Rutland County Vacation Rentals

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Top cities in Rutland County

Killington Ski Resort featuring snow and snow skiing as well as an individual male
Vacation RentalsVacation Rentals
Vacation RentalsVacation Rentals

Killington

Killington
2009
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Vacation RentalsVacation Rentals

Poultney

Poultney

Rutland County Vacation Rentals

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
3387 East Mountain Road Killington VT
Renovated in 2023, Ski in & out Spruce Glen Townhomes on Great Eastern Trail offers ski-in/ski-out access, a sauna, and free WiFi in public areas. A stay here includes free parking. Other amenities at this ski cabin include express check-out and laundry facilities.
Kitchen
Washer
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

2 out of 5
Killington VT
$347 nightly
The price is $392 total per night
$392 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This condo features an indoor pool, an outdoor pool, and a gym. Additional amenities include a hot tub and laundry facilities.
Pool
Hot Tub
Mountain Green

Mountain Green

2 out of 5
133 E Mountain Rd Killington Killington VT
$260 nightly
The price is $286 total per night
$286 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at Mountain Green enjoy an indoor pool, free WiFi in public areas, and a picnic area. If you decide to drive, there's free parking. This smoke-free condominium resort also has barbecue grills.
Pool
Parking included
Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell VT
$160 nightly
The price is $179 total per night
$179 total
Dec 22 - Dec 23
Total with taxes and fees
At this cabin, guests have access to barbecue grills.
Kitchen
Outdoor Space
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

2.5 out of 5
Rutland VT
$172 nightly
The price is $193 total per night
$193 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at this cabin enjoy an outdoor pool, a hot tub, and a garden. This smoke-free cabin also has barbecue grills.
Pool
Hot Tub
Killington Retreat

Killington Retreat

2 out of 5
Killington VT
Guests of this condo enjoy features like a gym, a hot tub, and laundry facilities.
Pool
Hot Tub
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington VT
$314 nightly
The price is $355 total per night
$355 total
Dec 22 - Dec 23
Total with taxes and fees
This condo features an indoor pool, an outdoor pool, and a gym. Additional amenities include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Tinmouth VT
Guests staying at this cabin have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

killington VT
At this vacation home, guests have access to a hot tub and laundry facilities.
Hot Tub
Kitchen
Historic 1843 4+ bedroom house in Belmont next to Okemo and VAST, Gigabit Wifi

Historic 1843 4+ bedroom house in Belmont next to Okemo and VAST, Gigabit Wifi

Mount Holly VT
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Killington VT
At this condo, guests enjoy an indoor pool, a gym, and a sauna. Additional amenities include free WiFi in public areas, a hot tub, and laundry facilities.
Pool
Hot Tub
Killington Sapphire

Killington Sapphire

Killington VT
This condo features a gym and laundry facilities.
Pet friendly
Laundry
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Killington VT
Guests of this condo enjoy features like ski-in/ski-out access and laundry facilities.
Kitchen
Washer
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Killington VT
This vacation home features ski-in/ski-out access, an indoor pool, and an outdoor pool. Other amenities at this ski vacation home include a gym, a sauna, and a hot tub.
Pool
Hot Tub
Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Killington VT
This vacation home features ski-in/ski-out access, an indoor pool, and a gym. Other amenities at this ski vacation home include a sauna, a hot tub, and laundry facilities.
Pool
Hot Tub
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3 out of 5
Killington VT
At this condo, guests enjoy ski-in/ski-out access, an indoor pool, and an outdoor pool. Other amenities at this ski condo building include a gym, a sauna, and a hot tub.
Pool
Hot Tub
☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace

☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace

Killington VT
At this vacation home, guests enjoy ski-in/ski-out access, an indoor pool, and a gym. Other amenities at this ski vacation home include a sauna, a hot tub, and laundry facilities.
Pool
Hot Tub
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding

Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding

Killington VT
Guests of this vacation home enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Hot Tub
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Rutland County

    The Mountain Inn at Killington

    The Mountain Inn at Killington

    47 Old Mill Rd Killington VT
    $272 nightly
    The price is $299 total per night from Dec 23 to Dec 24
    $299 total
    Dec 23 - Dec 24
    Total with taxes and fees
    9/10 Wonderful! (964 reviews)
    North Star Lodge and Resort

    North Star Lodge and Resort

    78 Weathervane Dr Killington VT
    $160 nightly
    The price is $176 total per night from Jan 4 to Jan 5
    $176 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Killington Mountain Lodge, Tapestry Collection by Hilton

    Killington Mountain Lodge, Tapestry Collection by Hilton

    2617 Killington Rd Killington VT
    $212 nightly
    The price is $233 total per night from Jan 12 to Jan 13
    $233 total
    Jan 12 - Jan 13, 2026
    Total with taxes and fees
    7.2/10 Good! (1,001 reviews)

Orbitz makes it easy to find vacation rentals in Rutland County 

🏠 What is the best price for a Rutland County vacation rental?


Rutland County rentals range between $176 and $392 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Rutland County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Rutland County getaway. Orbitz filters your search results so you can find the best Rutland County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Rutland County vacation rentals with Orbitz?


You may be able to cancel or amend your Rutland County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Rutland County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Rutland County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Rutland County?


When you book a Rutland County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Rutland County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Rutland County—with plenty of hidden gems. We also have plenty of inventory in Rutland County main cities and near popular attraction spots.


🏠 Why should I book my Rutland County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Rutland County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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