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.

0 of 0 items showing

1 of 3 pages

Superhost

Home in Tinmouth

4.81 out of 5 average rating, 133 reviews

Vermont Lakefront Getaway "The Wild Loon"

This home was built in 2020 with the beautiful lake and mountain views in mind. The Wild Loon is what we decided to name our retreat because we are often visited by wild loons here on the lake. The Wild Loon has an open concept floor plan. Sleeping arrangements are upstairs and downstairs in the basement. The half bath, kitchen, living and dining room are all on the main floor. Parking is directly across the road and can fit 4 vehicles in the summer, spring and fall 3 vehicles during winter

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!

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mountain views, peaceful brook on 1+ acre property. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV.

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

Recently renovated 2BR/2BA cottage in Mendon, VT, near Pico & Killington Ski Resorts, & Rutland. Sleeps 6: 1BR w/ queen & ensuite, 2nd BR w/ 2 double beds. Additional BA, laundry room, living room w/ smart TV, fully equipped kitchen & dining area. High-speed WiFi, mini splits for heat/AC, front & back decks, BBQ grill. All new furnishings offer modern comfort & rustic charm. Ideal for skiing, exploring, or relaxing in the mountains. Perfect base for your VT adventure! Discounted ski rentals.

Guest favorite

A grassy area features a fire pit surrounded by several white Adirondack chairs. A large tree provides shade beside the inviting white house, which has multiple windows and a porch. Scenic views of the landscape are visible in the background.

Home in Poultney

4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Top guest favorite

A serene exterior view of the condo is reflected in the calm waters of a scenic pond. Lush green vegetation surrounds the property, with trees providing a natural backdrop. The building features a modern architectural style with large windows and a prominent chimney.

Home in Killington

4.93 out of 5 average rating, 107 reviews

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

Guest favorite

A cozy bedroom features a wooden bed with a light-colored comforter and decorative pillows. A subtle grey blanket is neatly rolled on the bed. A dresser and a TV are positioned against the wall, with a bedside lamp providing soft lighting, complemented by natural light from a nearby window.

Cottage in Fair Haven

4.92 out of 5 average rating, 171 reviews

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Ski season has begun! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the park and local beer, pastries & the best diner! Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs. Message us about seasonal discounts!

Guest favorite

A modern walk-in shower is enclosed with glass doors, featuring a colorful tiled floor and ambient lighting along the ceiling. The showerhead and handheld sprayer are positioned on the wall, with corner shelves displaying various toiletries.

Vacation home in Rutland

4.93 out of 5 average rating, 61 reviews

very nice vacation rental 20 min from Killington

Very nice vacation rental 20min from Killington and Pico. 30min from Okemo. 20 minutes from Chittenden Reservoir. 20 minutes from Mount Tabor. 20 minutes from Lake Bomoseen. 15 minutes from Proctor. 10 minutes from Rutland Airport. Private code lock entrance to a full apartment with no shared spaces. Full kitchen, walk in shower, washer dryer, two bedrooms with three queen size beds and Roku TV. Pull out couch in living room plus additional cots. Right off rt 7 on two acres in Rutland.

Superhost

Cabin in Bridgewater

4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

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

This luxury residence on Killington Mountain is a 400-yard walk to the closest ski trail or a short 5-minute drive to the principal ski bases, along with the resort's array of bars, eateries, and retail outlets. It features an indoor jacuzzi, a spacious living/kitchen area bathed in natural light. A variety of summer pursuits, including golf, hiking, mountain biking, and canoeing, are conveniently accessible within minutes from the home. Plus, the property welcomes pets.

Guest favorite

A private Jacuzzi hot tub sits on a gravel patio, surrounded by stone pathways and landscaping. The hot tub is positioned against a backdrop of lush foliage, offering a serene outdoor relaxation area. Nearby, partial views of a road and grass are visible.

Home in Plymouth

4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Welcome to one of the most unique "retreats" in Vermont! Located on top of a private mountain, beautiful 100 mile views of the White Mountains. Ideally located between Killington (7 miles) and Okemo resorts, near Woodstock and Long Trail Brewery. Relax in the Jacuzzi hot tub while enjoying the views and stars. Private hiking trails, waterfalls, with trail maps! 7 miles to the beach at Camp Plymouth State Park. Secluded yet close to everything. New ventilation system.

Guest favorite

A modern kitchen features wood cabinetry and stainless steel appliances. A polished countertop provides ample workspace, while a multiple-burner stove and microwave cater to cooking needs. Natural light enhances the room through a nearby window, complemented by patterned curtains. A trash can and sink are also visible.

Apartment in Pittsford

4.97 out of 5 average rating, 33 reviews

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

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

A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided. Water activities 2 kayaks 1 - 4 person paddle boat

0 of 0 items showing

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

Comfortable Vermont Getaway. Three bedroom home.

4.93 out of 5 average rating, 14 reviews2 months ago

Robyn and her family are great hosts. She and her son were there when we arrived shoveling the drive way, gave us some helpful tips about the house, very friendly and accommodating - we were able to check in a couple of hours early and really made us feel right at home. Beautiful house with all amenities: Kitchen had everything would need to cook for several days (pots, pans, utensils, glass/coffee mugs, and even provided coffee and filters) - we only needed to bring food to prepare. Stores were close by and easy to get to. Bathrooms were pristine with plenty of towels and toiletries, bedrooms were spotless and comfortable, and had a great fireplace that was very useful during some cold days. About 15-20 minutes to Killington Mountain - easy drive. Fantastic property and we had an amazing stay, would definitely come back!

Home in Rutland

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

1 of 12 pages