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

Cozy Lake Champlain Cottage w/ Beautiful View

9.6 out of 10, Exceptional, (26)
"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

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

8.8 out of 10, Excellent, (59)
"The cabin was nestled in the woods with only the sounds of the brook below. It was very quiet & comfortable with all of the amenities of home. Located in a very nice area."
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

Cozy Cottage on Beautiful Lake Champlain.

9.6 out of 10, Exceptional, (170)
"Great little place with a spectacular lakefront rocky beach and massive deck. Very special place and the owner has done an amazing job with it. Had everything I needed. For me, highlight was the amazing view. Grateful to have found it and will be back!! "
Cozy Cottage on Beautiful Lake Champlain.

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (52)
"Host was very friendly,, property was emaculate, would definitely stay here again"
The price is AEDĀ 496
AEDĀ 765 total
includes taxes & fees
5 May - 6 May
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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)
"Cabin had everything we needed for a pleasant stay."
Cozy cabin in the heart of ski country.

Rustic Lakeside Camp in Essex, NY on Lake Champlain

9.6 out of 10, Exceptional, (42)
"Perfect place to reconnect with old friends and remember good times. Cozy accomodations. Easy beach access."
Rustic Lakeside Camp in Essex, NY on Lake Champlain

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

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

Camp Roosevelt on Lake Champlain

2.0 star property
Camp Roosevelt on Lake Champlain

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

9.8 out of 10, Exceptional, (10)
"We thoroughly enjoyed our stay at Lake Bomoseen. The house was in a great location with incredible lake views. The private dock was very relaxing."
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

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)
"Too expensive and bringing everything over on the ferry got old fast !!"
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 can't say enough good things about Garden Island and staying in Willow cabin (boathouse). It's all about being next to Lake Champlain. The peace, the beauty, the many ways to play or rest. Relaxing on the screened in porch is awesome in all weather and was our favorite feature. It has a million dollar view that far surpasses most rental homes and definitely is the best on the island. The sandy beach, the dock, the kayaks, the sprawling lawn, the Adirondack chairs offer abundant ways to kick...
Dog-friendly retreat with porch, kayaks, & amazing views - right on the water

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!

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)
"location, views, history !"
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!!
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

Beautiful brand new 1-bedroom apt with gorgeous views

10.0 out of 10, Exceptional, (43)
"We enjoyed our visit very much!"
Beautiful brand new 1-bedroom apt with gorgeous views

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (10)
"Absolutely wonderful place and super friendly staff "
The price is AEDĀ 531
AEDĀ 681 total
includes taxes & fees
3 May - 4 May
Trout House Village Resort

Bridges Resort

3.5 star property
7.6 out of 10, Good, (10)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
Bridges 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.