Cottage holiday rentals in Castleton

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Popular amenities for Castleton cottage rentals

Cottage rentals with a hot tub

Superhost
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 Saratoga Springs
4.97 out of 5 average rating, 117 reviews

The King's Cottage- HOT TUB and Pet Friendly!

JessicaRating, 5 stars1 day ago
We had a great time! Everything was thought of in this space. We especially enjoyed the opportunity to be outdoors and the proximity to the park. I'm not sure if this jumped out in the listing, but the place is walking distance to the Children's Museum which was perfect for us, as I had take the car for a work event and left my husband and 3 year old to explore the museum, and they could easily walk home to the cottage. Thanks for sharing your place with us!
Superhost
Cottage in Killington
4.83 out of 5 average rating, 69 reviews

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

TimothyRating, 5 stars2 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.
Superhost
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.
Superhost
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!
Superhost
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!
Superhost
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 Salisbury
4.98 out of 5 average rating, 84 reviews

Countryside cottage near Middlebury & Lake Dunmore

DavidRating, 5 stars2 weeks ago
We had a great stay, convenient to Middlebury but quiet and private setting.
Guest favourite
Cottage in Lake Luzerne
4.97 out of 5 average rating, 150 reviews

Donohue Riverview

MeganRating, 5 stars5 days ago
We had a fantastic time at your riverside home. Beautiful view, extremely clean and relaxing. Thanks for having us as guest again this year!
Guest favourite
Cottage in Northfield
4.97 out of 5 average rating, 95 reviews

Mountain Cottage with Epic View

LucahRating, 5 stars2 weeks ago
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!!
Top Guest favourite
Cottage in Bridgewater
4.98 out of 5 average rating, 49 reviews

Riverside Cottage - Bridgewater Vermont

ArjunRating, 5 stars2 weeks ago
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.
Top Guest favourite
Cottage in Fort Ann
5 out of 5 average rating, 28 reviews

Lakefront Cottage w/fireplace near Lake George

AryamanRating, 5 stars2 weeks ago
Linda was a perfect host and even better human being, she was very kind and thoughtful! I would love to come back soon to her paradise of a home!
Top Guest favourite
Cottage in Rochester
4.99 out of 5 average rating, 90 reviews

Cozy cottage near Killington & Sugarbush

JustinRating, 5 stars1 week 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!
Top Guest favourite
Cottage in Poultney
4.94 out of 5 average rating, 66 reviews

Cottage on Lake St. Catherine, MTN Biking/Hiking!

BryanRating, 5 stars1 month ago
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!
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!!

Private cottage rentals

Guest favourite
Cottage in Reading
4.9 out of 5 average rating, 77 reviews

Stone Wall Cottage, Stonewall : GMHA, Okemo

DavidRating, 5 stars4 weeks ago
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.
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!
Top Guest favourite
Cottage in Weybridge
5 out of 5 average rating, 17 reviews

North Ridge Cottage Middlebury, Vermont

TheresaRating, 5 stars3 months ago
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!
Guest favourite
Cottage in Tinmouth
4.98 out of 5 average rating, 41 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.
Top Guest favourite
Cottage in Hartland
4.99 out of 5 average rating, 84 reviews

Private cottage perched on Lull's Brook

JulianneRating, 5 stars3 months ago
We stayed at the beautiful Lull Brook cottage and felt like we were in a snow globe! It was cozy, peaceful, and somehow even more beautiful than the pictures could even show. We are already talking about going back sometime in the warmer months. Heidi was kind, responsive, and left wonderful recommendations and information for us to make our stay enjoyable and easy. If you are considering staying here, just book it. You won't regret it!
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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