Vacation rentals with a patio in Rutland County

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Top-rated patio rentals in Rutland County

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Guest favorite

Cottage in Fair Haven

4.97 out of 5 average rating, 103 reviews

Green Mountain Cottage

Ski season is here & close to 10+ resorts VT NY! 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 town green park & downtown shopping, amazing local beer & eats. Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs.

Aug 9 – 16

G$32,614 GYD per night

Guest favorite

Place to stay in Orwell

4.95 out of 5 average rating, 38 reviews

Historic Brookside- Private Suite In Historic Home

Historic Brookside from 1843 is a landmark in the area, and is listed with the National Register of Historic Places. We are a short drive to Lake Champlain, skiing and all that Vermont has to offer! We have miles of trails to explore on over 238 acres. You will be the ONLY GUESTS. The home is peaceful and grand. Limited cooking facilities are available with prior notice. The Guest Suite has a bedroom, sitting room and full bath. Additional rooms available for larger groups with advance notice.

Nov 6 – 13

G$34,677 GYD per night

Superhost

Home in Rutland

4.8 out of 5 average rating, 123 reviews

6 Bedroom Home Mendon, VT. (Killington/Pico)

Relax with the whole family or multi families at this peaceful Mountain side retreat in Mendon Vermont. 5 min drive to Pico Ski Resort. 10 min drive to Killington. Great views and sunsets. Driving distance to downtown dinning or apre ski. The House is split into two separate apartments. This is one home but the two apartments are not connected inside and would require access to the other apartment from the Exterior/outside entrance. Great internet WIFi. Speed: Up to 150Mbps Security: WPA2-AES

Nov 14 – 21

G$64,832 GYD per night

Guest favorite

Home in Rutland

4.89 out of 5 average rating, 132 reviews

Spacious, New 7per Hot tub, Killington, Mtn. views

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.

Aug 20 – 27

G$52,217 GYD per night

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 130 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

May 1 – 8

G$20,503 GYD per night

Guest favorite

Guest suite in Castleton

4.98 out of 5 average rating, 119 reviews

Mi Casa es su Casa!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K TV, surround sound system. Wi-Fi access. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage. Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 25 min to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Jul 27 – Aug 3

G$23,325 GYD per night

Guest favorite

Loft in Mount Holly

4.89 out of 5 average rating, 44 reviews

Mapleside Escape: Sugar/Ski house

Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.

Sep 19 – 26

G$26,756 GYD per night

Guest favorite

Home in Rutland

4.98 out of 5 average rating, 49 reviews

Cheerful home near Killington, Okemo, Pico, trails

Take in the beauty of the Green Mountains! Bring the family to this 3-bedroom home with original hardwood floors and beautiful wood accents. Conveniently located, it is a great home base for outdoor adventure-seekers. Rutland’s quaint downtown is walking distance, and restaurants and shopping are only a mile or two away. Enjoy skiing (Killington, Pico and Okemo), snowboarding, tubing, ice skating, a stunning foliage display in the fall, or hiking, biking and kayaking during warmer months.

Dec 15 – 22

G$42,058 GYD per night

Guest favorite

Condo in Killington

4.96 out of 5 average rating, 103 reviews

CozyCub- Ski Off, Shuttle On, Fireplace, Renovated

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

Jan 30 – Feb 6

G$90,799 GYD per night

Guest favorite

Home in Rutland

4.87 out of 5 average rating, 75 reviews

Lovely 2-Bedroom on 25 acres

Beds-N-Bikes is a place of its own style! A 1919 house sitting a mile from downtown atop 25 acres. This gem is a quick drive from Philly, NY, Boston. Come stay to enjoy yourself in comfort, with an open atmosphere. Bring friends! Can sleep up to 6!! We're a stone's throw from downtown Rutland! Which is perfect after a fun day discovering the variety of close-by activities! There are miles of mountain/road biking, hiking and skiing! Or wander off to see amazing art spots!

Jan 14 – 21

G$21,535 GYD per night

Guest favorite

Condo in Ludlow

4.93 out of 5 average rating, 55 reviews

Ground Floor, Okemo True Ski-in/Ski-Out

Put your gear on the patio and just walk out to the slopes! Okemo Mountain Lodge ground floor unit. C-building is the closest property to the A-Quad/B-Quad lift. Come enjoy convenient skiing, free parking and fast internet. Ski school gathers right outside the patio. How convenient it is to make your own meal during a powder day! Please note there is no AC at this condo complex summer time. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

May 1 – 8

G$20,467 GYD per night

Guest favorite

Condo in Killington

4.87 out of 5 average rating, 149 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

May 23 – 30

G$37,200 GYD per night