Vacation rentals in Rutland

4.81 out of 5 average rating, 133 reviews

Home in Tinmouth

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

4.86 out of 5 average rating, 126 reviews

A spacious kitchen features wooden cabinetry and modern stainless steel appliances. A large island with a dark countertop is surrounded by rustic stools. Beneath warm lighting, decorative elements include wooden accents and an ornamental bear figure positioned above the cabinets.

Cabin in Lake George

Spacious Lake George Lodge -Near West & Gore Mnt

SignatureRetreatsNY.com Book your Signature Retreat today and enjoy this Lake George Log Mansion Lodge. This Spacious 2836 sqr ft retreat, w/ 4 bedrooms, 7 beds and 3 full bathrooms is located at the foothills of French Mount. It has the Best of both worlds-an Amazing Adirondack Custom Log Cabin and Update Modern Amenities with Cozy Home Comforts. Located centrally to Lake George, the MillionDollar Beach, the Adirondacks, Glen Lake, West Mountain, Gore Mountain, Six Flags & Saratoga Springs.

5 out of 5 average rating, 8 reviews

The exterior of the home features a single-story design with a light grey facade. An American flag is displayed, and a large star accentuates the front. Surrounding greenery includes trees and shrubs, complementing the spacious lawn area and paved driveway.

Home in Fort Edward

Spacious Villa: 5 Beds, 3 Baths, BBQ, Private Pool

Welcome to our homy 5-bedroom, 3.5-bath home in Fort Edward, just 20 minutes from both Saratoga Springs and Lake George. This spacious home is ideal for families and groups, offering all the amenities for a relaxing and comfortable stay. With two fully equipped kitchens, two living rooms, and a private backyard with a pool (open from Memorial Day to Labor Day), this house provides plenty of space for everyone. Enjoy the firepit or fire up the gas grill for a barbecue with friends and family.

5 out of 5 average rating, 5 reviews

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

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.

4.89 out of 5 average rating, 9 reviews

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

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!

5 out of 5 average rating, 39 reviews

Cabin in Lake George

Great location. Walk to Village attractions/beach!

Our stylish Adirondack log cabin is the perfect location for your Lake George four season getaway. Steps away from Million Dollar Beach, restaurants and the Village. Easy access to snowmobile trails and thirty-five minutes to Gore Mountain for skiing. Close to Adirondack High Peaks and local hiking trails. Smart TVs in each bedroom, living room and den. Two Vermont cast iron gas stoves. Fire pit, outdoor seating and garage to park your car or store your winter toys. Filtered lake views.

4.91 out of 5 average rating, 100 reviews

Cabin in Bridgewater

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.

4.97 out of 5 average rating, 33 reviews

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

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!

4.96 out of 5 average rating, 225 reviews

A spacious wooden house features a balcony with a railing, overlooking a green lawn. Large windows allow natural light to fill the interior, while five skylights add brightness. Vibrant trees display autumn foliage in the surroundings, creating a serene atmosphere.

Home in Addison

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

5 out of 5 average rating, 3 reviews

Home in Bolton

Bolton Landing - 4 Bdrm Vacation Rental

Escape to your private retreat in beautiful Bolton Landing, NY, where your dream vacation awaits. Nestled in the heart of nature with stunning views of Lake George, this 3-bedroom (plus sleeping loft), 2-bath vacation rental offers the perfect blend of tranquility and adventure. From the spacious living and dining areas to the sitting area on the decks, inside and out, every detail has been carefully designed to ensure your comfort and relaxation.

Guest suite in Lake George

The exterior of a charming blue-gray house is presented, featuring a welcoming entrance with a decorative sign. American flags adorn the front, and a wooden deck is visible in the background. Surrounding greenery enhances the natural setting, creating a serene atmosphere.

4.95 out of 5 average rating, 79 reviews

Lake George Perfect Location

Lake George premier location with your own entrance and parking spot for this newly renovated VERY clean Bedroom, Amenity Stocked Kitchen and Bathroom and washer and dryer. Easy lake access that is just steps from our back deck to private access to the lake for you to sunbath, swim or launch our included kayaks. Perfectly located for all seasonal activities. Walk to three local favorite restaurants. Just a few minute drive to Lake George Village.

4.96 out of 5 average rating, 26 reviews

The kitchen features a modern design with white cabinetry and a wooden countertop. Two windows allow natural light to brighten the space, while stainless steel appliances, including an oven, are positioned along the walls. A sink is centrally located, enhancing functionality.

Home in Cavendish

3BR 1Bth New England Cape - Experience Vermont!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Rutland vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Rutland's top sights

Roots42 locals recommend

Table 2434 locals recommend

Paramount Theatre, VT33 locals recommend

Pine Hill Park32 locals recommend

Rutland Farmers Market24 locals recommend

Hannaford Supermarket24 locals recommend

Other great vacation rentals in Rutland

5 out of 5 average rating, 12 reviews

A wooden railing frames the outdoor balcony, offering views of the calm lake. Sunlight glimmers on the water's surface, with green hills visible in the background. A few boats are moored nearby, and the scene conveys a serene outdoor environment.

Home in Wells

Breathtaking Lakeside Retreat!

4.8 out of 5 average rating, 15 reviews

A serene view of MacIntosh Pond is framed by tall trees and lush greenery. The still water reflects the surrounding foliage, creating a peaceful atmosphere. Sunlight filters through the branches, illuminating the scene with soft natural light.

Cabin in Barnard

Private post & beam log cabin on Macintosh Pond.

5 out of 5 average rating, 9 reviews

A billiards room features a vibrant red pool table at its center, surrounded by wooden flooring. Natural light floods in through large windows, highlighting the contemporary decor. An antler chandelier hangs above, while colorful glass items are displayed on a sleek, white shelf against the wall.

Home in Bellows falls

Amazing Views, Skiing Nearby and Amenities Galore!

4.86 out of 5 average rating, 35 reviews

A spacious covered deck provides comfortable seating with wicker furniture and decorative pillows. A wooden table is present in the background, alongside a BBQ grill. Lush greenery surrounds the deck, creating a tranquil outdoor escape.

Home in Manchester

Your VT Dream House: Fireplace, Pool, Dogs

5 out of 5 average rating, 6 reviews

Cabin in Hudson Falls

Cozy Retreat Near LG – Sleeps 8

5 out of 5 average rating, 8 reviews

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

Modern Retreat next to Mountain Top Inn,Killington

5 out of 5 average rating, 16 reviews

A modern home is set amidst natural greenery, featuring a wood-paneled exterior. The structure showcases multiple oversized windows on each floor, allowing for ample light. Surrounding grass and trees create a serene environment, enhancing the sense of privacy and tranquility.

Home in Plymouth

Luxury Modern Cabin near Okemo & Killington