
Cottage holiday rentals in Rutland
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Top-rated cottage rentals in Rutland
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Popular amenities for Rutland cottage rentals
Cottage rentals with a hot tub

Beautiful 2 bedroom cottage . With lake view
Great location, close to town and anything else you could need in Bolton! House was very clean, had everything you could need. Definitely would stay here again if coming back up to Lake George!

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.

Country Chalet, HotTub, 8 Mins to Skyeship Gondola
Perfect place for a ski weekend with a group of friends. House was exactly as described, check in was extremely simple, and all the amenities were in full working order and easy to use (special shout out to the hot tub which was amazing after a day out on the mountain). Location is less than 10 minutes from the Skyeship gondola, less than 20 from the main Killington base areas, and easy to find just off of the main road. Overall we had a great time and would 100% stay here again in the future.

Spacious Private Cottage in Beautiful Lake George.
We stayed at Cora’s property for 1 month and had the best time! Her house felt so cozy and Cora and Paul were very responsive and always helped out when needed. The location is perfect - close to downtown and there are cute cafes and restaurants nearby. We will absolutely be back!

3BR lakefront with dock, swim platform, & firepit
This was our second time here, and we loved it just as much as we did the first time. Our dog really enjoys it as well!

Andas Hus: Little Luxury
Staying at Andas Hus was an Airbnb experience on another level. This little cottage has everything that you could ever need for an extended getaway- we did so much cooking, wandering, made full use of all of the tech, and enjoyed the hot tub for several nights. We had four adults sharing the cabin and it was more than enough room for us. Matt was super responsive and kind when we had questions about the stay. I'll absolutely be recommending Andas Hus to any of my friends and relatives looking for a New England getaway, and maybe we'll be back someday!

Modern Cottage between Mount Snow and Stratton
I stayed at Tania’s place for a college reunion weekend with 12 guests. Her home was exceptionally clean and easy to get inside. Tania was super responsive throughout. My group enjoyed the location between 2 different ski mountains. Would stay here again in a heartbeat!
Pet-friendly cottage rentals

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!

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.

Home with a spring fed Koi pond and mountain view
We enjoyed our trip and stay very much! Jeremy was an amazing host! very friendly, very easy to communicate with. We brought up our dog which was not a problem with Jeremy. He was very kind, in having snacks, fresh eggs and a fridge full of things for us to have. The koi pond was beautiful. The stay was very peaceful and the view was breath taking.

Idyllic Lake Cottage | Bay Views | Cozy Fireplace
Mary was very helpful with recommendations of where to go to launch a kayak and very responsive with other questions and inquiries

Pond Cottage
We loved our stay here . Kim provided all the info we needed and was responsive when we had a question . It was a lovely stay in a very peaceful setting .We would gladly stay there again if we get a chance to return !

Cozy cottage near Killington & Sugarbush
A treasure in the mountains! This home had everything we could have ever needed to be comfortable during our stay. It was clean, bright, and cozy and the yard/views were such a treat. Fayth treated our family with such kindness and consideration and was very responsive anytime we needed something. We would absolutely recommend this rental to anyone and everyone looking for a peaceful stay in the Green Mountains!

Sunapee area lakeside cottages trio on Sand Pond
We have been going to Sandpond every year for as long as I can remember. We love the lake and the area. Claudia's cabins provide us the ability to join our family there and have our own space. We absolutely love it and are already looking forward to next year!!

Cottage 7min to Ski Stratton-WoodStove,Views,DogOK
Beautiful cabin and location, perfect place to relax and read a book or spend time with your dog. Hope to make it again!
Private cottage rentals

Cozy Cottage on the Clay Brook
Judy and Darren were fantastic hosts. The cabin was spotless and the local area so peaceful. They were incredibly responsive to any of our questions and concerns, and even checked in with us to make sure we were comfortable. Would happily stay here again!

Quaint stone house!
We had a long weekend at the cottage and loved our stay. The house was warm and welcoming and offered a lot to do inside and out. We appreciate the care that was obviously put into making the space so special.

Waterfront cottage on the shores of Lake Dunmore
The location is peaceful and beautiful. Loved having our morning coffee on the dock overlooking the lake and autumn leaves. Enjoyed kayaking to Paddlers Pub for drinks & food. The cottage is very cozy and just enough space for 2 people.

Cottage on Lake Dunmore
Exceeded all my expectations. The property was the perfect escape for nature lovers and those seeking a peaceful retreat. One of the standout features was the private fire pit, where we spent every evening roasting marshmallows and making s’mores under the stars. The owners really thought of everything. They provided kayaks for us to explore the calm waters at our leisure, which became a daily adventure. The house itself was immaculate, tastefully decorated with a rustic-chic vibe, and equipped with all the modern comforts you could ask for. Highly recommend!

Lilac Cottage
Elizabeth went out of her way to make us feel welcome. The place was plenty spacious for 4 people. All the amenities worked well, and it was very nice to have a working kitchen to cook meals. Heaters and hot water worked great, which was so necessary considering we stayed during a winter storm.

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.

The Mill House
We stayed at the Mill House on a grand highlights tour of New England, and Emily and Trevor’s place was by far our favorite accommodations. Our days were busy, and it was perfect to come back and relax by the creek. The home was very clean, beds were comfortable, and the kitchen was well equipped. We would return again and again if we didn’t live so far away.

Iconic "Kreffer's Crossing" covered bridge cottage
We spent a wonderful weekend at the Kreffer’s Crossing Covered Bridge Cottage in Sandgate, VT. Crossing the covered bridge feels like entering a peaceful, hidden retreat. The cottage is cozy and well-equipped, with a spacious kitchen, a comfortable main bedroom, and a relaxing living room. The outdoor space is magical—a beautiful porch with hummingbirds, the calming sound of the river, and a fire pit by the water, perfect for roasting marshmallows and unwinding. What truly made our stay unforgettable was Thomas, the host. He is incredibly kind, thoughtful, and always available if you need anything. His warm personality and attention to detail made us feel right at home from the moment we arrived. This was our first visit to Vermont, and thanks to Thomas and his beautiful cottage, it won’t be the last. We left with full hearts and can’t wait to return!
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Lake George Expedition Park
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Hooper Golf Course
- Cozy Cottages & Otter Valley Winery
- Montshire Museum of Science
- Willard Mountain