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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 70 Cottages in Rutland with updated reviews, rates, and availability.

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

9.4 out of 10, Exceptional, (16)
"We loved the cabin and its proximity to the town of Woodstock. Nice to come home at the end of the day. The only issue is the bedrooms are upstairs and the bathroom is downstairs….but we managed. Overall a great stay. "
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Living area

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (50)
"This was my first experience with Vrbo. It was wonderful. Checking in and out of the property was simple! My fiancé and I were seeking a Christmas getaway in Vermont. We certainly found it! The property is in close distance to Brandon and Middlebury. Both towns have lots of dining options and shopping. We visited a brewery and winery. Our cottage in Leicester was pristine. Our host, David. was accommodating and friendly. The cottage is well built and you can see how much work David has put into...
The price is AED 459
AED 720 total
includes taxes & fees
26 Feb - 27 Feb
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (11)
"We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!"
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Cottage on Lake Saint Catherine
Dock your boat or borrow our kayaks and enjoy the lake.

Cottage on Lake Saint Catherine

10.0 out of 10, Exceptional, (8)
"Looking for a quiet getaway on a Lake in Vermont in the Poultney area, this is where you would like to be. Comfortable rooms and great Lake views."
Cottage on Lake Saint Catherine
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great location close to Killington. Accurate listing. Nothing fancy but all the necessities available. Was clean and comfortable. Driveway was plowed early for easy access in/out."
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Lakefront oasis with amazing sunsets
“Camp Happy”

Lakefront oasis with amazing sunsets

10.0 out of 10, Exceptional, (1)
"Our family had a wonderful week at Camp Happy! Everything we needed was there. Outside, we spent the days using the SUPs, kayaks, Lily Pad float. We relaxed on the deck for countless hours, along with the other lounging areas. There was ample room at the docks for our boat rental and fishing. I do want to note that if old, the many steps from the house are steep. My 83 year old mom managed them fine, but we usually helped her. She really loved sitting up on the deck overseeing the activities...
Lakefront oasis with amazing sunsets
Historic Cottage 2 Bedroom 2 Bath Fast Wifi
Interior

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

8.6 out of 10, Excellent, (21)
"Property was very clean and had everything you could possibly need or want. Owner was very accommodating and responsive."
The price is AED 331
AED 453 total
includes taxes & fees
25 Feb - 26 Feb
Historic Cottage 2 Bedroom 2 Bath Fast Wifi
Waterfront Home on Lake Champlain w/ Dock & Kayaks
Benson Vacation Rental | 3BR | 1.5BA | 1 Step to Enter | 1,100 Sq Ft

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
New York Vermont Border Cottage Getaway
Living area

New York Vermont Border Cottage Getaway

9.2 out of 10, Wonderful, (11)
"2nd stay here and everything is just right. Owner very responsive to all questions."
New York Vermont Border Cottage Getaway
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Living area

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

10.0 out of 10, Exceptional, (7)
"We loved our stay at the Dark Horse Cottage. It was close to everything we wanted to do. We loved being near the little creek. They thought of everything for amenities. It was perfect for what we needed. "
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Dock at Sunset

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
Cozy Historic Hilltop Cottage with Mount Ascutney View
Cottage on the hill

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.8 out of 10, Exceptional, (76)
"This was the perfect cottage for a winter getaway. I was solo, but the home could have easily accommodated many more. I loved the vintage touches and had a nice time listening to the classic vinyl records while enjoying a glass of wine and watching it snow. I had dinner outside on the patio one night and the view was lovely. It is just a few minutes drive from Woodstock and Quechee and I visited both several times. The cottage was clean and had everything I needed. Highly recommend for a quiet,...
Cozy Historic Hilltop Cottage with Mount Ascutney View
Comfy Cottage in Historic East Poultney
Exterior

Comfy Cottage in Historic East Poultney

10.0 out of 10, Exceptional, (4)
"The location was perfect for us, close to family. The cottage is beautifully renovated and was very ready for us to move in for an extended stay. We hated leaving that shower! There's plenty to do within a short distance ... so many little businesses and beautiful places to explore! Very quiet, we slept very well in our comfortable bed! I took many morning strolls, such a pretty little area!"
The price is AED 624
AED 1,197 total
includes taxes & fees
23 Feb - 24 Feb
Comfy Cottage in Historic East Poultney
Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views

9.4 out of 10, Exceptional, (57)
"Enjoyed the screened in front porch facing the Lake Recommend a new mattress for the double bed"
Quaint, friendly cottage with lakefront location & water views
Quaint lakefront home with great views & full kitchen

Quaint lakefront home with great views & full kitchen

8.4 out of 10, Very Good, (21)
"The cabin was pretty clean when we got there and it was a beautiful view."
Quaint lakefront home with great views & full kitchen
Lake St Catherine Vermont Camp Rockytop
View from lakeside deck and dock.

Lake St Catherine Vermont Camp Rockytop

9.6 out of 10, Exceptional, (39)
"Always a great stay. Clean and comfortable."
Lake St Catherine Vermont Camp Rockytop
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
Exterior

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

10.0 out of 10, Exceptional, (9)
"If you’re looking to spend a weekend with some friends at Killington this is definitely the most bang for your buck outside of the resort. 20 minute drive and plenty of plowed parking. "
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
Weston Vacation Rental - Close to Ski Resorts!
Living area

Weston Vacation Rental - Close to Ski Resorts!

3.0 star property
Weston Vacation Rental - Close to Ski Resorts!
Waterfront Adirondack Style Rustic Cottage great sunsets
Miscellaneous

Waterfront Adirondack Style Rustic Cottage great sunsets

8.8 out of 10, Excellent, (15)
"Had a great stay at the camp!! Great views and lots of time on the water"
Waterfront Adirondack Style Rustic Cottage great sunsets
Inviting Vermont Home On Mount Ascutney!
Living area

Inviting Vermont Home On Mount Ascutney!

3.0 star property
Inviting Vermont Home On Mount Ascutney!
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 Rutland

Stunning Wedding & Retreat Venue (19 bedrooms)
Aerial view - 19 bedrooms on 13 acres

Stunning Wedding & Retreat Venue (19 bedrooms)

10.0 out of 10, Exceptional, (2)
"Our corporate group had an incredibly fun stay at Red Clover for a recent ski retreat. The property is impeccably maintained, staff are all very friendly and hospitable, and were communicative before and during our stay. The Red Clover team welcomed our group with open arms (and fresh baked cookies to boot!). It was the perfect setup for our group of ~25, and we appreciated the variety of sleeping rooms, and the number of rooms available. We also loved the dining area and the fact that it could...
Stunning Wedding & Retreat Venue (19 bedrooms)
Cortina Mountain Chalet - Outdoor Hot Tub - Close to Pico and Killington Mountains
Bright and spacious

Cortina Mountain Chalet - Outdoor Hot Tub - Close to Pico and Killington Mountains

10.0 out of 10, Exceptional, (2)
"This was an aweosme trip, made even better by a great house. Thanks for everything!"
Cortina Mountain Chalet - Outdoor Hot Tub - Close to Pico and Killington Mountains
Ultimate relaxing vacation
Breathtaking , relaxing and private haven. Perfect for unwinding from busy life

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (184)
"The cabin was pristine. The pond and surrounding woodland are breathtaking. Loved the drive in from the main road..so beautiful in the winter. A well needed reprieve from the daily grind. I would love to stay again in the summer months."
The price is AED 514
AED 658 total
includes taxes & fees
24 Feb - 25 Feb
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.

Frequently asked questions

Why book your cottage in Rutland with Expedia?
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How can I find cheap cottages in Rutland?
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