Vacation rentals in Rutland County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Rutland County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

Home in Tinmouth

4.81 out of 5 average rating, 133 reviews

Vermont Lakefront Getaway "The Wild Loon"

WilliamRating, 5 stars2 months ago

The place was perfect for our winter family vacation. The home was as described in a beautiful setting with a great view. If staying in the winter months having a vehicle with at least all wheel drive is helpful, as this is Vermont. The home is out of the way, but easy driving distance to ski and explore the nearby towns.

Guest favorite

A spacious backyard is shown, featuring a well-maintained lawn surrounded by lush greenery. A deck is visible, along with a hot tub and a fire pit seated with outdoor chairs. Scenic mountain views can be seen in the distance under a blue sky.

Home in Rutland

4.89 out of 5 average rating, 184 reviews

Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!

MatthewRating, 5 stars1 day ago

This place was beautiful, and so much bigger than the pictures!! We loved how private it felt, and it was just a short walk to downtown! Would recommend to anyone coming to this area, and would gladly stay again ourselves!!

Superhost

A serene outdoor space features two Adirondack chairs positioned around a fire pit, surrounded by lush green grass and a backdrop of dense trees. The calming natural setting invites relaxation and outdoor gatherings.

Cottage in Mendon

5 out of 5 average rating, 5 reviews

The Mendon Cottage: Cozy Home. Killington / Pico

SeanRating, 5 stars2 months ago

The Mendon Cottage is clean, cozy and private. It’s just a 15 minute drive to Killington base, even in a fairly decent snow storm. There are trails behind the property that offered some good hiking for our doggo (they’re made for snowmobiles, but we didn’t spot one during our stay). The property delivers on its main promise: a less pricey alternative to staying at Killington, with very little inconvenience for the ski bums. Unless you simply can’t live without the ability to take the shuttle and ski off the mountain to your rental, you really can’t go wrong with this property. (It snowed our entire stay and the private road and driveway were plowed repeatedly and always navigable.)

Superhost

Cabin in Bridgewater

4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

ChristopherRating, 5 stars1 month ago

Had a great stay with friends at Laura’s place. Laura was friendly flexible and reached out to make sure we didn’t have any issues checking in. Very nice place with a nice Vermont feel. 10-15 minutes from skyeship base. Had a great weekend. Would stay again.

Top guest favorite

An indoor jacuzzi room features ample natural light streaming through multiple windows. The room is surrounded by wooden paneling, enhancing the cozy ambiance. A spacious, circular jacuzzi is positioned in the center, complemented by a built-in bench along one wall.

Cabin in Killington

4.97 out of 5 average rating, 30 reviews

Luxury Ski Cabin, 2 bedrooms, den & 3 bathrooms

JakeRating, 5 stars1 month ago

Sadie’s ski house was fantastic! It had everything we needed for a group of five adults and a child, and was only a short walk to a ski trail (great eastern). Check in/out was very easy. I’d be happy to stay again!

Guest favorite

Large windows frame a serene view of the lake, revealing a deck furnished with chairs and a table. Lush greenery surrounds the calm water, reflecting the peaceful atmosphere. The scene invites relaxation and enjoyment of nature.

Home in Whitehall

4.93 out of 5 average rating, 139 reviews

Lakefront A-Frame Home Emerald Lake, NY

MelissaRating, 5 stars6 months ago

Beautiful home! Went at the peak of fall and the view of the lake and the changing leaves from all of the main rooms in the home was so perfect and cozy. The house had all of the items you need for a great stay. We absolutely loved fishing on the lake, the fire pit in the backyard and cozying up on the couches to watch a movie at night. We will definitely be coming back!

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What guests are saying

Quintessential Vermont

5 out of 5 average rating, 6 reviews2 months ago

The very best of Vermont!!! It would be impossible to design a more perfect Vermont village experience. Every inch of this home is gorgeous. It is packed full of character and charm. It is comfortable, welcoming, and simply delightful. We had a lovely time here. The space is wonderful, the location is perfect, and the hosts communicated well and were proactively helpful in making sure we had a perfect visit. I wish I could give this place a thousand stars!

Home in Pawlet

What guests are saying

Cozy stone faced cottage on Lake Bomoseen.

4.96 out of 5 average rating, 74 reviews2 months ago

The cozy stone cottage was exactly as the host described it. Kitchen was well equipped with utensils, flatware, plates, pots, etc and basic spices and oils, teas and coffee - clearly an indication of a lived in, and well cared for home. Very comfortable beds with nice linens, pillows and blankets. Karen, the host, was very accommodating and responsive to our questions and request for a later check out. She checked in on us during the snow storm to make sure we were OK - thank you! Unfortunately we could not enjoy lounging on the wonderful wrap around deck of the second floor due to bitter cold, wind and snow. Oh well, maybe next time when the weather is warmer!

Cabin in Castleton

What guests are saying

Breathtaking Southern Views of Lake George

4.91 out of 5 average rating, 66 reviews8 months ago

Absolutely beautiful spot on the lake! The house was perfect for our extended family (grandparents, parents and children) and extremely clean. I am usually a tough critic of cleanliness of air bnbs and very nose sensitive. Besides cobwebs (outside!) the entire place was spotless and odor free! Plenty of towels for the entire family and comfy beds and linens. Honestly felt like a home away from home. We brought our boat and explored the northern quarter of the lake. The dock looked brand new. A very nice sandbar on the opposite side of the island seen from the dock- great to park and swim at. Lots of cool islands to explore nearby too. It unfortunately rained almost every day we were there so thank god the house was big enough and comfy for 6 adults and 2 kids to hang out. Would recommend it to anyone looking for a peaceful part of lake George

Home in Ticonderoga

What guests are saying

Gigi and Pops' Secret Cabin

5 out of 5 average rating, 55 reviews3 weeks ago

Wow! What a spot! Not only is the house amazing, the property is also amazing! The location is 10 min from town and 10 minutes to the mountain! The house was very clean and the owners thought of everything that you would need! We brought our 4 young kids and between the fort outside and the playroom, they had the best time! We will definitely be back!

Home in Chittenden

What guests are saying

Hilltop 4-BR Retreat 8-min to Okemo Mountain

5 out of 5 average rating, 8 reviews3 months ago

Stayed here with friends and family to snowboard at Okemo. Unreal Mountain View’s from the living room! Perfect location right down the road less than 10 minutes which was a game changer after a long tiring day. This place was better than I imagined and perfect for us. Three entry ways the mud room was great to drop all the gear. Kitchen had everything we could have wanted, probably the best and most thoughtful Airbnb. We cooked a lot and we didn’t feel like we were missing anything we needed! Plenty of books and board games.. scrabble and chess won the favorites of our group. Water got hot quick for showers. Fireplace really warms the place up quick. Host left a personalized handwritten note to us and messaged us during our stay if we needed anything. We would all happily make another trip and come back! If I had to say one thing it would be that some of the beds and pillows weren’t as comfortable but it wasn’t a deal breaker! Place exceeded our expectations!!

Home in Ludlow

What guests are saying

Modern Dog-Friendly/Fireplace/Spa/Pool/Tennis/AC

4.96 out of 5 average rating, 27 reviews2 weeks ago

What a great place. It was very enjoyable for the whole family. There were plenty of board games, and an arcade game (packman along with many other old game's to choose from). It was sleek, it was spotless and had everything we needed. We loved the area and spa. Thanks and we will hopefully see your great place again soon.

Condo in Killington

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Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Villas

Luxurious estates for the ultimate escape

Popular amenities for Rutland County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Rutland County

Guest favorite

An inviting living area is highlighted by a stone fireplace, surrounded by wooden walls and a peaked ceiling. A cozy seating arrangement includes a leather couch and two footrests, while a small table holds a lamp. Windows offer glimpses of the outside ambiance.

Cabin in Mendon

4.85 out of 5 average rating, 249 reviews

THE CABIN....a Vermont log home

JeffRating, 5 stars1 month ago

Bill's cabin was excellent. Rustic and rural but close to Killington and Pico, and a quick ride to Rutland. It was clean, comfy and had all we needed for a great little stay. It got a thumbs up from my wife and that is a high standard to meet. She even liked the king bed so much she was looking for the label to get one like it for home. I'm a guy and don't need much. The cabin made me feel like I was staying at a friend's house. You can nit-pick about the lighting and other minor stuff, but to me this place was a 10 out of 10 stars. We may be back next year for a longer ski vacation. Thanks Bill.

Guest favorite

An outdoor pool is surrounded by lounge chairs and red umbrellas. Lush green trees frame the space, creating a serene environment. A small poolside shed is visible, adding functionality to the area.

Condo in Killington

4.75 out of 5 average rating, 92 reviews

Still 89 Trails Open, Low, Low Rates

RyanRating, 5 stars1 month ago

Convenient to the slopes via the shuttle that picks up out front. Able to walk to a good restaurant, Still on the Mountain. Place is comfortable and has everything we needed for a weekend skiing.

Superhost

An aerial view captures the serene landscape surrounding the condominium complex, featuring neatly arranged buildings, a central heated pool, and lush green trees. The distant mountains create a backdrop, while a clear blue sky enhances the peaceful atmosphere.

Condo in Killington

4.59 out of 5 average rating, 100 reviews

NEW Killington Studio: Great Location! Comfy. 431

JohnRating, 5 stars2 months ago

Nice cheaper lodging on the access road

Superhost

The spacious living area features a stone fireplace flanked by comfortable seating arrangements. Large windows provide natural light, creating a warm atmosphere. A wooden mantle is adorned with decorative skis, while a coffee table complements the seating. Light fixtures add a soft glow to the room.

Home in Killington

4.84 out of 5 average rating, 88 reviews

Killington Racquetball House

EmersynRating, 5 stars2 weeks ago

This was our second time staying at the racquetball house and it was just as incredible as the first. Lucked out with some great spring skiing on Friday, and checked into the Airbnb after. The house is very conveniently located to the mountain. We made full use of the court. Played racquetball, volleyball, dodgeball, kickball, pickleball, wall ball. Basically just spent all weekend playing games in the court and then relaxing in the hot tub to end the day. The living room / kitchen area is a great gathering layout. We will definitely be back.

Superhost

The large chalet features an expansive deck with multiple entry points, surrounded by lush green grass. The facade showcases numerous tall windows, allowing for ample natural light and offering views of the surrounding landscape.

Chalet in Granville

4.81 out of 5 average rating, 89 reviews

Hilltop Chalet on 20 rolling acres

PaulRating, 5 stars6 months ago

My wife and I thoroughly enjoyed our stay at John's Chalet. The house was exactly as described beautiful inside and out. We loved seeing all the wildlife around the home every day. The home is very private and close to many outdoor activities especially hiking. We would certainly consider this home again on our next trip to Vermont. Sincerely Paul & Rebecca

Superhost

A modern bathroom is presented with a glass shower enclosure featuring a sleek freestanding tub. White marble-like tiles adorn the walls, while decorative mosaic tiles create an appealing pattern on the floor. Natural light filters through two windows, providing a bright ambiance.

Home in Rutland

4.88 out of 5 average rating, 8 reviews

Green Mountain Getaway

HoiRating, 5 stars1 month ago

Excellent place for our group. Definitely would recommend. 10 out of 10

Top guest favorite

A warm hot tub is presented against a snowy landscape, surrounded by trees bare of leaves. The distant view of the reservoir is framed by the serene white of winter, inviting relaxation and tranquility.

Home in Chittenden

5 out of 5 average rating, 8 reviews

Modern Retreat next to Mountain Top Inn,Killington

MaddyRating, 5 stars2 months ago

I couldn't recommend this place more! My cousins and I had a great time and Uli is super attentive. The hot tub has a great view of the lake, it was also salt water which I love. The space was extremely cozy and exactly what we needed. We snowboarded pico and killington and it was about a 25-30 minute ride. We will for sure be back! Thank you guys so much!

Top guest favorite