Cottage vacation rentals in Killington

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Popular amenities for Killington cottage rentals

Cottage rentals with a hot tub

Superhost
The screened-in porch is warmly illuminated with string lights, creating a cozy atmosphere as evening sets in. The structure features large glass panels, providing a view of the interior. A stone pathway leads to the inviting entrance, surrounded by lush greenery and decorative plants.
Cottage in Plymouth
4.96 out of 5 average rating, 24 reviews

Cute Cool Cabin! Plymouth, Vermont.

MartinRating, 5 stars9 months ago
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.
Guest favorite
The cottage is illuminated softly at dusk, showcasing a large screened-in porch. Red outdoor chairs are arranged in the yard, creating a welcoming space for relaxation and gatherings, while lush greenery surrounds the setting.
Cottage in Plymouth
5 out of 5 average rating, 34 reviews

GoodWoods~Okemo~Killington~Dogs~HotTub~Fireplace

ChristineRating, 5 stars3 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!
Guest favorite
A beautiful white clapboard house is framed by lush greenery and colorful flowers. The stone steps lead to the main entrance, while large windows offer glimpses of the interior. The landscape features well-maintained grass and foliage, set against a clear blue sky.
Cottage in South Woodstock
5 out of 5 average rating, 28 reviews

2 person SunCottage - Hot Tub Solar Geothermal

JohnRating, 5 stars9 months ago
There are not enough words to capture our experience staying at the Sun Cottage! From the moment we arrived we were amazed at the beauty of the lanscape and the cottage. The wealth of amenities and luxury of the cottage was astounding. We kept finding carefully placed unique touches throughout the cottage. Mornings spent on the patio eating breakfast and evenings in the hot tub listening to the sound of the brook nearby are just a few of the moments we cherished. Access to the pond abudding the property to swim as well as the trails along the brook made this an exceptioal getaway! Can't thank Hunter and Jess enough.
Guest favorite
The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.
Cottage in Springfield
4.98 out of 5 average rating, 80 reviews

Kolelemook Cottage!

DebraRating, 5 stars4 days ago
we were very delighted with the accommodations. the view and area were serene and accommodated both adults and a young child. we will definitely try to reserve again next spring . Gregory was very responsive.
Guest favorite
A hot tub is nestled in a snow-covered landscape, surrounded by trees adorned with string lights. Two lounge chairs are positioned nearby, creating a serene outdoor setting in the winter evening.
Cottage in Bridgewater
4.97 out of 5 average rating, 32 reviews

Country Chalet, HotTub, 8 Mins to Skyeship Gondola

MitchRating, 5 stars2 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 favorite
A spacious living area features a corner sectional sofa adorned with a cozy blanket and accented by a wooden wall with decorative planters. A rustic coffee table sits in front of the sofa, while a gas fireplace stove provides warmth and ambiance.
Cottage in Bridgewater
4.97 out of 5 average rating, 215 reviews

Newly Renovated, Hot tub, 2min to Killington lift

SabrinaRating, 5 stars5 days ago
Beautiful cottage to stay at! It had everything we needed and more! Very great area. So many beautiful places to explore. Less than 10 min away from thundering brooks falls. It was such a beautiful waterfall and perfect hiking spot! Ross was very helpful! He went out of his way to give us a bunch of helpful information for our stay. If we are going back to the area we will definitely be staying here!
A serene lakeside view showcases a wooden dock with two chairs positioned toward the water. Soft reflections of trees and clouds are visible on the calm lake's surface, while lush greenery surrounds the area, providing a peaceful natural setting.
Cottage in Ludlow
4.81 out of 5 average rating, 31 reviews

3BR lakefront with dock, swim platform, & firepit

EricRating, 5 stars1 month ago
We had an amazing stay at this beautiful house for a weekend ski getaway. The house is located on a gorgeous lake just minutes from Okemo, making it a perfect stay for Skiing. The views of the lake are spectacular with direct lake front access. We had a very comfortable stay and enjoyed the hot tub after skiing as well as sitting in the living room by the gas fire place. This is by far one of the nicest AirBnBs that we have booked near Okemo and we look forward to staying at the house again in the summer and winter.
Top guest favorite
The cottage, constructed from natural logs, is framed by lush greenery. A steeply pitched roof with a metal covering adds character. The inviting outdoor space features a patio area with seating, accompanied by a stone fire pit and cozy landscaping.
Cottage in Barnard
4.95 out of 5 average rating, 37 reviews

Andas Hus: Little Luxury

BrandyRating, 5 stars4 weeks ago
Matt's place has all the bells & whistles. We felt spoiled over our four nights. I love to cook and never have I ever had a rental kitchen be as easy and enjoyable as Matt's. I mean, the chef's knives were actually sharp! We didn't really go anywhere (except for The Worthy Burger & Silver Lake Syrups - do check them both out, lovely people and goods) so almost all our meals were made at home. The location is super private, my bark prone hound dog couldn't have bothered anyone. The cabin was perfectly cozy and very comfortable; we had inclement weather but it was no worry to huddle up inside for days. I'd LOVE to come back and have been day dreaming of September.

Cottage rentals with a pool

A modern kitchen area features stainless steel appliances and a round dining table with rustic wooden chairs. Natural light enters through an open door, highlighting the simplicity of the space and the greenery visible outside.
Cottage in Castleton
5 out of 5 average rating, 22 reviews

Lake Bomoseen 2 BR Cottage

JaimeRating, 5 stars3 months ago
It was a perfect setting for a much needed mid-winter respite.
Superhost
A serene lakeside view is framed by large glass doors, inviting natural light into the dining space. A table is set with neatly arranged plates and napkins, while a grill and seating area are positioned outside, overlooking the tranquil waters and lush green hills.
Cottage in Fairlee
4.43 out of 5 average rating, 7 reviews

Lakeside Cottage at Lake Morey Resort | 4 Seasons

StephenRating, 5 stars34 months ago
This is a fabulous small cottage with a spectacular front porch view of Lake Morey, just 10 yards away. It has all the conveniences, is very clean and modern. Particularly valuable is having access to all the benefits of the Lake Morey Resort, which the cottage is attached to. That includes free canoes, kayaks, paddle boards, tennis courts and rackets, bikes, pool and work out room. It is a little pricey up front, but all those assets make it worth the expense. And the lake is so wonderful to spend time in and on!
A bright bathroom features a light-colored vanity with a marble countertop and sleek cabinetry. A shower-tub combo is equipped with a shower curtain, while fresh blooms add a touch of color to the space. A toilet and towel holder are also visible.
Cottage in Castleton
4.97 out of 5 average rating, 32 reviews

6 Bedroom Lakeside Cottage

ChristinaRating, 5 stars2 months ago
Wonderful stay with a group of friends! The location was beautiful and the house was great for a large group especially every bedroom having its own bath. We enjoyed snow shoeing and walking on the frozen lake. Other reviews mentioned no dishwasher but it was fine even with 12 of us cooking breakfasts and dinners it really wasn’t an issue at all. I highly recommend staying at Pine Cottage. Hopefully we’ll be back next year!
Top guest favorite
A charming cottage exterior showcases a two-story wooden structure amid vibrant flowering shrubs. A sloped walkway leads to the entrance, framed by lush greenery and colorful blooms, creating a welcoming view. The roofing features a classic shingle design under an expansive sky.
Cottage in Grantham
4.96 out of 5 average rating, 69 reviews

Walk to the Lake-Updated 3 BR Private Home with AC

KathyRating, 5 stars2 weeks ago
What a wonderful spot in such a beautiful community! It was wonderful for us to be back in Eastman, where we used to live – and staying at this beautiful little home was such a great way to reconnect with good times from the past! It’s the perfect stay whether you’re a family or even just alone needing some time away from it all!

Pet-friendly cottage rentals

Guest favorite
A large grassy area is framed by a white fence, with a shed visible in the corner. A circular stone well is situated near the path, while green hills rise gently in the background under a clear blue sky.
Cottage in Pawlet
4.91 out of 5 average rating, 187 reviews

The Smithy at Consider Bardwell Farm

LuisaRating, 5 stars2 months ago
The Smithy was a great choice for us! We enjoyed our weekend getaway, relaxed by the wood fire while the snow was falling, and best of all, we LOVED the cheese platter that Angela makes. Everything was local and delicious! She was a great host and very responsive to anything we needed during our stay. Hoping for a next visit some time soon!
Top guest favorite
An outdoor deck area is framed by a decorative arch adorned with plants. A dining table and chairs are positioned nearby, with a barbecue grill visible on the side. Lush greenery surrounds the space, creating a secluded atmosphere.
Cottage in Wells
4.94 out of 5 average rating, 33 reviews

Private cottage in the woods

SergeyRating, 5 stars3 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 favorite
A tranquil pond reflects the blue sky, with a rustic brown cottage visible in the background. A stone frog statue, partially covered in moss, sits at the pond's edge, surrounded by grassy terrain and trees. The scene conveys a calming natural retreat.
Cottage in Manchester
4.97 out of 5 average rating, 124 reviews

Home with a spring fed Koi pond and mountain view

BreanneRating, 5 stars2 months ago
Jeremys place was so beautiful and peaceful for my wife and dog. We really enjoyed walking around the koi fish pond and watching our dog laps around it. He really went above and beyond providing us with everything that we could need. We made such a fantastic breakfast with his eggs from his chickens. We would definitely stay here again and would recommend it to anyone looking for a peaceful getaway.
Guest favorite
The exterior of a country cottage is shown, featuring a wooden porch with stacked logs and a white picket fence. Lush green trees surround the property, and a rustic barn structure is visible in the background, set against a cloudy sky.
Cottage in Londonderry
4.88 out of 5 average rating, 68 reviews

Vermont Country Cottage(Near Village w/Magic View)

KristinRating, 5 stars3 days ago
Even better than described! We had such a nice stay in the cottage. It’s absolutely adorable and has everything you could need for a night, a week or a month. Very clean and perfectly situated for privacy but close to attractions. Will definitely book again
Top guest favorite
A serene view of Lake St. Catherine is presented, framed by trees. Two lounge chairs are positioned beside a picnic table on a grassy area, offering a tranquil spot to relax and enjoy the surrounding nature. The calm water reflects the landscape gently.
Cottage in Poultney
4.94 out of 5 average rating, 65 reviews

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

BryanRating, 5 stars2 days 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
A cozy living area features a navy blue sofa positioned beside a bookshelf filled with books. A round wooden table is complemented by four wooden chairs. Natural light streams through multiple windows, emphasizing the warm tones of the interior.
Cottage in Manchester
4.81 out of 5 average rating, 115 reviews

Quintessential VT Cottage in Manchester Village

AdrienneRating, 5 stars6 months ago
Loved staying in this cozy cottage so much that this was our second time visiting. We love the town of Manchester and this place is the perfect balance of proximity to trails and shops/restaurants while still feeling like you’re staying in the woods.
Guest favorite
The cozy cottage displays a blue exterior with white trim, set against a backdrop of autumn foliage. A welcoming front porch is highlighted by a brown door, while a grassy yard features landscaped areas and trees, creating a serene outdoor environment.
Cottage in Londonderry
4.94 out of 5 average rating, 49 reviews

Modern Cozy Cottage minutes from Stratton &Bromley

PatrickRating, 5 stars4 weeks ago
Karen and Robs little cottage was perfect for our month stay in Vermont. Secluded in the woods but also close enough to town and the ski mountains. We had a blast and Karen was incredibly attentive and responsive with any of our needs. 4WD definitely a necessity if you are coming in the winter/shoulder season months.
Guest favorite
A single-story mobile home is set along a quiet, tree-lined street. The property includes a grassy lawn with shrubs, and a porch is visible at the front. Sunlight filters through the trees, creating a serene outdoor atmosphere.
Cottage in Brandon
4.9 out of 5 average rating, 301 reviews

Henrietta’s Hideaway-Walk Downtown!

MarieRating, 5 stars1 day ago
This spot was so peaceful! We loved watching all the birds at the kitchen window. There was plenty of room and felt nice and cozy! We will definitely stay again next time!

Destinations to explore

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  5. Killington
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