Find short term rentals in Rutland, VT at the best prices
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Best Short term and Weekly rentals in Rutland, VT
9.6 112 reviews
Rutland, VT
17/09 – 21/09
$469/nighttotal: $1876 (4 )
Rustic Vermont Cottage For Families - Self Checkin
1 2
apartment , Rutland
This spacious house is located in Rutland, just 20km from Killington and 15km from Pico, making it a great base for exploring the area. It consistently receives excellent ratings for its location, cleanliness, and overall user experience. The house has three bedrooms and one bathroom, accommodating up to 12 guests. It's well-equipped with a modern kitchen, fast Wi-Fi, a flat-screen TV, and a secure parking space for up to four cars.
8.4 5 reviews
Rutland, VT
17/09 – 21/09
$665/nighttotal: $2660 (4 )
Killington Escape For Summer- Hot Tub, Family Fun-minutes From Killington & Pico
4 2
apartment , Rutland
This Rutland holiday home, situated within 5km of Rutland Regional Medical Center, the Paramount Theatre, Green Mountain Rock Climbing Centre and Green Mountain National Forest, offers easy access to local attractions. Sleeping up to 10 guests in 4 bedrooms plus a sofa bed, this property boasts a Jacuzzi, terrace, garden, parking, and full kitchen facilities including a dishwasher, plus barbecue grills and a hot tub.
9.7 21 reviews
Rutland, VT
17/09 – 21/09
$1236/nighttotal: $4944 (4 )
Vermont Shear Heaven Retreat
1 2
apartment , Rutland
This spacious holiday home is situated in Rutland, Vermont, just 7-10 kilometres from Killington and Pico ski resorts, making it ideal for exploring the scenic Vermont countryside. The property has received excellent ratings for its cleanliness, location, and overall experience. This four-bedroom, three-bathroom property can comfortably accommodate up to 10 guests. The house is equipped with a fully-equipped kitchen, a wood-burning fireplace, a private garden, and ample parking space, perfect for families and groups looking for a relaxing getaway.
9.5 37 reviews
Rutland, VT
17/09 – 21/09
$331/nighttotal: $1324 (4 )
Functional & Simple Retreat - Self Check-in
1 2
apartment , Rutland
This Rutland apartment offers excellent location near the city's best restaurants and shops, approximately 32 kilometres from Killington and Pico ski resorts. The self-catering flat features a cosy open-plan layout, sleeps four guests, includes a full kitchen with fridge, freezer and microwave, and benefits from on-site parking.
9.5 60 reviews
Rutland, VT
17/09 – 21/09
$727/nighttotal: $2908 (4 )
Rutland's Hidden Gem: Renovated 2 Br/1ba In Town
2 2
apartment , Rutland
This Rutland, Vermont property is situated 1.1 km from Rutland Regional Medical Center and 3.1 km from Rutland's town centre, offering convenient access to local amenities and attractions. This two-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, a private backyard with BBQ, and provides EV charging (surcharge applies); pets are welcome (fee applies).
9.8 33 reviews
Rutland, VT
17/09 – 21/09
$379/nighttotal: $1516 (4 )
The Bunk House! Modern, Self Check-in
1 2
apartment , Rutland
This Rutland apartment, conveniently located near the town's restaurants and shops, offers easy access to Rutland's amenities. The self-catering flat boasts two bedrooms sleeping six, a fully equipped kitchen including a dishwasher, fast Wi-Fi, a flat-screen TV with HBO Max, and a private garden with parking.
9.9 18 reviews
Rutland, VT
17/09 – 21/09
$341/nighttotal: $1364 (4 )
Modern Camp-style Apartment - Self Checkin
1 2
apartment , Rutland
This Rutland apartment, perfect for families or groups of up to six, offers easy access to local landmarks, though precise distances are not provided. The two-bedroom, one-bathroom flat features bunk beds, a fully equipped kitchen including a dishwasher, and a private garden with parking; note that access is via stairs and not suitable for guests with mobility issues.
9.5 52 reviews
Rutland, VT
17/09 – 21/09
$630/nighttotal: $2520 (4 )
Muwu In Killington Area
1 2
apartment , Rutland
This Rutland holiday home boasts a prime location, a 24km drive from Killington Ski Resort and 3km from Rutland Country Club, with direct access to a hiking trail. Sleeping up to 9 guests, this three-bedroom, two-bathroom property features a fully equipped kitchen with dishwasher, a jacuzzi, air conditioning, a garden, parking, and a 55-inch smart TV; pets are welcome (fee applies).
9.4 149 reviews
Rutland, VT
17/09 – 21/09
$329/nighttotal: $1316 (4 )
Cozy Cove For Travelers - Self Check-in, Parking
1 2
apartment , Rutland
This one-bedroom flat is situated in the heart of Rutland, just a 3-minute walk from Starbucks and Chipotle, and within a 32km drive of the popular ski resorts Killington and Pico. This apartment has received excellent ratings for its location, cleanliness, and overall user experience. The flat comfortably accommodates up to 4 guests and features a fully equipped kitchen with a fridge, freezer, and microwave oven. Guests can enjoy access to Netflix, free parking for two cars, and the convenience of self check-in.
10 60 reviews
Rutland, VT
17/09 – 21/09
$718/nighttotal: $2872 (4 )
The Barn At Cold River ~ 20 Minutes To Ski Resorts
1 2
apartment , Clarendon
This renovated farmhouse, situated in Clarendon, Vermont, is 8km from Rutland, offering easy access to Killington Mountain, Cold River, and several ski resorts. The property, a converted post-and-beam barn, sleeps eight guests in four bedrooms and two bathrooms, boasting a fully equipped kitchen, radiant floor heating, and kayaks for use on nearby lakes; a fire pit is available subject to regulations.
10 80 reviews
Rutland, VT
17/09 – 21/09
$672/nighttotal: $2688 (4 )
Spacious Summer Retreat 14 Mi To Killington
1 2
apartment , Rutland
This five-bedroom home is situated in a quiet neighbourhood just 2.4 kilometres from Rutland's historic centre, with its theatres, restaurants and shops, and is also within easy reach of the Pico and Killington ski resorts. The property has received excellent ratings for its cleanliness, location and overall experience. This spacious apartment comfortably sleeps up to 10 guests and comes equipped with a modern kitchen, a private garden, parking, and air conditioning. Guests can enjoy a range of activities, including exploring Rutland's attractions, skiing in the nearby resorts, or simply relaxing in the peaceful surroundings.
9.3 3 reviews
Rutland, VT
17/09 – 21/09
$300/nighttotal: $1200 (4 )
The Raven's Nest - 1 Bedroom, 1 Bathroom Apartment
1 2
apartment , Rutland
This Rutland apartment, situated on the second floor within walking distance of the town centre and its amenities, offers easy access to Rutland's restaurants and shops. The self-catering flat comprises one bedroom, one bathroom, sleeps two guests, and features a full kitchen, smart TVs, and designated parking; nearby attractions include Killington, Pico, and Okemo ski resorts, ideal for exploring outdoor pursuits year-round.
Best family friendly Rutland, VT Short term rentals
Among the 67 accommodations in Rutland, VT, here are the 4 best family friendly rentals
9.7 60 reviews
Rutland, VT
17/09 – 21/09
$694/nighttotal: $2776 (4 )
Killington Escape
1 2
apartment , Rutland
This apartment is located in a peaceful neighbourhood in Rutland, just a short drive from the town centre and within easy reach of summer attractions like Killington Resort, 5km away. It has consistently received excellent ratings for location, cleanliness and user experience. The property offers four bedrooms and two bathrooms, comfortably accommodating up to ten guests. It includes modern amenities such as a fully equipped kitchen, air conditioning and a hot tub, plus a dedicated play area for children and a large garage for storing winter sports equipment.
9.9 187 reviews
Rutland, VT
17/09 – 21/09
$502/nighttotal: $2008 (4 )
Cozy Home, Minutes From Killington! Washer/dryer & Free Disney+/peacock!
1 2
apartment , Mendon
This house is located in the mountains, just a short drive from the Green Mountain Rock Climbing Center and within easy reach of Rutland's amenities, including the Rutland Regional Medical Center and Paramount Theater. It has received excellent ratings for location, cleanliness, and overall experience. The property offers three bedrooms and one bathroom, accommodating up to five guests in a comfortable 88 square metres. Guests can enjoy modern amenities, a fully equipped kitchen, and a smoke-free environment, making it ideal for families or groups seeking a relaxing retreat.
10 2 reviews
Rutland, VT
17/09 – 21/09
$1622/nighttotal: $6488 (4 )
Sugar Hollow-summer Ready! 4br W/ Pool
4 2
apartment , Chittenden
This spacious four-bedroom property in Chittenden, Vermont, is situated near Chittenden Reservoir, offering easy access to kayaking and a short drive (approximately 48km) to Killington Resort for hiking and mountain biking. The 232-square-metre dwelling boasts three bathrooms, two living rooms, two dining areas, a modern kitchen with dishwasher, a private seasonal pool, hot tub, and sleeps up to ten guests; high-speed Wi-Fi and smart TVs are also provided.
10 25 reviews
Rutland, VT
17/09 – 21/09
$884/nighttotal: $3536 (4 )
4bd Family Ski Home, 10m To Killington New Hot Tub
4 2
apartment , Mendon
This charming 1800s farmhouse is situated in Mendon, Vermont, a mere 10-minute drive from Pico Mountain and 15 minutes from the Killington access road, making it a perfect base for exploring the Vermont countryside. The property offers a spacious layout with four bedrooms and two bathrooms, comfortably accommodating up to 12 guests. The farmhouse is fully equipped with modern amenities, including a well-stocked kitchen, a cosy wood stove, and a large backyard with a zipline and play area, perfect for families and those seeking outdoor fun.
Best Rutland, VT lodging with a kitchen
9.4 25 reviews
Rutland, VT
17/09 – 21/09
$672/nighttotal: $2688 (4 )
Quaint City Cottage Just Minutes From Killington
3 2
apartment , Rutland
This Rutland cottage, situated in a peaceful neighbourhood approximately 24km from Killington and Pico ski resorts, offers easy access to local restaurants and nightlife. Sleeping up to six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and Wi-Fi; pets are welcome.
9.9 18 reviews
Rutland, VT
17/09 – 21/09
$417/nighttotal: $1668 (4 )
Pond View Cabin-rustic 2 Bedroom-sleeps 4
1 2
cabin , Chittenden
Pond View Cabin, a pet-friendly lodge in Chittenden, Vermont, offers easy access to Chittenden Reservoir, Killington, and Rutland, though precise driving distances aren't provided. This one-bedroom, one-bathroom retreat sleeps four guests, featuring a fully equipped kitchen, a 50" Roku 4K TV, fast Wi-Fi, a private bedroom with twin beds, a sleeping loft with a double bed, and outdoor amenities including a sundeck overlooking a pond, a fire pit, and proximity to a horse farm.
9.9 15 reviews
Rutland, VT
17/09 – 21/09
$419/nighttotal: $1676 (4 )
Couple’s Retreat Near Killington With Hot Tub
1 2
apartment , Mendon
This dog-friendly Mendon flat offers a central location, situated 16 kilometres from Pico Mountain and 24 kilometres from Killington, with a wrap-around porch providing sunset views. This one-bedroom apartment accommodates two guests and features air conditioning, a full kitchen including a dishwasher, and off-street parking, accessible via stairs, making it ideal for outdoor enthusiasts.
9.8 82 reviews
Rutland, VT
17/09 – 21/09
$1752/nighttotal: $7008 (4 )
Private Chalet With Golf Simulator And Hot Tub
1 2
apartment , Rutland
This spacious chalet is located in a secluded woodland setting, just 20 kilometres from Killington/Pico and 30 kilometres from Okemo, offering a tranquil retreat in the heart of Rutland. The property has received excellent ratings for location, cleanliness, and user experience. The chalet comfortably accommodates 14 guests with 5 bedrooms and 3 bathrooms, providing ample space for families and groups. Guests can enjoy a range of amenities including a private outdoor golf hole, an indoor golf simulator, a hot tub, a fire pit, a poker table, and a workout room, ensuring entertainment and relaxation for all.
Frequently Asked Questions about short term rentals in Rutland, VT
What are the best short term rentals in Rutland, VT?
This centrally located flat in Rutland offers direct access to the town's shops and eateries, with ski resorts and cultural venues within easy reach. This two-bedroom, one-bathroom flat accommodates up to four guests and includes modern amenities such as a dishwasher, a washer/dryer combo, and high-speed internet, with air conditioning and parking provided.
9.7 14 reviews
Rutland, VT
17/09 – 21/09
$907/nighttotal: $3628 (4 )
Sunset Notch- Hot Tub, Cold Plunge, Hiking, Views!
1 2
apartment , Mendon
This recently refurbished mountain dwelling is located on over 4 hectares of private land in Mendon, offering impressive sunset vistas and convenient access to Killington and Pico ski resorts, as well as Rutland's restaurants. This 4-bedroom, 3-bathroom chalet accommodates up to 8 guests and features a hot tub, fireplace, a private deck with forest views, and is situated less than 5 kilometres from Killington ski resort.
9.0 6 reviews
Rutland, VT
17/09 – 21/09
$401/nighttotal: $1604 (4 )
Pond View Cabin-rustic 2 Bedroom-sleeps 4
2 2
cabin , Chittenden
Pond View Cabin, a pet-friendly lodge in Chittenden, Vermont, offers easy access to Chittenden Reservoir, Killington, and Rutland, with driving distances varying. This two-bedroom, one-bathroom self-catering property sleeps four, boasting a 50" Roku 4k TV, fast WiFi, air conditioning, a fully equipped kitchen including a fridge and microwave, and outdoor space including a fire pit and sundeck overlooking a pond.
10 52 reviews
Rutland, VT
17/09 – 21/09
$210/nighttotal: $840 (4 )
Cozy One-bedroom Retreat With Mountain Views
1 2
apartment , Clarendon
This Clarendon apartment, situated in a peaceful cul-de-sac approximately 48 kilometres from Killington, Pico, and Okemo mountains, offers a secluded retreat ideal for exploring Vermont's natural beauty. The self-catering flat features a fully equipped kitchen, one bedroom, one bathroom, accommodates two guests, includes private parking, keyless entry, central heating and air conditioning, and allows one well-behaved dog (fees apply).
Best Rutland, VT lodging with air conditioning
9.2 13 reviews
Rutland, VT
17/09 – 21/09
$847/nighttotal: $3388 (4 )
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything
2 2
apartment , Rutland
This Rutland, Vermont apartment, 1.1 km from Rutland Regional Medical Centre and 3 km from Rutland's town centre, offers convenient access to local amenities and attractions. Sleeping six guests, this two-bedroom, one-bathroom property features a fully equipped kitchen, high-speed Wi-Fi, smart TV, parking for two vehicles, a semi-fenced garden, and EV charging (charges apply); pets are welcome for a fee.
10 2 reviews
Rutland, VT
17/09 – 21/09
$578/nighttotal: $2312 (4 )
Family Ski House Pico/killington
4 2
apartment , Rutland
This apartment is situated in a peaceful rural setting, just 13km from Pico Mountain and 22km from Killington Ski Resort. The apartment offers ample space for larger groups, sleeping up to 14 guests in its three bedrooms and separate bunkhouse. It includes a fully equipped kitchen, air conditioning, Wi-Fi, and parking, making it ideal for families or groups looking for a comfortable and convenient base to explore the area.
9.1 18 reviews
Rutland, VT
17/09 – 21/09
$385/nighttotal: $1540 (4 )
Green Mountain Access
1 2
apartment , Rutland
This Rutland holiday home is conveniently located a short drive (8km) from Pico Mountain, 24km from Killington Ski Resort, and 40km from Lake Bomoseen, offering easy access to both winter sports and summer recreation. Sleeping up to six guests, the property features two bedrooms, a bathroom, a fully equipped kitchen, internet access, parking, and air conditioning; nearby hiking trails include sections of the Long Trail and Appalachian Trail.
Rutland, VT
17/09 – 21/09
$404/nighttotal: $1616 (4 )
Cabin ∙ 2 Bedrooms ∙ 4 Guests
2 2
cabin , Chittenden
Pond View Cabin, a pet-friendly lodge in Chittenden, Vermont, offers easy access to Chittenden Reservoir, Killington, and Rutland, all within a short driving distance (exact distances unspecified). This two-bedroom, one-bathroom self-catering property sleeps four, boasting a fully equipped kitchen (fridge, microwave), 50" Roku 4K TV, Wi-Fi, air conditioning, a fireplace, and outdoor space including a sundeck and fire pit.