Shenandoah Valley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Shenandoah Valley vacation rentals

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, (67 reviews)
"Great ambiance pet friendly and great momentofzen"
United States
Tamirate
The price is CA $175
CA $253 total
includes taxes & fees
May 19 - May 20
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

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 $178
CA $200 total
includes taxes & fees
Jun 2 - Jun 3
Roadhaven1830

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
The price is CA $172
CA $197 total
includes taxes & fees
May 4 - May 5
SONSAK - MONTICELLO

The West End Flats

The West End Flats
4.5 star property
West End
9.4 out of 10, Exceptional, (113 reviews)
"The property is pet friendly, clean, laundry in room and quiet"
United States
Charles
The price is CA $209
CA $236 total
includes taxes & fees
May 16 - May 17
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 $107
CA $119 total
includes taxes & fees
May 7 - May 8
Affordable Suites of America Waynesboro

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (229 reviews)
"Very clean and quiet! Could not beat this room for the price. More than enough space to move around. Would highly recommend!"
United States
Shannon
The price is CA $155
CA $172 total
includes taxes & fees
May 3 - May 4
Valley Extended Suites

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 $110
CA $174 total
includes taxes & fees
May 7 - May 8
Delightful Tiny Home! Great Views of Farm, Mountains

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (357 reviews)
"Wonderful getaway!"
United States
Samantha T.
The price is CA $212
CA $377 total
includes taxes & fees
May 5 - May 6
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (360 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
The price is CA $212
CA $377 total
includes taxes & fees
May 6 - May 7
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Ivy Rose Cottage nestled b/t Cville & Vineyards

Ivy Rose Cottage nestled b/t Cville & Vineyards
Charlottesville
10.0 out of 10, Exceptional, (78 reviews)
"Loved staying here!"
United States
Rebecca E.
The price is CA $243
CA $460 total
includes taxes & fees
May 4 - May 5
Ivy Rose Cottage nestled b/t Cville & Vineyards

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, (94 reviews)
"Wonderful views and hidden get away "
United States
Jennifer
The price is CA $189
CA $276 total
includes taxes & fees
May 18 - May 19
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

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, (152 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is CA $149
CA $340 total
includes taxes & fees
May 4 - May 5
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Huddleston
9.8 out of 10, Exceptional, (28 reviews)
"The lake was beautiful. Although, too early in season for boat tour or outdoor pools. Needed help from wait staff at Tiff's Restaurant to locate indoor pool. "
United States
Bruce
The price is CA $135
CA $362 total
includes taxes & fees
May 4 - May 5
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

The Modern Mountain Condo

The Modern Mountain Condo
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 $128
CA $319 total
includes taxes & fees
May 3 - May 4
The Modern Mountain Condo

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, (100 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is CA $177
CA $267 total
includes taxes & fees
May 31 - Jun 1
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

On farm cottage with mountain views.

On farm cottage with mountain views.
Bridgewater
10.0 out of 10, Exceptional, (60 reviews)
"An amazing gem in the countryside!"
United States
Rob C.
The price is CA $153
CA $246 total
includes taxes & fees
May 3 - May 4
On farm cottage with mountain views.

Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (70 reviews)
"The apartment was beautifully decorated and immaculately clean. It was close to everything we intended to get to and we appreciated how easy it was to check in and check out. It was so comfortable and homey. "
United States
Natalie
The price is CA $204
CA $335 total
includes taxes & fees
May 7 - May 8
Stay in Crozet Train Suite in Downtown Crozet

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, (263 reviews)
"Great in town location, place was clean and well equipped with everything you would need."
United States
Bill H.
The price is CA $122
CA $232 total
includes taxes & fees
May 5 - May 6
Restored 1840's Downtown Loft Near Blue Ridge Parkway

The White Pine Loft: Perfect for Couples!

The White Pine Loft: Perfect for Couples!
Stanley
9.8 out of 10, Exceptional, (74 reviews)
"We were impressed how everything was clean and orderly!"
United States
Diane B.
The price is CA $285
CA $372 total
includes taxes & fees
May 3 - May 4
The White Pine Loft: Perfect for Couples!

Log Cabin on the River

Log Cabin on the River
Stanardsville
9.8 out of 10, Exceptional, (44 reviews)
"Great place to get away for peace and quiet"
United States
Winslow
The price is CA $204
CA $340 total
includes taxes & fees
May 6 - May 7
Log Cabin on the River
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.
Save an average of 15% on thousands of hotels when you're signed in

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.