Shenandoah Valley Vacation Rentals

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Our top choices for Shenandoah Valley vacation rentals

The West End Flats

The West End Flats
4.5 star property
West End
9.4 out of 10, Exceptional, (117 reviews)
"The property is pet friendly, clean, laundry in room and quiet"
United States
Charles
The price is CA $112
CA $127 total
includes taxes & fees
May 18 - May 19
The West End Flats

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (55 reviews)
"Friendly staff "
United States
Kyle
The price is CA $108
CA $120 total
includes taxes & fees
May 17 - May 18
Affordable Suites of America Waynesboro

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (234 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is CA $143
CA $160 total
includes taxes & fees
May 13 - May 14
Valley Extended Suites

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (98 reviews)
"Cozy cabin in the middle of the forest…"
United States
Mehran
The price is CA $190
CA $277 total
includes taxes & fees
May 18 - May 19
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
The price is CA $174
CA $199 total
includes taxes & fees
May 21 - May 22
SONSAK - MONTICELLO

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (40 reviews)
"Very clean close to every and anything local food was amazing and host had a book that showed a lot about the area which came in handy and grounds was so nice games was fun and pit was amazing bed was so comfortable shower pressure was great water was nice an hot too will come back "
United States
Varnell
The price is CA $179
CA $201 total
includes taxes & fees
Jun 11 - Jun 12
Roadhaven1830

Studio w/pool & hot tub -only minutes to Triple Crown hiking trails

Studio w/pool & hot tub -only minutes to Triple Crown hiking trails
Troutville
9.8 out of 10, Exceptional, (62 reviews)
"Very cozy place to stay…hot tub was amazing…I slept great….will stay again for sure."
United States
Laurie
The price is CA $123
CA $169 total
includes taxes & fees
May 12 - May 13
Studio w/pool & hot tub -only minutes to Triple Crown hiking trails

Restored 1840's Downtown Loft Near Blue Ridge Parkway

Restored 1840's Downtown Loft Near Blue Ridge Parkway
Historic Centertown Bedford
10.0 out of 10, Exceptional, (265 reviews)
"Great in town location, place was clean and well equipped with everything you would need."
United States
Bill H.
The price is CA $123
CA $234 total
includes taxes & fees
May 19 - May 20
Restored 1840's Downtown Loft Near Blue Ridge Parkway

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (60 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is CA $113
CA $157 total
includes taxes & fees
May 12 - May 13
The Firefly Springhouse

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (49 reviews)
"Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing. "
United States
Joyce B.
The price is CA $129
CA $321 total
includes taxes & fees
May 12 - May 13
Where the Trail Ends

Delightful Tiny Home! Great Views of Farm, Mountains

Delightful Tiny Home! Great Views of Farm, Mountains
Quicksburg
10.0 out of 10, Exceptional, (50 reviews)
"House was clean, kitchen was well stocked, and the hosts were very friendly and communicative. Lovely area to stay in. Farm fresh eggs were a plus for breakfast!"
United States
Caitlyn S.
The price is CA $111
CA $175 total
includes taxes & fees
May 17 - May 18
Delightful Tiny Home! Great Views of Farm, Mountains

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (34 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is CA $156
CA $366 total
includes taxes & fees
May 12 - May 13
Wintergreen Condo -Steps to Ski and restaurants

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

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (153 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is CA $150
CA $339 total
includes taxes & fees
May 12 - May 13
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
2.0 star property
Basye
9.8 out of 10, Exceptional, (68 reviews)
"Great ambiance pet friendly and great momentofzen"
United States
Tamirate
The price is CA $161
CA $238 total
includes taxes & fees
Jun 10 - Jun 11
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Welcome to the daughter of the stars

Welcome to the daughter of the stars
Mt Crawford
10.0 out of 10, Exceptional, (51 reviews)
"This was a great place to stay with a very kind and helpful host. "
United States
Rembrandt V.
The price is CA $97
CA $309 total
includes taxes & fees
May 12 - May 13
Welcome to the daughter of the stars

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (127 reviews)
"great stay"
United States
Vickie G.
The price is CA $159
CA $352 total
includes taxes & fees
May 17 - May 18
Escape to the Blue Ridge Mountains at Wine-tergreen!

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful cozy condo close to the golf course and the slopes. "
United States
Deborah R.
The price is CA $164
CA $341 total
includes taxes & fees
May 17 - May 18
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (103 reviews)
"The mountain views from the balcony are spectacular!"
United States
Becca R.
Endless Mountain Top Views from All The Way Up!

The Washhouse

The Washhouse
Harrisonburg
10.0 out of 10, Exceptional, (59 reviews)
"It was very cozy and the owners were great to work with!"
United States
Cooked C.
The price is CA $135
CA $180 total
includes taxes & fees
May 12 - May 13
The Washhouse

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (103 reviews)
"This place is such a gem. Stunning property, clean, and comfortable. You can tell the hosts take a lot of pride in this place. Loved it. "
United States
Warren
The price is CA $178
CA $270 total
includes taxes & fees
May 12 - May 13
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
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.
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Top Shenandoah Valley Hotel Reviews

Find out more about Shenandoah Valley

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Shenandoah Valley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.