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Compare 51 Cottages in Middlebury with updated reviews, rates, and availability.

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

9.0 out of 10, Wonderful, (55)
"The house was cute, and the location was good. We liked the woods and stream around the house and the quiet road it was on. The views of the woods out the windows were lovely. There were a few old board games for the kids, but not much else for them to do when it was raining. The TV worked well, and we had internet. The bed downstairs was a little hard and the sheets looked old. Some of the furniture was obviously old, but we didn't use a lot of it anyway. The kids stayed in the loft and...
Dog-friendly cottage on acreage with nearby creek & wood stove

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

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 cabin in the heart of ski country.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cabin had everything we needed for a pleasant stay."
Cozy cabin in the heart of ski country.

A cottage in the mountains minutes from skiing & hiking

9.0 out of 10, Wonderful, (6)
"Wife and I will probably book this amazing little cottage for all trips to Vermont. Cottage in country with Amazing Views, that’s what my wife and I wanted, and we couldn’t have imagined finding a better place."
The price is SAR 751
SAR 1,107 total
includes taxes & fees
29 Dec - 30 Dec
A cottage in the mountains minutes from skiing & hiking

Cozy Cottage on Beautiful Lake Champlain.

9.6 out of 10, Exceptional, (168)
"My husband and I really enjoyed staying at this darling cottage, on the bay in Lake Champlain. We brought our lab with us and she loved being outside here. "
Cozy Cottage on Beautiful Lake Champlain.

Cozy Lake Champlain Cottage w/ Beautiful View

9.6 out of 10, Exceptional, (24)
"We enjoyed our stay very much!! especially the views of the fall foliage on the mountains across the lake!!! everything was nice and clean and very convenient!! Firewood was also provided!!!"
Cozy Lake Champlain Cottage w/ Beautiful View

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (48)
"Our stay at Camp Tiger Ted was so wonderful. The amount of detail and care David put into building and now maintaining the property is second to none. The house was meticulously clean and had so many charming details. David also gave us both massages in his in home studio which waA the most relaxing way to end our stay!"
The price is SAR 470
SAR 736 total
includes taxes & fees
30 Dec - 31 Dec
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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

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!

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

Lake Champlain Charming Cottage

Lake Champlain Charming Cottage

4 Bedroom, 1.5 bath- Air-Conditioned House on Lake Champlain - Seasonal May- Oct

10.0 out of 10, Exceptional, (14)
"The view of the lake is gorgeous, and the house felt like a home in every way. The beds were comfortable and the living room spacious. It was a great setting to visit with our family. "
4 Bedroom, 1.5 bath- Air-Conditioned House on Lake Champlain - Seasonal May- Oct

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

Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

3.0 star property
Ski Lodge Mtn Retreat w/ Fire Pit, Deck & Views!

Hague Vacation Rental ~ 2 Mi to Lake George!

2.0 star property
6.0 out of 10, (1)
"Place was great but owner should state upfront that there is no WIFI and NO cell service. Kind of needed the WiFi to plan out my vacation plans and not having ANY cell service whatsoever made that impossible. Place was In Great shape , VERY private , driveway was extremely steep making towing my trailer up it a little sketchy. But other than those two issues place was great! "
Hague Vacation Rental ~ 2 Mi to Lake George!

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 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

Charming Waitsfield Escape: 10 Mi to Sugarbush!

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Waitsfield Escape: 10 Mi to Sugarbush!
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

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is SAR 902
SAR 1,754 total
includes taxes & fees
6 Jan - 7 January 2025
Stetson Hollow Cabin by Stetson Brook

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (178)
"We had a lovely time, and Dan was very accommodating, especially when we had to delay our trip by a day due to a snow storm!"
The price is SAR 526
SAR 673 total
includes taxes & fees
6 Jan - 7 January 2025
Ultimate relaxing vacation
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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