Search Cottages in Rutland

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 72 Cottages in Rutland with updated reviews, rates, and availability.

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

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 720 total
includes taxes & fees
17 Mar - 18 Mar
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

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

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 661
AED 843 total
includes taxes & fees
17 Mar - 18 Mar
Historic Cottage 2 Bedroom 2 Bath Fast Wifi

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

Woodstock Village Carriage House

9.6 out of 10, Exceptional, (90)
"We loved the carriage house and its proximity to the town of Woodstock. Perfect to come home at the end of the day. Would definitely recommend to anyone visiting Woodstock! "
Woodstock Village Carriage House

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

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

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

New Lakeside Cottage near Okemo and Killington

9.6 out of 10, Exceptional, (153)
"We had an amazing week swimming, hiking, paddling, and admiring gorgeous Lake Amherst. All of our favorite things were nearby - lovely hiking trails, and maple ice cream. Perfect location, well appointed kitchen, and perfect dock on the lake. Our family loved every moment and we hope to come back again."
New Lakeside Cottage near Okemo and Killington

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

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 price is AED 574
AED 1,851 total
includes taxes & fees
17 Mar - 18 Mar
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

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

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 1,205 total
includes taxes & fees
20 Mar - 21 Mar
Comfy Cottage in Historic East Poultney

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

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!

Charming Cavendish Cottage: All-Season Retreat for fun and relaxation!

8.0 out of 10, Very Good, (1)
"Beautiful house with lots of very thoughtful amenities. Very clear and easy communication from owners as well. Great location for skiing Okemo and it was a lovely place to come back to after a day on the slopes. One issue was that the listing states this is a 4 bedroom home, but in fact there are only 3. This made for a tight squeeze for 5 adults (none of whom were couples). I'm wondering if this might have been a glitch on the website. We had a great stay, but had we known it was only 3...
Charming Cavendish Cottage: All-Season Retreat for fun and relaxation!
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.
Don't see what you're looking for?
See all available properties in Rutland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Rutland

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very Good, (1014)
"Grateful for the stay."
The price is AED 426
AED 469 total
includes taxes & fees
23 Mar - 24 Mar
Comfort Inn Rutland - Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1006)
"They were doing some construction in another room and it was a little noisy, other then that, no complaints."
The price is AED 542
AED 596 total
includes taxes & fees
23 Mar - 24 Mar
Best Western Inn & Suites Rutland-Killington

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1003)
"The New makeover has really turned this days in and into a Real value"
The price is AED 434
AED 477 total
includes taxes & fees
1 Apr - 2 Apr
Days Inn by Wyndham Rutland/Killington Area
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?
Expedia has some great cottages in Rutland, so get set for an unforgettable vacation on nature’s doorstep. If you’re sticking to a budget, select how much you’re willing to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a pool or a hot tub. We’ll help you find the perfect place whatever your escape looks like.
How can I find cheap cottages in Rutland?
An excellent way to get cheap cottages in Rutland is with Expedia’s useful filter tool. Refine your search by star rating, budget and amenities to secure awesome rates with only a few clicks.