Compare Charlottesville Vacation Rentals

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Charlottesville Rentals

Ivy Rose Cottage nestled b/t Cville & Vineyards

Ivy Rose Cottage nestled b/t Cville & Vineyards

9.37 mi from city center
$295 nightly
The price is $337 total per night
$337 total
Nov 10 - Nov 11
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities. This family-friendly cabin also has a garden.
Kitchen
Washer
Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.

9.5 mi from city center
$257 nightly
The price is $294 total per night
$294 total
Nov 17 - Nov 18
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This family-friendly cottage also has a garden.
Kitchen
Washer
Loveshack, a charming tiny house on a 5 acre farm

Loveshack, a charming tiny house on a 5 acre farm

4.7 mi from city center
At this cottage, guests have access to features like laundry facilities. This cottage also has a garden.
Kitchen
Washer
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2 out of 5
2010 Madison Rd, Stanardsville, VA
20.37 mi from city center
$199 nightly
The price is $225 total per night
$225 total
Nov 4 - Nov 5
Total with taxes and fees
At Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy, guests have access to features like express check-out. A stay here includes free parking. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Kitchen
Pet friendly
Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23

2 out of 5
Wintergreen Resort, VA
25.86 mi from city center
Guests staying at this chalet enjoy a gym, a sauna, and a hot tub. Other amenities at this family-friendly chalet include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort, VA
26.24 mi from city center
New Build! Log Cabin with Hot Tub in Wintergreen features a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Wow! What A View!

Wow! What A View!

26.46 mi from city center
This condo features an outdoor pool and laundry facilities.
Pool
Kitchen
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

26.78 mi from city center
$166 nightly
The price is $186 total per night
$186 total
Nov 9 - Nov 10
Total with taxes and fees
Guests staying at this condo enjoy a water park, a hot tub, and laundry facilities.
Pool
Hot Tub
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

24.02 mi from city center
This cabin features a gym and laundry facilities.
Kitchen
Washer
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

27.91 mi from city center
$378 nightly
The price is $417 total per night
$417 total
Nov 2 - Nov 3
Total with taxes and fees
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. This family-friendly vacation home also has barbecue grills.
Hot Tub
Kitchen
Massanutten's Woodstone Meadows by Tripforth

Massanutten's Woodstone Meadows by Tripforth

4 out of 5
1822 Resort Dr, McGaheysville, VA
29.11 mi from city center
Guests of Massanutten's Woodstone Meadows by Tripforth have access to an outdoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include an indoor tennis court, conference space, and an arcade/game room.
Pool
Parking included
Massanutten Resort by Tripforth

Massanutten Resort by Tripforth

3 out of 5
1822 Resort Drive, McGaheysville, VA
29.11 mi from city center
Guests of Massanutten Resort by Tripforth enjoy a full-service spa, an indoor pool, and an outdoor pool. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Other amenities at this spa vacation home include a gym, free WiFi in public areas, and an arcade/game room.
Pool
Parking included
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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.

Charlottesville Large Group Rentals

How to Book Vacation Rentals in Charlottesville



🏠 What is the best price for Charlottesville vacation rentals?

Charlottesville vacation rentals range in price, starting at $186 per night.


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

Orbitz offers a wide range of Charlottesville 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 Charlottesville condo rentals.


🏠 Is it free to cancel my Charlottesville 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 Charlottesville 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 Charlottesville. 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 Charlottesville?

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 Charlottesville apartments and enjoy an extended stay.


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

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 Charlottesville package deals will get you even more savings.

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