Shenandoah Valley Vacation Rentals

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In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Shenandoah Valley vacation rentals

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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, (90 reviews)
"Second time staying with the family here. We had so much fun! Kids love the experience! Highly recommended! "
United States
Yan
$158 nightly
The price is $179
May 18 - May 19
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Luxury Apartment, Multiple Beds, Non Smoking, Garden View | Egyptian cotton sheets, premium bedding, memory foam beds

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
$127 nightly
The price is $145
Apr 29 - Apr 30
Total with taxes and fees
SONSAK - MONTICELLO
Brewpub

The West End Flats

The West End Flats
4.5 star property
West End
9.4 out of 10, Exceptional, (109 reviews)
"The property is pet friendly, clean, laundry in room and quiet"
United States
Charles
$100 nightly
The price is $113
Apr 19 - Apr 20
Total with taxes and fees
The West End Flats
Double Room, Ensuite | Lobby

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
$135 nightly
The price is $152
Apr 19 - Apr 20
Total with taxes and fees
Roadhaven1830
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (221 reviews)
"Nice place"
United States
Orhan
$105 nightly
The price is $117
Apr 21 - Apr 22
Total with taxes and fees
Valley Extended Suites
Standard Suite, 1 Queen Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (54 reviews)
"Always a pleasant stay."
United States
MARJORIE
$83 nightly
The price is $92
Apr 20 - Apr 21
Total with taxes and fees
Affordable Suites of America Waynesboro
Exterior

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (24 reviews)
"Very nice space. Clean, quiet, and comfortable. Host very responsive to any questions or information needs. Would definitely consider staying here again."
United States
Brian T.
$210 nightly
The price is $240
Apr 19 - Apr 20
Total with taxes and fees
Unit 3 - Luxury King Suite with Private Balcony
Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (57 reviews)
"Loved out stay! "
United States
Emilee
$367 nightly
The price is $394
Apr 19 - Apr 20
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
Fireplace

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (48 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.
$210 nightly
The price is $236
Apr 19 - Apr 20
Total with taxes and fees
The Modern Mountain Condo
2 bedrooms, free WiFi, bed sheets

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Belmont
9.8 out of 10, Exceptional, (58 reviews)
"Wonderful little duck right within walking distance of a lot of fun."
United States
Chase J.
$192 nightly
The price is $219
Apr 29 - Apr 30
Total with taxes and fees
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
View from property

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
2.0 star property
Basye
9.6 out of 10, Exceptional, (63 reviews)
"Very Cute, clean and cozy! We had a great time! Only downfall is you run out of hot water pretty fast, so shower quickly! Calm, peaceful surroundings, and a walking trail if you choose to venture away from your campsite"
United States
Samantha
$150 nightly
The price is $165
May 18 - May 19
Total with taxes and fees
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
Exterior

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (107 reviews)
"Very nice, updated place with everything we needed. We would definitely stay here again!"
United States
Kimberly M.
$307 nightly
The price is $345
May 1 - May 2
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (16 reviews)
"Very quiet and peaceful stay. "
United States
Timika
$205 nightly
The price is $223
May 18 - May 19
Total with taxes and fees
Love Ridge Mountain Lodging
Fridge, microwave, oven, stovetop

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"Amazing spot! Ski in - out was so convenient and a quick walk to the village! Phyllis was amazing and the condo was beautiful! Would definitely book this condo again! "
United States
Susan J.
$370 nightly
The price is $409
Apr 19 - Apr 20
Total with taxes and fees
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Private kitchen

Fishersville Oasis

Fishersville Oasis
2.0 star property
Fishersville
$190 nightly
The price is $211
Apr 19 - Apr 20
Total with taxes and fees
Fishersville Oasis
Pool

"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, (353 reviews)
"Wonderful getaway!"
United States
Samantha T.
$239 nightly
The price is $276
Apr 21 - Apr 22
Total with taxes and fees
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
1 bedroom, desk, internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.8 out of 10, Exceptional, (42 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
$261 nightly
The price is $293
Apr 19 - Apr 20
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views
Outdoor dining

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, (126 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
$229 nightly
The price is $257
Apr 19 - Apr 20
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (31 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
$210 nightly
The price is $232
Apr 19 - Apr 20
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (33 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
$238 nightly
The price is $267
Apr 19 - Apr 20
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
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

Motel 6 Staunton, VA

Motel 6 Staunton, VA

10/10 Excellent
"Room was exceptional clean, bathroom looked newly renovated, walk in shower, nicely tiled. As was the entire bathroom. Full sized refrigerator that worked well. No dinky pillows, great big fluffy pillows. Beds were kinda hard. Television had all the networks with several premium channels like HGTV, Fox News, better than home for sure. Nice thick walls so you didn't hear the neighbors, above or to the side of you. Fields to let your dogs run, if you dog is trained properly. Very well bright lighted at night. Went out to let the K9 do her business at 3 am, and it was like daylight. Only one very suspicious vehicle idling in the parking lot, that disappeared quickly when we (K9 &I) walked across the lot. No morning breakfast, but plenty of places to eat at one exit down( McD, CB, Perkins etc). Pool wasn't open, but it was early April and still a chane of cold temps."
brent 1-night trip
Posted 3 hours ago
Motel 6 Staunton, VA

Find out more about Shenandoah Valley

Everything you need to know about Shenandoah Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shenandoah Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shenandoah Valley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shenandoah Valley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shenandoah Valley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shenandoah Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $92 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shenandoah Valley rentals

At Expedia, we put the best Shenandoah Valley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shenandoah Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shenandoah Valley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shenandoah Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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