Vacation rentals in Rutland
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Rutland
Guests agree: these stays are highly rated for location, cleanliness, and more.
Mountain Getaway Pet friendly
Escape to our charming getaway, ideally located in Rutland just 20 minutes from the world-famous Killington Ski Resort! Whether you're here for skiing, snowboarding, hiking, or simply enjoying the serene beauty of Vermont, our home offers the perfect base for all your adventures. Our home offers a cozy and welcoming environment, perfect for families, couples, and groups of friends. You'll love the combination of comfort, convenience, and proximity to the best of Killington's outdoor adventures.
Home Sweet Grove Street
Enormous 4 bedroom/1 bathroom apartment. 2000 sq ft.. Second floor. Entrance in front of the house. Parking in rear. Large dining room, living room and kitchen. Covered porch off of kitchen to enjoy some time outside. Tons of natural light. Perfect for large families or groups of friends. Dining room table seats 10+. House is one block from downtown. Walk to the restaurants, bars, movie theater, grocery store, bus depot, train depot,Walmart. Convenience store 3 houses down. Skiing 20 mins away.
Hotel Chic - Home Comfort -Ski Easy.
HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS FOR YOU. MINUTES TO SEASONAL EVENTS, WEDDINGS, HIKING, MOUNTAIN BIKING, GOLF, PRIVATE POOL - JUNE/SEPT EASY ACCESS TO AT/LT. Pico-5 minutes Killington-15 minutes SUPERHOST RATED Air conditioned Fireplace, WIFI TV/living room & bedroom Adjustable queen bed Private covered porch Keypad check in Smoke free/Pet free Seasonal private pool NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children/pets.
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 mnt views, peaceful brook on 1+ acre. 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/nintendo switch.
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 w/ surround sound. w/ game hook-up. Wi-Fi. 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. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.
Nice, Large Modern Apartment
Super clean, downstairs apartment with large spacious rooms. Great place with lots of room for fun! Perfect for the whole family, or just one person looking for space. 2 Bedroom, Living, Dining, fully stocked kitchen, large yard. Right in the heart of Rutland. Walking distance to Downtown Rutland and The Paramount Theatre. Quiet location. Keyless entry, air conditioning and fast WI FI. 15 min. to Killington. 30 min. to Okemo. Lots of hiking and biking trails and great golf courses nearby!
New Firepit, Great Location, Dog Friendly, Kitchen
Welcome to @MendonMtGetaway - my warm & cozy VT retreat! With 3 bedrooms, comfy living room, full kitchen, washer/dryer, AND office space - I hope you'll feel at home right away. You are in a wonderful location here. Turn left & you are just minutes down the road from ski heaven - Killington and Pico Mountains! Turn right, and you're just minutes from cute & historic Rutland. Either way you’ll find tons of great outdoor activities & hiking, and lots of local shops and restaurants.
River House Apartment - Dog friendly
Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken
Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.
Kingsley Homestead
Come stay in our relaxing suite. We accommodate 4 people comfortably. We are very close to Rutland Golf ⛳️ , Pineapple Hill Park, Killington and many lakes. There is a queen bedroom with a kitchenette, large living room, and bath with shower and a whirlpool tub to relax in after a long day of outdoor adventures. There is a second bedroom that has two twin beds. Toaster, coffee maker, microwave and small fridge. No stove. There is a two-burner portable stove.
Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*
Kingsley Grist Mill Waterfall & Private Beach OMG
One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.
Popular amenities for Rutland vacation rentals
Other great vacation rentals in Rutland
Easy access to downtown Rutland
Hot tub|Sauna|Movie Room! 8 min to Killington Mtn!
Alynn's Hideaway
Brand New Apt w/ Garage close to RRMC, Killington
Red Rooster Air BnB
The Looking Glass, a modernistic escape
4BR Home | Walk Downtown Rutland + Trails
Couple’s Retreat near Killington with Hot Tub
When is the best time to visit Rutland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 735 | ﺩ.ﺇ 746 | ﺩ.ﺇ 643 | ﺩ.ﺇ 558 | ﺩ.ﺇ 580 | ﺩ.ﺇ 547 | ﺩ.ﺇ 551 | ﺩ.ﺇ 551 | ﺩ.ﺇ 569 | ﺩ.ﺇ 617 | ﺩ.ﺇ 591 | ﺩ.ﺇ 757 |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
Frequently Asked Questions
What are the best places to stay in Rutland?
Accommodations near the historic downtown, around city parks, and in quiet neighborhoods are frequently suggested. These areas make it easy to explore local dining, cultural venues, and outdoor activities.
What are the best things to do in Rutland with kids?
Families can explore Pine Hill Park’s gentle nature trails, enjoy science and craft activities at Wonderfeet Kids' Museum, or catch a live show at the Paramount Theatre. Local farms sometimes have seasonal events suitable for children.
What are some of the best things to do in Rutland?
Explore the historic downtown’s markets and art spaces, take in a show at the Paramount Theatre, or hike the trails of Pine Hill Park. Rutland also has vibrant craft fairs and pop-up exhibitions throughout the year.
How is the weather in Rutland?
Rutland has cold winters around 10–35°F (-12–2°C) with snowfall, and warm summers near 53–82°F (12–28°C) that are comfortable for outdoor activities. Rain is spread throughout the year, so a light jacket is useful in all seasons.
When is the best time to visit Rutland?
Late spring to early fall is often recommended for Rutland, with pleasant weather around 44–82°F (7–28°C) and colorful landscapes. Autumn features vibrant foliage, while winter draws visitors interested in snow sports and festive traditions.
What are the best places to visit in Rutland?
Wander the historic downtown, explore the exhibits at the Chaffee Art Center, or enjoy outdoor time at Pine Hill Park. The Paramount Theatre is frequently suggested for performances and community events.
What are some hiking trails in Rutland?
Pine Hill Park has a network of trails suitable for all levels, with forested paths and scenic overlooks. Nearby, the Green Mountains area is known for routes that appeal to both casual walkers and more experienced hikers.
What are some family activities we can do in Rutland?
Families visiting Rutland often explore Wonderfeet Kids' Museum, stroll local farmers markets, or picnic and bike in city parks. Seasonal activities can include apple picking, snowshoeing, or attending outdoor concerts.
What are some of the best day trip ideas from Rutland?
Explore nearby state parks known for hiking, lakes, and seasonal activities, or visit Maple sugarhouses to learn about Vermont’s maple syrup traditions. Charming small towns around Rutland are often suggested for their local shops and historic sites.
Are there any pet friendly accommodations available in Rutland?
Rutland has various pet friendly accommodations, including options around the city center and in quieter residential neighborhoods. Many hosts welcome pets, making it easier to explore hiking trails and parks together.
What are some local tips for visiting Rutland?
Consider visiting during weekday farmers markets for fresh Vermont goods and checking local event calendars for pop-up activities. Explore side streets for murals and chat with shop owners for recommendations on seasonal happenings.
What is Rutland known for?
Rutland is known for its historic downtown, lively arts scene, and access to the Green Mountains for outdoor recreation. The city also has a tradition of regional markets and community gatherings.
What are the best hidden gems to explore in Rutland?
Discover the Carving Studio and Sculpture Center, explore murals in downtown alleys, or stroll through Pine Hill Park’s lesser-known trails. Local shops and markets often showcase handcrafted Vermont goods.
What are the best foods to try in Rutland?
Vermont-style cheddar, farm-fresh eggs, and local maple syrup are frequently suggested in Rutland. Seasonal favorites include apple cider doughnuts, classic diner breakfasts, and handcrafted ice cream from nearby creameries.
What should I bring for a trip to Rutland?
Pack layers, a waterproof jacket, and sturdy shoes to prepare for changing mountain weather. In cooler months, include a warm coat, gloves, and a hat, while summer visitors might want sunscreen and insect repellent.
What is the nightlife in Rutland like?
Rutland’s nightlife centers around downtown venues, with cozy pubs, live music spots, and cafes that host community events. Local theaters and occasional performing arts shows add cultural variety to evening plans.
What are the most popular events or festivals in Rutland?
The Vermont State Fair typically draws crowds with its blend of local food, agriculture, and live entertainment. During the holiday season, Rutland often features festive parades and winter markets that celebrate the region’s creative community.
Are there family friendly vacation rentals in Rutland?
Rutland has a variety of family friendly vacation rentals, with options near parks and in residential neighborhoods. Many accommodations provide flexible layouts and amenities for groups traveling with children.
Quick stats about vacation rentals in Rutland
Total vacation rentals
Explore 130 vacation rentals in Rutland
Nightly prices starting at
Rutland vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees
Verified guest reviews
Over 7,390 verified reviews to help you choose
Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 40 rentals that welcome pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wi-Fi availability
130 of Rutland vacation rentals include wi-fi access
Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Rutland rentals
4.9 Average rating
Rutland stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- House rentals Rutland
- Rentals with a washer and dryer Rutland
- Rentals with a fire pit Rutland
- Apartment rentals Rutland
- Villa rentals Rutland
- Cottage rentals Rutland
- Pet-friendly rentals Rutland
- Rentals with a fireplace Rutland
- Rentals with outdoor seating Rutland
- Family-friendly rentals Rutland
- Rentals with a patio Rutland
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Stratton Mountain Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Trout Lake
- Warren Falls
- Camp Plymouth State Park