Compare Vacation Rentals & Airbnb in Rutland, VT

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Rutland, VT vacation rentals
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82 Rentals and Airbnb in Rutland, VT

Best family friendly Rutland, VT vacation rentals

Among the 82 accommodations in Rutland, VT, here are the 4 best family friendly rentals

Rustic Vermont Cottage For Families - Self Checkin - 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.
Spacious Summer Retreat 14 Mi To Killington - Rutland, VT
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.
214 M² House ∙ 4 Bedrooms ∙ 8 Guests - Rutland, VT
8.0 1 review
Rutland, VT
17/09 – 21/09
$1028/nighttotal: $4112 (4 )

214 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house , Mendon
This Mendon mountain retreat, a 20-minute drive (32km) from Killington Ski Resort and closer to Rutland's amenities, offers a secluded escape on a private road surrounded by forest.
This four-bedroom property boasts 213 square metres of living space, including a fully equipped kitchen with dishwasher, a swimming pool, hot tub (optional fee), and accommodates up to eight guests, perfect for families or groups seeking a luxurious Vermont getaway with high-speed Starlink Wi-Fi.
Cozy Home, Minutes From Killington! Washer/dryer & Free Disney+/peacock! - Rutland, VT
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.

Best Rutland, VT vacation rentals with parking

Sunset Notch- Hot Tub, Cold Plunge, Hiking, Views! - Rutland, VT
Rutland, VT
17/09 – 21/09
$1057/nighttotal: $4228 (4 )

Sunset Notch- Hot Tub, Cold Plunge, Hiking, Views!

4 2
apartment , Mendon
This property in Rutland, Mendon, offers a secluded mountain retreat set on over 10 acres with mountain views, conveniently located within 10 kilometres of Killington and Pico resorts, and a short drive from Wilson Castle and Calvin Coolidge Historic Site.
This 4-bedroom, 3-bathroom holiday home accommodates up to 8 guests and features a fully equipped kitchen, a private hot tub, a terrace, a garden, and smart home technology for noise monitoring, with optional add-on services available from Killington Mountain Homes.
Rutland's Hidden Gem: Renovated 2 Br/1ba In Town - Rutland, VT
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).
Forest Mountain Escape- Beautiful Mountaintop Escape In Mendon, Vt, 20 Min To Killington 14 To Pico, Home - Rutland, VT
9.9 52 reviews
Rutland, VT
17/09 – 21/09
$1403/nighttotal: $5612 (4 )

Forest Mountain Escape- Beautiful Mountaintop Escape In Mendon, Vt, 20 Min To Killington 14 To Pico, Home

4 2
house , Mendon
This Mendon mountaintop property boasts stunning views and is situated 24km from Killington Peak, 18km from Pico Peak, and 18km from Gifford Woods State Park.
This 214 square metre house sleeps eight, offering four bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a jacuzzi, and a garden; pets are welcome (fee applies).
Large Ski Ranch Hot Tub Close To Killington Pets Ok - Rutland, VT
9.6 4 reviews
Rutland, VT
17/09 – 21/09
$1373/nighttotal: $5492 (4 )

Large Ski Ranch Hot Tub Close To Killington Pets Ok

4 2
apartment , Mendon
This Mendon flat offers a mountain setting, providing convenient access to Pico Mountain at Killington Ski Resort and Killington Resort, just 5 kilometres away.
This accommodation features four bedrooms and two bathrooms, accommodating up to eight guests, and includes amenities such as air conditioning, internet, and a wood stove, with outdoor activities like skiing nearby.

Frequently Asked Questions about vacation rentals in Rutland, VT

  • Which walking or cycling routes are the best in Rutland, VT?

    For a nice walk, try the Rutland Recreation Path, a paved trail that runs along the Otter Creek. For a more challenging bike ride, head towards the Green Mountain National Forest, which has many trails for all levels of experience.
  • What are the best Airbnb and vacation rentals in Rutland, VT?

    Your Home Away From Home, The Look Out and Home Sweet Grove Street are the most popular Airbnb and vacation rentals in Rutland, VT among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Rutland, VT?

    Rutland is a great place for outdoor enthusiasts. You can go skiing and snowboarding at Killington Resort, or try your hand at ice climbing at Rattlesnake Cliffs. In the summer, you can go hiking, fishing, and kayaking in the nearby Green Mountains.
  • What are the most popular Airbnbs in Rutland, VT?

    Among the Airbnbs in Rutland, VT, Your Home Away From Home, The Look Out and The House Of Views are the most popular ones.

  • What other towns or cities can be easily accessed from Rutland, VT?

    Rutland is well-connected to other towns and cities in Vermont. You can easily take a day trip to Burlington, Montpelier, or Bennington. Each offers unique attractions and experiences.
  • What are the best vacation rentals with a pool in Rutland, VT?

  • What amenities are commonly available in vacation rentals in Rutland, VT?

    Vacation rentals in Rutland usually come with basic amenities like a kitchen, bathroom, and bedrooms. You can also find rentals with more luxurious features like hot tubs, fireplaces, and private decks.
  • What are the best rentals for families and kids in Rutland, VT?

    The best rentals for families and kids in Rutland, VT are Your Home Away From Home, The Look Out and The House Of Views.

  • What time of year is best to rent a vacation rental Rutland, VT?

    The best time to rent a vacation rental in Rutland depends on your interests. Summer is great for hiking and enjoying the outdoors, while winter is perfect for skiing and snowboarding. Spring and autumn offer beautiful foliage and milder weather.
  • What are the best rentals or Airbnbs with a jacuzzi in Rutland, VT?

Destinations nearby

Best Rutland, VT vacation rentals with a balcony

Sugar Hollow-summer Ready! 4br W/ Pool - Rutland, VT
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.
Killington Escape For Summer- Hot Tub, Family Fun-minutes From Killington & Pico - Rutland, VT
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.

Best pet friendly Rutland, VT vacation rentals

Among the 82 accommodations in Rutland, VT, here are the 4 best pet friendly rentals

Cozy Cove For Travelers - Self Check-in, Parking - Rutland, VT
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.
Pond View Cabin-rustic 2 Bedroom-sleeps 4 - Rutland, VT
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.
The Bunk House! Modern, Self Check-in - Rutland, VT
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.
Modern Camp-style Apartment - Self Checkin - Rutland, VT
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.
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