Cottage w/ Countryside Views!

8.0 out of 10, Very Good, (1)
"Nice place! Needs WiFi and a TV. "
Adirondacks Cottage w/ Countryside Views!

Classic lakefront cabin with screened-in porch & great views - dogs welcome

9.4 out of 10, Exceptional, (8)
"The property itself, along with the staff were fantastic! The island has great trails, and our dog had a blast. Getting to and from the island is pretty smooth - ferry drivers were usually ready in a couple minutes time. Couple things to note - the check-in information we received was a little sparse relative to other stays via VRBO. If you're used to getting an access code, you won't for this property. And teh driving directions, while good once you've got your bearings, are not great for...
Classic lakefront cabin with screened-in porch & great views - dogs welcome

Quaint Cottage On The Lake! CURRENTLY RENOVATING!!

9.2 out of 10, Wonderful, (24)
"Relaxed by the lake, paddle board, visit family"
Quaint Cottage On The Lake! CURRENTLY RENOVATING!!

Quaint 2 Bedroom Cottage on Lake George

9.6 out of 10, Exceptional, (9)
"Good experience. We enjoyed the beach and playground. Cottage is described accurately in the listing. "
Quaint 2 Bedroom Cottage on Lake George

Dog-friendly bay-front cabin with screened porch & great views - next to trails

9.4 out of 10, Exceptional, (9)
"An incredible Lakeside cottage, easy access to the water, boats to play with and very very friendly staff"
Dog-friendly bay-front cabin with screened porch & great views - next to trails
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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Other property types in Middlebury

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

10.0 out of 10, Exceptional, (484)
"This cabin couldn't be cozier! It really lives up to its name as a "romantic retreat". The window seat is perfect for a sunny afternoon nap or to curl up with a book and some cocoa by the warmth of the fire. Mornings are beautiful as the sun shines dappled light in the trees. So peaceful. The surround sound is also great, we connected our phone via bluetooth and the music enhanced the cozy ambiance. We enjoyed a walk on the little trail in the back, stargazing in the hot tub, and snuggling up to...
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (234)
"We thoroughly enjoyed our 3 nights at Little Loft. We needed some R&R and that’s exactly what these few days were. We grilled, enjoyed the view with a snowy day/night, melted in the hot tub, and chilled by the fireplace at night. The cabin had everything we needed and then some. Communication was perfect. We couldn’t have asked for a better experience."
Cozy Loft for two with Hot Tub & Mtn Views

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (7)
"Owners were very friendly and had everything you could think of, including local trails, equipment to go out on the lake which was included with the cabin games, local eats, etc."
The price is AED 531
AED 681 total
includes taxes & fees
24 Mar - 25 Mar
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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