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Our top choices for Pleasant Valley holiday rentals

1. Magnolia Suite

Magnolia Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"Great location in small town with some restaurants and shops. The room was spacious and light with high quality interior and design - very nice!!"
Norway
Christian
The price is £165
includes taxes & fees
9 Nov - 10 Nov
Magnolia Suite

2. Enjoy Staunton in the Heart of Shenandoah Valley

Enjoy Staunton in the Heart of Shenandoah Valley
3.0 star property
Staunton
The price is £348
includes taxes & fees
9 Nov - 10 Nov
Enjoy Staunton in the Heart of Shenandoah Valley

3. Ridgeview Retreat

Ridgeview Retreat
2.0 star property
Staunton
The price is £322
includes taxes & fees
17 Nov - 18 Nov
Ridgeview Retreat

4. The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (9 reviews)
"Electric charger and air-conditioning were key this weekend. Great location with easy walk to restaurants, entertainment and shops."
United States
Jennifer
The price is £147
includes taxes & fees
16 Nov - 17 Nov
The Serendipity Suite

5. Staunton Underground

Staunton Underground
2.0 star property
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed the apartment (felt at home) and enjoyed our first visit to Stauton Virginia. Passing through with our two dogs and needed a place to stay that we felt comfortable. Apartment was perfect location to walk around and look at all of the history this city has. Already planning on coming back!"
United States
Heather
The price is £172
includes taxes & fees
9 Nov - 10 Nov
Staunton Underground

6. Daydream & Draft

Daydream & Draft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"Lovely apartment with great amenities in a perfect location in historic downtown. Check in and out could not have been any easier. The bedrooom is at the back of the property, so it was very quiet. I would definitely stay here again!"
United States
Leslie
The price is £142
includes taxes & fees
18 Nov - 19 Nov
Daydream & Draft

7. The Storefront

The Storefront
3.5 star property
Staunton
9.2 out of 10, Wonderful, (59 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is £163
includes taxes & fees
16 Nov - 17 Nov
The Storefront

8. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, beyond wonderful. Gracious host. High end furniture and bedding. The backyard and pool area were just beautiful !!! I wish I stayed earlier in the year so i could enjoy the pool. The property is surrounded by wide open farm lands, Starry skies, birds and crickets. It was a very relaxing stay. I wish I could stay longer !!!"
United States
Barbara
The price is £259
includes taxes & fees
9 Nov - 10 Nov
The Guest Wing at Kateri

9. The Urban Cowboy

The Urban Cowboy
2.0 star property
Staunton
8.8 out of 10, Excellent, (8 reviews)
"Great place to stay very organized and has everything you need super clean !"
United States
Philip
The price is £147
includes taxes & fees
16 Nov - 17 Nov
The Urban Cowboy

10. The Bohemian Suite

The Bohemian Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"It was really nice. A bit pricey. "
United States
Bonny
The price is £147
includes taxes & fees
17 Nov - 18 Nov
The Bohemian Suite

11. Green on New

Green on New
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"We have stayed in many houses and condos, but this is by far the nicest one ever. This is actually a historic cottage in the historical district. The exterior is gorgeous. You have a swing on the front porch and a nice table and chairs in back. The backyard is so pretty. The owners have made so many special touches to ensure your stay is special. From beauty aids in the bathroom to waffle towels that dry you off in no time. Both bedrooms are nice size and have plenty of lights and plug...
United States
Kathy
The price is £192
includes taxes & fees
16 Nov - 17 Nov
Green on New

12. North Central Loft

North Central Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"Super clean, fun space. Would highly recommend for a stay in the area."
United States
Michael
The price is £340
includes taxes & fees
9 Nov - 10 Nov
North Central Loft

13. The Hunker Down

The Hunker Down
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This is an excellent property. It was very clean, spacious, modern, and incredibly well appointed. We lacked for nothing. The yard was cute, the property was within walking distance of just about everything, and the little patio with the chairs and tables to sit at and enjoy the weather were an added bonus. I wish every place I travel to had a place like this. It was absolutely delightful."
United States
Judith
The price is £181
includes taxes & fees
29 Nov - 30 Nov
The Hunker Down

14. Oma's Garden Oasis

Oma's Garden Oasis
2.0 star property
Staunton
The price is £150
includes taxes & fees
16 Nov - 17 Nov
Oma's Garden Oasis

15. The Mariposa

The Mariposa
2.0 star property
Staunton
The price is £214
includes taxes & fees
16 Nov - 17 Nov
The Mariposa

16. The Social Loft

The Social Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
The price is £190
includes taxes & fees
16 Nov - 17 Nov
The Social Loft

17. The Hideaway Suite

The Hideaway Suite
2.0 star property
Staunton
The price is £236
includes taxes & fees
16 Nov - 17 Nov
The Hideaway Suite

18. Kateri

Kateri
2.0 star property
Waynesboro
The price is £688
includes taxes & fees
9 Nov - 10 Nov
Kateri

19. The Woodward

The Woodward
2.0 star property
Staunton
The price is £303
includes taxes & fees
9 Dec - 10 Dec
The Woodward

20. Red Bud Suite

Red Bud Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"The suite is adorable and clean. The hosts are wonderful and the management company is very efficient and responsive. There is no beating the location due to it's proximity to downtown (an easy walk) yet the neighborhood is quite. I love the historical architecture of the building."
United States
Amy
The price is £165
includes taxes & fees
9 Nov - 10 Nov
Red Bud Suite
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 Pleasant Valley Hotel Reviews

Find out more about Pleasant Valley

Everything you need to know about Pleasant Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Pleasant Valley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Valley holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Valley holiday rentals we have selected for you start as low as £482 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Valley rentals

At Expedia, we put the best Pleasant Valley holiday 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 Pleasant 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 Pleasant Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant 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. 

Frequently asked questions

Can I find a holiday rental in Pleasant Valley?

Yes, there are holiday rentals close to the most popular sights in Pleasant Valley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pleasant Valley has to offer?

Mountainside Villas at Massanutten by Tripforth: This holiday home rental outside of Pleasant Valley is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court.

What can I see and do in Pleasant Valley?

Explore the area and family-friendly sights such as Massanutten Water Park, or get out into nature at a spot like Natural Chimneys. In the wider area, you’ll find Rockingham Fairgrounds and White Oak Lavender Farm & The Purple WOLF Vineyard.

What are holiday rentals like in Pleasant Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Valley. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for families.