Photo by Karyn Leary

Vacation rentals in Greenwood

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Top vacation rentals in Greenwood

Valley Extended Suites

Valley Extended Suites

3 out of 5
399 Mule Academy Rd, Fishersville, VA
Free Cancellation
Reserve now, pay when you stay
11.6 mi from city center
$108 nightly
The price is $121 total per night
$121 total
May 26 - May 27
Total includes taxes and fees
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, express check-out, and a computer station are also offered.
Kitchen
Parking included
The Ultimate Escape. Unpack, Relax, Enjoy

The Ultimate Escape. Unpack, Relax, Enjoy

17.42 mi from city center
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This cabin features laundry facilities.
Kitchen
Washer
1802 cottage once part of Monticello and owned by Thomas Jefferson

1802 cottage once part of Monticello and owned by Thomas Jefferson

19.66 mi from city center
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This cottage features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

13.1 mi from city center
$221 nightly
The price is $248 total per night
$248 total
May 25 - May 26
Total includes taxes and fees
This condo features laundry facilities.
Pool
Kitchen
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

13.71 mi from city center
$366 nightly
The price is $411 total per night
$411 total
May 27 - May 28
Total includes taxes and fees
This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

14.37 mi from city center
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This cottage includes a garden and laundry facilities.
Kitchen
Washer
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

13.16 mi from city center
$217 nightly
The price is $244 total per night
$244 total
May 22 - May 23
Total includes taxes and fees
A water park and a hot tub are featured at this smoke-free condo. Laundry facilities are provided for your convenience.
Pool
Hot Tub
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3 out of 5
45 Royal Oaks Ln, Montebello, VA
17.69 mi from city center
$261 nightly
The price is $286 total per night
$286 total
May 28 - May 29
Total includes taxes and fees
This cabin features a garden, barbecue grills, and free self parking. A picnic area is also provided.
Parking included
Free WiFi
Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views

13.07 mi from city center
$261 nightly
The price is $293 total per night
$293 total
May 26 - May 27
Total includes taxes and fees
This condo features laundry facilities.
Kitchen
Washer
Welcome to the daughter of the stars

Welcome to the daughter of the stars

18.38 mi from city center
$145 nightly
The price is $160 total per night
$160 total
May 22 - May 23
Total includes taxes and fees
This apartment includes a garden and barbecue grills.
Kitchen
Air conditioning
Last chance to ski Massanutten March Special, just $99/night 2 night minimum

Last chance to ski Massanutten March Special, just $99/night 2 night minimum

16.77 mi from city center
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This cottage features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Afton Mountain Vineyards

Afton Mountain Vineyards

2 out of 5
234 Vineyard Ln, Afton, VA
5.43 mi from city center
$338 nightly
The price is $379 total per night
$379 total
May 22 - May 23
Total includes taxes and fees
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.
Pet friendly
Parking included
Ivy Rose Cottage nestled b/t Cville & Vineyards

Ivy Rose Cottage nestled b/t Cville & Vineyards

6.91 mi from city center
$319 nightly
The price is $365 total per night
$365 total
May 22 - May 23
Total includes taxes and fees
This cabin includes a garden and laundry facilities.
Kitchen
Washer
Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.

6.78 mi from city center
$275 nightly
The price is $314 total per night
$314 total
May 22 - May 23
Total includes taxes and fees
This cottage includes a garden and laundry facilities.
Kitchen
Washer
Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi

Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi

2 out of 5
16.36 mi from city center
$313 nightly
The price is $358 total per night
$358 total
May 25 - May 26
Total includes taxes and fees
A garden is available at this vacation home.
Kitchen
Air conditioning
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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.

The Best Way to Find your Vacation Rentals in Greenwood

How cheap can a vacation rental in Greenwood be?

You can find vacation rentals in Greenwood for as low as $121 total per night.

How do you look for the best vacation rental deals in Greenwood with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Greenwood so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Greenwood can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Greenwood?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Greenwood vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Greenwood?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Greenwood vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Greenwood?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Greenwood vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.