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

Beechwood Home - 4 Bedrooms And 3 Baths, Sleeps 10 - Rutland, VT
10 5 reviews
Rutland, VT
03/07 – 05/07
$1186/nighttotal: $2372 (2 )

Beechwood Home - 4 Bedrooms And 3 Baths, Sleeps 10

4 9
apartment , Mendon
This four-bedroom, three-bathroom Rutland apartment, near Mendon, Vermont, offers convenient access to Killington/Pico mountains for skiing and hiking, and is also within easy reach of the Wilson Castle and Calvin Coolidge Historic Site (distances unspecified).
The spacious three-storey house, boasting a jacuzzi, terrace, garden, and parking, sleeps up to ten guests and includes a fully equipped kitchen, family room with bar, and outdoor hot tub and fire pit.
Winter Lore  4br Mountain Getaway W/ Hot Tub, Game Room & Pet-friendly Vibes! - Rutland, VT
9.6 51 reviews
Rutland, VT
17/09 – 21/09
$885/nighttotal: $3540 (4 )

Winter Lore 4br Mountain Getaway W/ Hot Tub, Game Room & Pet-friendly Vibes!

4 2
apartment , Mendon
This house is located in Mendon, just 17.7 kilometres from Killington Peak and 10.9 kilometres from Pico Peak, making it a great base for exploring the surrounding area. Guests consistently rate this property highly for its cleanliness, location and overall experience.
The property has four bedrooms and three bathrooms, comfortably accommodating up to ten guests. It has a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, fitness centre, parking, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
Spacious Private 4 Bedroom - 3 Bath House 5 Min To Skiing, Biking, Hiking, Golf. - Rutland, VT
9.6 45 reviews
Rutland, VT
03/07 – 05/07
$1399/nighttotal: $2798 (2 )

Spacious Private 4 Bedroom - 3 Bath House 5 Min To Skiing, Biking, Hiking, Golf.

4 9
apartment , Killington
This luxurious Killington holiday home is situated at the end of a cul-de-sac, less than 0.8 kilometres from the Killington access road and under 5 minutes' drive from the Killington Ski Resort lifts.
This spacious property boasts 204 square metres of living space across three levels, sleeping up to 12 guests in four bedrooms with Tempur-Pedic mattresses, and featuring a private hot tub, swimming pool, and a fully equipped kitchen with a Jen-Air range; nearby attractions include Pico Mountain.
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 Rutland, VT vacation rentals with parking

Suburban Mountain "Ski" House - Rutland, VT
10 3 reviews
Rutland, VT
03/07 – 05/07
$652/nighttotal: $1304 (2 )

Suburban Mountain "Ski" House

3 9
apartment , Rutland
This Rutland holiday home is conveniently located minutes from the town centre, offering easy access to restaurants, bars, and shops, and is a 39km drive from Killington Ski Resort and a 56km drive from Okemo Mountain Resort.
The three-bedroom, two-bathroom property sleeps nine guests and boasts a newly renovated interior with a fully equipped kitchen including a fridge, microwave, and dishwasher, plus air conditioning, garden, parking, and proximity to Pico Mountain, the Green Mountain Rock Climbing Centre, and the Vermont State Fairgrounds.
Heavenly K New Luxury Two Family House With Hot Tub - Rutland, VT
Rutland, VT
03/07 – 05/07
$2597/nighttotal: $5194 (2 )

Heavenly K New Luxury Two Family House With Hot Tub

7 9
house , Killington
This seven-bedroom Killington property is situated 6.7 km from Killington Peak, a short 18-minute walk from Gifford Woods State Park, and 3.5 km from Pico Peak.
This spacious 279 square metre house, boasting a jacuzzi, terrace, and garden, sleeps up to 31 guests and includes a fully equipped kitchen, free Wi-Fi, and private parking with an EV charging station.
Top Star Retreat - Rutland, VT
9.6 9 reviews
Rutland, VT
02/07 – 04/07
$2639/nighttotal: $5278 (2 )

Top Star Retreat

7 15
house , Killington
Top Star Retreat, a seven-bedroom house in Killington, Vermont, is located 4.5km from Killington Peak, 5km from Gifford Woods State Park, and 6.3km from Pico Peak, offering easy access to skiing and outdoor pursuits.
This spacious property sleeps a large group, boasting six bathrooms, a fully equipped kitchen including a fridge, microwave, and dishwasher, free Wi-Fi, private parking, a terrace, and amenities such as towels and bed linen.
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.

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

Heavenly Killington Luxury Home On Killington Road - Rutland, VT
10 97 reviews
Rutland, VT
02/07 – 04/07
$2567/nighttotal: $5134 (2 )

Heavenly Killington Luxury Home On Killington Road

7 15
apartment , Killington
This spacious six-bedroom property is located in the mountains, just a 15-minute walk from Gifford Woods State Park and a short drive from Killington Resort. The house consistently receives excellent ratings for its location, cleanliness, and overall experience.
The 288 square metre property can comfortably accommodate up to 16 guests, making it ideal for large families or groups of friends. The house offers a range of amenities, including a fully equipped kitchen, a spa tub, a garden, and a tennis court, ensuring a comfortable and enjoyable stay.
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.
Bear8 Sleeps 20, Ac, Pool, Close To Resort, Fireplaces - Rutland, VT
Rutland, VT
02/07 – 04/07
$4905/nighttotal: $9810 (2 )

Bear8 Sleeps 20, Ac, Pool, Close To Resort, Fireplaces

8 15
apartment , Killington
This spacious Killington apartment boasts ski-in/ski-out access, situated less than 1.6km from Killington Resort and Killington Golf Course, and within a 15-minute drive of the Killington Adventure Center and Black Dog Sports.
The 252-square-metre property features eight bedrooms, four bathrooms, and accommodates up to sixteen guests, offering a garden, terrace, fireplace, fully equipped kitchen, and free Wi-Fi.
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.

Best pet friendly Rutland, VT vacation rentals

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

House ∙ 2 Bedrooms ∙ 6 Guests - Rutland, VT
10 3 reviews
Rutland, VT
17/09 – 21/09
$699/nighttotal: $2796 (4 )

House ∙ 2 Bedrooms ∙ 6 Guests

2 2
house , Rutland
This Rutland, Vermont property is conveniently located 1.1 km from Rutland Regional Medical Center and 3.1 km from Rutland's city centre, offering easy access to local amenities and attractions.
The two-bedroom, one-bathroom house sleeps six guests and boasts a fully equipped kitchen, garden, fitness centre, parking, and high-speed Wi-Fi, with a pet fee applicable.
Muwu In Killington Area - Rutland, VT
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).
Charming Farmhouse Retreat With Mountain View - Rutland, VT
9.7 7 reviews
Rutland, VT
17/09 – 21/09
$253/nighttotal: $1012 (4 )

Charming Farmhouse Retreat With Mountain View

1 2
gîte , Clarendon
This North Clarendon farmhouse apartment, a five-minute drive from Rutland, offers easy access to Killington (32km), Lake Bomoseen (48km), and Okemo (48km).
The recently renovated two-bedroom, one-bathroom self-catering property sleeps four, includes parking, internet access, and is set within a private 84-hectare valley, ideal for exploring Vermont's natural beauty.
Vermont Shear Heaven Retreat - Rutland, VT
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.
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