
Cottage holiday rentals in Rutland
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Top-rated cottage rentals in Rutland
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Popular amenities for cottage rentals in Rutland
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.

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.

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!

Breathtaking, waterfront rental on Lake Champlain
We stayed for my daughter’s Midd graduation. It’s less than a 20 minute drive to Middlebury. Ardie and Mike are such lovely, hard working, kind and receptive human beings. I loved meeting them. They were so welcoming and accommodating, down to earth people. I would stay here again in a heartbeat - in any one of the cabins.
Pet-friendly cottage rentals

Riverside Cottage - Bridgewater Vermont
Absolutely loved every minute spent here. We had plans for a lot of nearby activities, but the property was so stunning we decided to enjoy it and stayed home. We cooked, had tea by the river, played games and engaged in deep conversations. There were awesome restaurants within 30 mins of driving. We bathed in the river, played in water quite a bit. Linda and Chris were supportive, very responsive and always there for us. Thank you for sharing this stunning property with us. I hope you be back. We were a group of 3 - and we were welcomed with a cute hamper and lots of warmth. Don’t miss the game room - which has a separate entrance from the main house.

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
If you're looking for a slightly rustic, but totally comfortable place to stay near Manchester, this is the ideal location. We have been with our dog Mac for a total of 6 visits to this cozy cottage. The local area has a lot to offer in the beautiful area of the Green Mountains. Kim keeps the cottage very clean and provides you with all the comforts of home. We feel totally welcomed whenever we visit and are always pleased with our stay. Thank you Kim for the extra special welcome and for always being so accommodating! Brian, Kim and Mac

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!

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!

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

Moon Beam Cottage--A cozy and welcoming retreat
We so enjoy staying at Melissa’s place. It has everything you could need and is an amazing location. We discovered the catamount xc trail is only a short distance away.

Cozy Country Cottage
This was our second stay and we will always choose to stay here when in the area. Inside and outside are wonderful and relaxing places to be. We could totally live there. Highly recommend.

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.

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.

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.

Vermont Country Cottage(Near Village w/Magic View)
The little white cottage was lovely with everything we needed for a comfortable relaxing weekend. Like every other weekend this spring...it rained...but the cottage was still bright and cheery. So much to do , see, and eat so close by. We'll be back!

Sage advice, be lakeside!
We had a truly wonderful time staying at Jeff’s place and are so glad to have found this gem of a home! From the start of our trip till the end, Jeff was a very warm, welcoming and communicative host. The home is in a truly picturesque location. Very peaceful, but also really close to Middlebury, Brandon and amenities. The home is very comfortable, and was pristine when we arrived. 6 of us (including two kids) stayed comfortably. The kitchen is well stocked and we enjoyed quality time over meals at home, and also had plenty to do outside. All in all, this was truly a break for us! We’d be glad to be back again! Thank you, Jeff!
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- 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
- Autumn Mountain Winery
- Fort Ticonderoga
- Dorset Field Club
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Northeast Slopes Ski Tow
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Hooper Golf Course
- Fox Run Golf Club
- Ekwanok Country Club
- Willard Mountain
- Santa's Land USA
- Adirondack Extreme Adventure Course