
Cottage holiday rentals in Killington
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Top-rated cottage rentals in Killington
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Popular amenities for Killington 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!

2 person SunCottage - Hot Tub Solar Geothermal
The house was beautiful and had a bunch of nature space and can tell is very kept up and taken care of. The house inside is beautiful and clean. The hot tub with the nature view is amazing. Deff would give this place a 10/10 and recommend to people looking for a private and peaceful area. Only thing is no service if not from area and restaurants and grocery stores are alittle far out but other than that great place to stay!

Kolelemook Cottage!
This spot is perfect for a quiet getaway! The cottage is right on the water and has a little backyard with a seating area. I was there in late May but I think it would be gorgeous in the Fall too. Perfect place if you are looking to relax and get away from the city for a bit. Great kitchen too for anyone who likes to cook, and only 10-15 minutes away from New London for people who want a walkable downtown. Definitely would recommend.

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!
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!

Shattuck Hill Cottage
Dear Sandra, The cottage was great. It is less than 5 miles from our family in Reading. We came to visit our daughter and her family, our only 3 grandchildren. Everything we needed was available. Every morning I had my coffee while enjoying the beautiful view. My husband has mobility problems, and he was able to get around fine. Shattuck Hill will be our only place to stay when we visit. Thank you, Sandy & Steve Parker

Country Cottage
We can always rely on a great long term stay at the cottage.

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.

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 !

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 😊

Boutique Cottage | Patio & Fire Pit | Deck w/ View
The cottage was just as listed and the beds were very comfortable. Would definitely stay here again!

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!!
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!

Stone Wall Cottage, Stonewall : GMHA, Okemo
Place was quite cute. Worth the $ for sure. It is fully detached from the owners home, and faces a gorgeous field and mountain. Hot water is a little on the limited side. Which isn’t really a complaint it’s just an observation and in no way impacted my stay there. But I am a guy and I can tell you that if my wife had come it may have been an issue for her. The unit was super clean, and we loved the old reclaimed wood everywhere. You will too.

The Mendon Cottage: Cozy Home. Killington / Pico
Place is exactly as advertised. One of our party was a non-skier (aka designated driver), which made the location even better. A couple of minuted to Pico, 10 minutes to Killington and 10 minutes the other direction to Rutland with all the conveniences of town.

North Ridge Cottage Middlebury, Vermont
Peter was a great host! He was very responsive to all of our, sometimes silly, questions. the cottage was cozy and had the perfect amount of creature comforts. love all the windows, let in the sunlight and perfect view for the sunrise! just what we needed!

Mountain Cottage with Epic View
Caroline was very friendly and helpful throughout our entire stay! Plenty of clear instructions to help out with newcomers and perfect recommendations for the area around! The property itself and views are gorgeous. The cottage is delightful, cozy and a wonderful place to rediscover the beauty of being mindful and present with loved ones. Looking forward to our next trip back!!

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.

Bright & Homey 3 bedroom near Killington & Pico
We enjoyed our stay at Madelyn’s place for our weekend ski trip. It was conveniently located close to Killington and was fairly spacious.
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Montshire Museum of Science
- Santa's Land USA
- Adirondack Extreme Adventure Course
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