
Cottage holiday rentals in Rutland County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Rutland County
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Rutland County cottage rentals
Cottage rentals with a hot tub

Cute Cool Cabin! Plymouth, Vermont.
Alecia and John were meticulous hosts from the well curated guide book to their responsiveness when we had questions. All made for a wonderful family fourth of july! We look forward to returning.

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace
We definitely have never stayed in a rental that was so CLEAN! Aside from the labels, it felt as if we were not staying at a rental property at all. When we go away, it’s nice to stay somewhere that’s close to as nice and comfortable as home. We were warm and cozy. The house had everything and way more than we needed and we would like to see how beautiful it would be in the Summertime. The house was spacious and we loved the history and charm that it possesses. The hot tub was a major draw and sparkling clean also. It snowed practically the entire visit and felt private with all the trees surrounding the property. A huge perk was the proximity to Okemo and Killington for the boarders in our group. With the looks of the Volleyball net and court, presumably the owners are fans of the game! Bravo, Alecia- we thank you for your hospitality!

Vt Summer Getaway: Hot Tub, Golf Hiking & More!
Great house with plenty of space and beds. Living room had ample couches and great for our group to hang out there with the fireplace and hot tub off the back deck of kitchen. Kitchen had all necessary cooking pots/pans/utensils. Easy communication with the hosts and would return.

Newly Renovated, Hot tub, 2min to Killington lift
Very peaceful place to stay with beautiful scenery that relaxes your heart. Such a sweet space you feel right at home. The home was quaint, very clean, and overall comfortable. The hosts were amazing and gave plenty of recommendations and tended to any questions we had.

3BR lakefront with dock, swim platform, & firepit
This house was absolutely wonderful. Better than the pictures! Tons of space, very clean, and had everything you could possibly need. The kayaks were great too! We saw lots of birds and eagles out on the lake! We enjoyed swimming and hanging out by the fire at night and of course the hot tub was great. Would definitely love to come back again someday.
Pet-friendly cottage rentals

The Spiral Cottage on Lake Hortonia
This was our third year at the Spiral Cottage for our annual girls trip!! Lisa is SO responsive and accommodating and we always have an absolute blast at her place. Thank you Lisa!!

Cozy COTTAGE- ski, swim, hike, foliage, near Okemo
The surroundings were beautiful and we loved watching the sun set over the mountains. The cottage was very clean and we really appreciated how well set up the kitchen was. Ron was friendly and responsive. We enjoyed finding swimming spots, local hikes and maple ice cream. We highly recommend the cottage and hope to return someday!

Fern Hill - charming lake cottage
Lovely setting and we had beautiful weather and really enjoyed swimming, boating, and bird watching. We also enjoyed visiting cute local towns and ice cream shops and berry picking. Tested local cheese, bread, and maple syrup and had a relaxing family vacation.

Lake St. Catherine Waterfront Cottage
We had a fantastic time! The house is clean and welcoming. The view of the lake and surrounding mountains was spectacular. It has everything you need for a relaxing stay. The host was easy to communicate with and instructions were thorough. We would highly recommend this property. We appreciate the host opening up their house to us!

Military Family Owned Cottage with View & Dock
Kate was a great host. The cottage was rustic and cozy, the view of the lake was magnificent. She was responsive and went above and beyond to help us when we had questions. We will definitely stay there again when we need an escape.

Cottage on Lake St. Catherine, MTN Biking/Hiking!
We spent a weekend and had our two kids and one dog with us. It was a little cabin set near multiple other cabins, and was perfectly functional for our needs. We used it as a home base to go hiking, biking, and fishing. If you’re into biking, Slate Valley trails are incredible and the local gravel roads are too. It was our 2nd time at Lake St Catherine, and we love the area. The hosts were kind and welcoming, and we’d definitely come again!

Lake Bomoseen 2 BR Cottage
It was a perfect setting for a much needed mid-winter respite.

Rustic Lake Cottage, MTN Biking/ Hiking!
We really enjoyed our stay at Owen’s cottage. It was very quiet and peaceful. The home was comfortable and clean. It was easy to find and close to town center. We were there in October and it was chilly, but the space heater really kept everything warm. Would definitely return!!!
Private cottage rentals

Hillside Cottage @ The Mettawee Retreat
Our stay was fantastic! The cabin was clean, comfortable and cozy. There was obvious attention paid to the little details that make a trip extra relaxing. I don't think that there was anything that we wanted that wasn't thought of and ready for us. We booked our stay with the intention of disconnecting and unwinding& we were able to do exactly that. The property is absolutely magical! There was an endless amount of beautiful flowers and wildlife with a winding river. Our favorite part was relaxing on the deck watching the deer and birds. The customer service couldn't have been better. They went out of their way to be helpful and friendly. we definitely recommend & plan to return for a longer stay!

The Smithy Cottage at Consider Bardwell Farm
Second time staying with Angela and it was just as great as we remembered. We love the peaceful location in Pawlet - far enough away to disconnect from city life while still being a close enough drive (15-30 min) to great local restaurants in Dorset and Manchester. The space itself is cozy and rustic, keeping its historic charm in tact, while having thoughtful updates to the kitchen and bath that make it functional for everyday use. The shower is incredible and the bed is so comfy, one we actually looked forward to sleeping in again! Angela was a great host and provided us with local coffee, crackers, and their newest Pawlet cheese for enjoying. Already looking forward to visiting again next summer!

Large Lake Cottage. Great Hiking/Mtn Biking!
Beautiful and peaceful location with lots to do. The cabin was rustic and cute , with all the accessories needed to cook a nice meal indoors and grill outside. We all loved spending time at the lake. The kids especially enjoyed the paddle boards and kayaks. The hosts were very friendly and responsive. Thank you guys! We will definitely be back.

Private cottage in the woods
We enjoyed our stay so much! The place was nice and clean and quiet, perfectly organised and thought through. Karen was a welcoming, friendly, and helpful host. I wish more AirBnBs were like this! Would be happy to return someday.

Charming Mountain Cottage **NO CLEANING FEE**
Sam was an exquisite host to us. informed us of the cold front coming in to aware us leading up to our ski trip. house was easy to find and key location for anyone skiing the epic pass smack between two mountains.

Sandsend Cottage - Lakefront Serenity
Beautiful property, highly recommend! Ian and Steph were communicative and friendly and helpful, and the location right on Tinmouth Pond is gorgeous.

Newly Renovated, Hot tub, 2min to Killington lift
Very peaceful place to stay with beautiful scenery that relaxes your heart. Such a sweet space you feel right at home. The home was quaint, very clean, and overall comfortable. The hosts were amazing and gave plenty of recommendations and tended to any questions we had.

The Cottage in East Poultney
One of the cleanest and comfiest Airbnbs I’ve stayed in. It was a last minute trip and this exceeded my expectations. My sister and I were saying we had the best night of sleep we had in years! There was a huge snow storm and the owner was so accommodating and very easy to get in touch with. We can’t wait to come back 😊
Destinations to explore
- Private suite rentals Rutland County
- Rentals with lake access Rutland County
- Waterfront rentals Rutland County
- Townhouse rentals Rutland County
- Family-friendly rentals Rutland County
- Rentals with pools Rutland County
- Rentals with outdoor seating Rutland County
- Bed and breakfasts Rutland County
- Rentals with a sauna Rutland County
- House rentals Rutland County
- Rentals with an EV charger Rutland County
- Condo rentals Rutland County
- Rentals with a hot tub Rutland County
- Kid-friendly rentals Rutland County
- Apartment rentals Rutland County
- Rentals with an accessible height bed Rutland County
- Beachfront rentals Rutland County
- Rentals with breakfast Rutland County
- Rentals with a fireplace Rutland County
- Rentals with an accessible height toilet Rutland County
- Rentals with a kayak Rutland County
- Villa rentals Rutland County
- Rentals with a fire pit Rutland County
- Rentals with a washing machine and dryer Rutland County
- Chalet rentals Rutland County
- Ski-in/ski-out rentals Rutland County
- Fitness-friendly rentals Rutland County
- Cabin rentals Rutland County
- Pet-friendly rentals Rutland County
- Rentals with a patio Rutland County
- Cottage rentals Vermont
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Lake George Expedition Park
- Fort Ticonderoga
- Dorset Field Club
- Autumn Mountain Winery
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Fox Run Golf Club
- Gooney Golf
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Lucky Bugger Vineyard & Winery
- Things to do Rutland County
- Food and drink Rutland County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Tours United States
- Food and drink United States