Cottage holiday rentals in Rutland

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Popular amenities for Rutland cottage rentals

Cottage rentals with a hot tub

Cottage in Bolton
4.67 out of 5 average rating, 15 reviews

Beautiful 2 bedroom cottage . With lake view

ZoeRating, 5 stars9 months ago
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!
Guest favourite
Cottage in Plymouth
5 out of 5 average rating, 34 reviews

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

ChristineRating, 5 stars5 months ago
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!
Superhost
Cottage in Killington
4.83 out of 5 average rating, 69 reviews

Vt Summer Getaway: Hot Tub, Golf Hiking & More!

TimothyRating, 5 stars3 months ago
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.
Guest favourite
Cottage in Bridgewater
4.97 out of 5 average rating, 32 reviews

Country Chalet, HotTub, 8 Mins to Skyeship Gondola

MitchRating, 5 stars4 months ago
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.
Guest favourite
Cottage in Lake George
4.92 out of 5 average rating, 132 reviews

Spacious Private Cottage in Beautiful Lake George.

ArghyaRating, 5 stars2 months ago
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!
Cottage in Ludlow
4.79 out of 5 average rating, 34 reviews

3BR lakefront with dock, swim platform, & firepit

LaurenRating, 5 stars1 month ago
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!
Top Guest favourite
Cottage in Barnard
4.95 out of 5 average rating, 38 reviews

Andas Hus: Little Luxury

JessRating, 5 stars3 weeks ago
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!
Guest favourite
Cottage in Wardsboro
4.98 out of 5 average rating, 91 reviews

Modern Cottage between Mount Snow and Stratton

OliviaRating, 5 stars3 months ago
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

Guest favourite
Cottage in Pawlet
4.92 out of 5 average rating, 190 reviews

The Smithy Cottage at Consider Bardwell Farm

BrandiRating, 5 stars1 week ago
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!
Top Guest favourite
Cottage in Wells
4.94 out of 5 average rating, 34 reviews

Private cottage in the woods

SergeyRating, 5 stars4 months ago
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.
Top Guest favourite
Cottage in Manchester
4.97 out of 5 average rating, 127 reviews

Home with a spring fed Koi pond and mountain view

ChristinaRating, 5 stars6 days ago
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.
Superhost
Cottage in Queensbury
4.83 out of 5 average rating, 203 reviews

Idyllic Lake Cottage | Bay Views | Cozy Fireplace

MichaelRating, 5 stars4 weeks ago
Mary was very helpful with recommendations of where to go to launch a kayak and very responsive with other questions and inquiries
Top Guest favourite
Cottage in Dorset
4.97 out of 5 average rating, 153 reviews

Pond Cottage

TomRating, 5 stars5 days ago
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 !
Top Guest favourite
Cottage in Rochester
4.99 out of 5 average rating, 90 reviews

Cozy cottage near Killington & Sugarbush

JustinRating, 5 stars2 weeks ago
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!
Superhost
Cottage in Marlow
4.89 out of 5 average rating, 100 reviews

Sunapee area lakeside cottages trio on Sand Pond

DanielRating, 5 stars10 months ago
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!!
Guest favourite
Cottage in Jamaica
4.83 out of 5 average rating, 527 reviews

Cottage 7min to Ski Stratton-WoodStove,Views,DogOK

MatthewRating, 5 stars1 day ago
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

Top Guest favourite
Cottage in Warren
4.99 out of 5 average rating, 83 reviews

Cozy Cottage on the Clay Brook

JennaRating, 5 stars3 weeks ago
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!
Guest favourite
Cottage in Chester
4.9 out of 5 average rating, 96 reviews

Quaint stone house!

RachelRating, 5 stars1 week ago
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.
Superhost
Cottage in Salisbury
4.88 out of 5 average rating, 8 reviews

Waterfront cottage on the shores of Lake Dunmore

HerbRating, 5 stars8 months ago
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.
Guest favourite
Cottage in Leicester
4.95 out of 5 average rating, 22 reviews

Cottage on Lake Dunmore

DanRating, 5 stars7 months ago
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!
Superhost
Cottage in Brandon
4.75 out of 5 average rating, 4 reviews

Lilac Cottage

VictoriaRating, 5 stars3 months ago
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.
Guest favourite
Cottage in Tinmouth
4.95 out of 5 average rating, 42 reviews

Sandsend Cottage - Lakefront Serenity

JustinRating, 5 stars2 weeks ago
Beautiful property, highly recommend! Ian and Steph were communicative and friendly and helpful, and the location right on Tinmouth Pond is gorgeous.
Guest favourite
Cottage in Topsham
4.94 out of 5 average rating, 65 reviews

The Mill House

CatherineRating, 5 stars2 weeks ago
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.
Guest favourite
Cottage in Sandgate
4.98 out of 5 average rating, 41 reviews

Iconic "Kreffer's Crossing" covered bridge cottage

AntonelloRating, 5 stars3 weeks ago
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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