Compare vacation rentals in Rutland, VT from 100+ sites!

This newly renovated 4-bedroom house in Mendon sits on over 10 private acres, offering mountain views and a location just minutes from Killington and Pico ski resorts, hiking trails, and Rutland's amenities, with discounted lift tickets available.
This family-friendly apartment accommodates up to 8 guests and features a private hot tub, a fully equipped eat-in kitchen, multiple living spaces including a family room with a wet bar, and a secluded setting ideal for relaxation and nature immersion.

This Rutland apartment is located just 8 miles from Pico Mountain and 14 miles from Killington, making it a convenient base for exploring the area's winter sports activities. The surrounding area offers scenic mountain views and a peaceful atmosphere.
The apartment features a spacious bunkhouse with six beds, making it ideal for large groups or families. The apartment includes amenities like air conditioning, parking, internet, and a kitchen, ensuring a comfortable and convenient stay.

This 3-bedroom house is located in a residential area of Rutland, just a 20-minute drive from Killington and a 15-minute drive from Pico. Guests consistently rate the property excellent for cleanliness, location, and overall experience.
The home can comfortably accommodate up to 12 guests and features a well-equipped kitchen with modern appliances, a comfortable living space with a flat-screen TV, and a spacious garden. Enjoy convenient amenities like self check-in, fast Wi-Fi, and a dedicated parking space.

This Rutland vacation rental is conveniently located on Route 7, just a short drive from Killington and Pico ski resorts. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience. This spacious home comfortably accommodates up to 10 guests with 4 bedrooms and 3 bathrooms. It offers a fully equipped kitchen, a wood-burning fireplace, a private garden, and parking for multiple vehicles. Guests can enjoy nearby activities like skiing, hiking, and biking, or simply relax and enjoy the peaceful surroundings.

This Mendon estate offers four bedrooms and two bathrooms, accommodating up to eight guests with amenities including internet and air conditioning.
Located just 1 mile from Pico Mountain at Killington Ski Resort and Killington Resort, this property provides easy access to outdoor activities and is also close to the Green Mountain Rock Climbing Center and Vermont State Fairgrounds.

This 2-bedroom home is conveniently located in Rutland, Vermont, just a short distance from Rutland Regional Medical Center and downtown Rutland, offering easy access to medical facilities, restaurants, shops, and entertainment. Guests have consistently rated this property as excellent, highlighting its comfort and convenience.
The home is perfect for families or groups of up to 6 guests, providing a spacious and comfortable living space. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a private garden, and parking, perfect for a relaxing and enjoyable stay.

This Rutland, Vermont apartment rental is conveniently located 0.7 miles from Rutland Regional Medical Center and 1.9 miles from downtown Rutland, offering easy access to Vermont Sport & Fitness Club and other attractions.
The two-bedroom, one-bathroom home sleeps six, features a fully equipped kitchen with stainless steel appliances, a private garden, parking, and high-speed Wi-Fi; a pack 'n play and high chair are available upon request, along with EV charging for an added fee.

Winter Lore is a secluded 2330 sq ft house on 26 acres in Mendon, Vermont, offering privacy and 3 miles to Killington and Pico Mountain ski resorts.
This pet-friendly home accommodates 10 guests with 4 bedrooms and 3 bathrooms, featuring a hot tub, wood-burning fireplace, shuffleboard table, and an outdoor fire pit.

This four-bedroom vacation home near Chittenden, Vermont, offers easy access to both Chittenden Reservoir and Killington Resort, ideal for outdoor enthusiasts.
The 2,500-square-foot property boasts three bathrooms, two living rooms, two dining areas, a private pool, hot tub, and a deck with grill, comfortably accommodating up to ten guests.

This mountain retreat, set on over 10 acres in Rutland, offers breathtaking sunset and mountain views, a serene forest environment, and convenient access to Killington and Pico resorts, hiking trails, and Rutland's dining scene, including Wilson Castle and the Calvin Coolidge Historic Site.
This 4-bedroom, 3-bathroom condo sleeps up to 8 guests and features a fully equipped kitchen, a family room with a wet bar and fireplace, a private hot tub, a terrace, a garden, and parking, with discounted lift tickets available for guests.

This one-bedroom apartment is located in downtown Rutland, just minutes from popular restaurants like Starbucks and Chipotle, and a short drive from Killington and Pico ski resorts. The apartment has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment offers a comfortable living space for up to four guests, with a queen-size bed in the bedroom, a sleeper sofa in the living room, and a fully equipped kitchen. Amenities include free parking, Netflix access, a dedicated workspace, and a commitment to supporting the local community with a portion of your payment going to a substance recovery center.

This Rutland, Vermont vacation home boasts a prime location, a 15-minute drive from Killington Ski Resort and 2 minutes from the Rutland Country Club, with direct access to a hiking trail.
Sleeping up to 10 guests comfortably, this three-bedroom, two-bathroom house features a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a Jacuzzi, a garden, parking, and high-end furniture including 12-inch memory foam mattresses; a $120 pet fee applies (max 2 pets).

This Vermont vacation rental is conveniently located near Rutland, a short 5-minute drive from Pico Mountain, 15 minutes from Killington Resort, and 25 minutes from Lake Bomoseen.
The two-bedroom house, including a pull-out sofa, sleeps six and features a full kitchen, internet, air conditioning, parking, and is pet-friendly, offering easy access to hiking trails, skiing, and lake activities.

This apartment in Rutland offers a private entrance and is located within walking distance of local dining and shopping, with Killington and Pico ski resorts approximately 20 miles away.
This one-bedroom, one-bathroom rental sleeps up to four guests and features a kitchen with a fridge, freezer, and microwave, plus a clawfoot tub and record player for added comfort.