Compare Rutland Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Rutland Rentals

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.

Rutland VT
0.83 mi from city center
$172 nightly
The price is $193 total per night
$193 total
Mar 10 - Mar 11
Total with taxes and fees
Guests staying at this cabin enjoy an outdoor pool, a hot tub, and barbecue grills. This smoke-free cabin also has a garden.
Pool
Hot Tub
large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok

Mendon VT
2.82 mi from city center
$627 nightly
The price is $703 total per night
$703 total
Mar 9 - Mar 10
Total with taxes and fees
Guests of this vacation home enjoy features like a gym, a hot tub, and laundry facilities.
Hot Tub
Kitchen
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
10.86 mi from city center
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
Mountain Green

Mountain Green

2 out of 5
133 E Mountain Rd Killington Killington VT
9.36 mi from city center
$238 nightly
The price is $262 total per night
$262 total
Mar 18 - Mar 19
Total with taxes and fees
Guests staying at Mountain Green enjoy an indoor pool, free WiFi in public areas, and barbecue grills. If you decide to drive, there's free parking. This smoke-free condominium resort also has a picnic area.
Pool
Parking included
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

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

Killington VT
9.36 mi from city center
$285 nightly
The price is $322 total per night
$322 total
Apr 1 - Apr 2
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
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington VT
9.47 mi from city center
$256 nightly
The price is $289 total per night
$289 total
Mar 8 - Mar 9
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
Idyllic Lakefront House Suited Two Families

Idyllic Lakefront House Suited Two Families

Ludlow VT
18.11 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Kitchen
Washer
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

Ludlow VT
18.29 mi from city center
At this cabin, guests have access to features like laundry facilities. This golf cabin also has barbecue grills.
Kitchen
Washer
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ludlow VT
19.36 mi from city center
$248 nightly
The price is $280 total per night
$280 total
Apr 7 - Apr 8
Total with taxes and fees
Guests of this condo enjoy features like ski-in/ski-out access and laundry facilities.
Kitchen
Washer
Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell VT
18.02 mi from city center
$160 nightly
The price is $179 total per night
$179 total
Mar 9 - Mar 10
Total with taxes and fees
At this cabin, guests have access to barbecue grills.
Kitchen
Outdoor Space
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester VT
19.81 mi from city center
$175 nightly
The price is $196 total per night
$196 total
Mar 9 - Mar 10
Total with taxes and fees
Guests of this cottage enjoy access to ski-in/ski-out access, laundry facilities, and a garden.
Kitchen
Washer
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock

Hartford VT
28.09 mi from city center
This vacation home features an indoor pool, an outdoor pool, and a gym. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this golf vacation home include a sauna, laundry facilities, and a garden.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Rutland
View all properties
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.

Rutland Large Group Rentals

How to Book Vacation Rentals in Rutland



🏠 What is the best price for Rutland vacation rentals?

Rutland vacation rentals range in price, starting at $179 per night.


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

Orbitz offers a wide range of Rutland rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Rutland condo rentals.


🏠 Is it free to cancel my Rutland vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Rutland vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Rutland. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


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

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Rutland apartments and enjoy an extended stay.


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

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Rutland package deals will get you even more savings.