Pleasant Valley Holiday Rentals

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Our top choices for Pleasant Valley holiday rentals

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 NZ$317
includes taxes & fees
8 Apr - 9 Apr
On farm cottage with mountain views.

The Washhouse

The Washhouse
Harrisonburg
10.0 out of 10, Exceptional, (56 reviews)
"It was very cozy and the owners were great to work with!"
United States
Cooked C.
The price is NZ$230
includes taxes & fees
8 Apr - 9 Apr
The Washhouse

Creekside Villa 1 bedroom

Creekside Villa 1 bedroom
Elkton
9.8 out of 10, Exceptional, (7 reviews)
"Easy check in and perfect location about 5 minutes from park entrance"
United States
Nathaniel J.
The price is NZ$220
includes taxes & fees
13 Apr - 14 Apr
Creekside Villa 1 bedroom

Conductor's Suite at the Depot in charming Shenandoah

Conductor's Suite at the Depot in charming Shenandoah
Shenandoah
9.2 out of 10, Wonderful, (10 reviews)
"Super cute place in an amazing location. Everyone in town was very friendly and the scenery was incredible. I wish we had more time to explore the area."
United States
Jamison D.
The price is NZ$313
includes taxes & fees
19 Apr - 20 Apr
Conductor's Suite at the Depot in charming Shenandoah

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying at the Serendipity Suite in beautiful Staunton! It's a lovely apartment and our hosts made us feel so comfortable with all of the little thoughtful extras."
United States
Patricia
The price is NZ$312
includes taxes & fees
22 Apr - 23 Apr
The Serendipity Suite

Historic Funk House

Historic Funk House
Singers Glen
10.0 out of 10, Exceptional, (8 reviews)
"The house was spectacular. Beautifully renovated and rich in history in a perfect location. Spent two nights while visiting JMU for family weekend. It was perfect and we hope to return soon. "
United States
Melissa J.
The price is NZ$662
includes taxes & fees
12 Apr - 13 Apr
Historic Funk House

Wood Haven Lodge 2 bedroom

Wood Haven Lodge 2 bedroom
Elkton
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay. Property was clean and cozy. Beautiful views. Loved the farm setting! "
United States
Timea Z.
The price is NZ$343
includes taxes & fees
13 Apr - 14 Apr
Wood Haven Lodge 2 bedroom

Hunker Down: Fenced in Yard, Pet Friendly!

Hunker Down: Fenced in Yard, Pet Friendly!
Staunton
9.0 out of 10, Wonderful, (13 reviews)
"We stayed here with our two kids (age 2 and 3) and would stay again! The apartment was incredibly clean with plenty of space and everything we needed. We sleep with white noise machines and had no issues with noise at all. Check in and parking was easy and the hosts were very responsive. "
United States
Michelle S.
The price is NZ$565
includes taxes & fees
7 May - 8 May
Hunker Down: Fenced in Yard, Pet Friendly!

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.
Welcome to the daughter of the stars

The Depot Loft at Shenandoah

The Depot Loft at Shenandoah
Shenandoah
10.0 out of 10, Exceptional, (23 reviews)
"We only stayed for one night but the rental was great"
United States
Mike B.
The price is NZ$509
includes taxes & fees
8 Apr - 9 Apr
The Depot Loft at Shenandoah

Mountain Views, Resort Access, Full Kitchen!

Mountain Views, Resort Access, Full Kitchen!
McGaheysville
9.4 out of 10, Exceptional, (6 reviews)
"Great house. The neighborhood deer were a special touch. We loved the high ceiling in the living room, large and comfortable beds, and in-home jacuzzi and sauna. The kitchen was well stocked. Thank you for a great stay!"
United States
Bea T.
The price is NZ$538
includes taxes & fees
8 Apr - 9 Apr
Mountain Views, Resort Access, Full Kitchen!

Magnolia House

Magnolia House
Broadway
10.0 out of 10, Exceptional, (3 reviews)
"Third time staying here! Always a great stay! Very clean and cute area!"
Canada
Erin B.
The price is NZ$381
includes taxes & fees
8 Apr - 9 Apr
Magnolia House

Minutes to JMU and Massanutten! Mountain view, firepit, jet tub, games + more!

Minutes to JMU and Massanutten! Mountain view, firepit, jet tub, games + more!
Penn Laird
10.0 out of 10, Exceptional, (12 reviews)
"Great amenities, very clean, "
United States
Karen C.
The price is NZ$663
includes taxes & fees
8 Apr - 9 Apr
Minutes to JMU and Massanutten! Mountain view, firepit, jet tub, games + more!

'the Overlook' in Massanuttens All Season Resort

'the Overlook' in Massanuttens All Season Resort
3.0 star property
McGaheysville
The price is NZ$761
includes taxes & fees
8 Apr - 9 Apr
'the Overlook' in Massanuttens All Season Resort

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is NZ$397
includes taxes & fees
8 Apr - 9 Apr
The Storefront

Secluded 1BR/1BA Massanutten mountain hideout.

Secluded 1BR/1BA Massanutten mountain hideout.
McGaheysville
10.0 out of 10, Exceptional, (4 reviews)
"It was a beautiful quiet peaceful place to stay. It was clean well laid out and a perfect place for the two of us and our dogs. Jeffery responded to any questions I had quickly and thoughtfully. There was a lot to do within 5 minutes or less. We will definitely stay there again! "
United States
cristina L.
Secluded 1BR/1BA Massanutten mountain hideout.

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Verona
10.0 out of 10, Exceptional, (66 reviews)
"Everything was great! We enjoyed this stay immensely. "
United States
Deborah F.
The price is NZ$532
includes taxes & fees
19 Apr - 20 Apr
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

The Pop Inn: Family Destination, Walk Dwntwn

The Pop Inn: Family Destination, Walk Dwntwn
Staunton
10.0 out of 10, Exceptional, (24 reviews)
"Great place- very clean & convenient"
United States
Susan B.
The price is NZ$390
includes taxes & fees
15 Apr - 16 Apr
The Pop Inn: Family Destination, Walk Dwntwn

The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12

The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
Massanutten
9.8 out of 10, Exceptional, (97 reviews)
"Enjoyed the gingerbread stay!"
United States
Mike C.
The price is NZ$764
includes taxes & fees
8 Apr - 9 Apr
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12

Experience mountain luxury at Black Bear Ridge! This 6-bedroom, 4-bath retreat features sweeping views, private decks, a hot tub, pool table, and a chef’s kitchen for 14+. Modern furnishings, high-speed WiFi & pet-friendly stays.

Experience mountain luxury at Black Bear Ridge! This 6-bedroom, 4-bath retreat features sweeping views, private decks, a hot tub, pool table, and a chef’s kitchen for 14+. Modern furnishings, high-speed WiFi & pet-friendly stays.
McGaheysville
7.6 out of 10, Good, (4 reviews)
"We had a nice stay at this home, it suited our group well. The layout is good for multiple sets of couples and I liked the access to resort amenities and access to restaurants and local activities. The house is located on a side road in the resort so low traffic and quiet area, good for a relaxing time."
United States
Justin C.
The price is NZ$1,065
includes taxes & fees
12 Apr - 13 Apr
Experience mountain luxury at Black Bear Ridge! This 6-bedroom, 4-bath retreat features sweeping views, private decks, a hot tub, pool table, and a chef’s kitchen for 14+. Modern furnishings, high-speed WiFi & pet-friendly stays.
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, 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 NZ$220 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 Grand Caverns. In the wider area, you’ll find Shenandoah Heritage Market and Rockingham Fairgrounds.

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.