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Chester Gap Vacation Rentals

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Vacation Rentals in Chester Gap

Modern Mountain Retreat w/ Deck + Hot Tub!

9.8 out of 10, Exceptional, (74)
"Very comfortable and spacious place with all the comforts of home. We wanted to get away and just relax for a few days and this was perfect!"
Modern Mountain Retreat w/ Deck + Hot Tub!

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (321)
"We thoroughly enjoyed our stay here. From the moment you walk into the cabin, the views are spectacular and the surroundings are relaxing. We had a wonderful time and can’t wait to come back in the warmer weather to enjoy the outdoors more within a quick drive of lots of parks and scenic views Very clean and well appointed top-notch. "
Star view cabin-Riverfront

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

10.0 out of 10, Exceptional, (331)
"The property was on a beautiful valley right next to the Shenandoah river. Everything was about as perfect as it could be. Would definitely recommend. "
The price is CA $216
CA $375 total
includes taxes & fees
Jul 20 - Jul 21
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

9.6 out of 10, Exceptional, (185)
"Such a beautiful property. Very rustic charm inside. The screened in porch and rocking chairs made the weekend. Will return to this property in the future. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

9.8 out of 10, Exceptional, (292)
"We stayed just 2 nights and absolutely loved it. Totally going back again! "
The price is CA $274
CA $434 total
includes taxes & fees
Aug 10 - Aug 11
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (87)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Lookout Cabin in the mountains, Amazing Views!

10.0 out of 10, Exceptional, (14)
"Great spot - beautiful and laid back. Brian was very flexible which is greatly appreciated. "
The price is CA $266
CA $502 total
includes taxes & fees
Jul 20 - Jul 21
Lookout Cabin in the mountains, Amazing Views!

Falling Leaf Cabin - Rustic Charm With Modern Decor!

9.8 out of 10, Exceptional, (288)
"Exceeded expectations."
Falling Leaf Cabin - Rustic Charm With Modern Decor!

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (156)
"It was clean. It had a beautiful drive to it and it was tucked up in the woods. It would be nice if there was curtains, but that is OK. You are surrounded by trees. Enjoyed our visit. Has a very cute town nearby. Wasn’t in the house very much was enjoying all the scenery."
Secluded River Cabin Getaway (Masten Cabin)

Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

10.0 out of 10, Exceptional, (32)
"We came for our honeymoon and had a great time. Thanks!"
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi

9.8 out of 10, Exceptional, (58)
"Clean, well appointed cabin. Good communication"
Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (8)
"2 night stay celebrating our 21 year anniversary! Host was attentive & communicated through text daily to check how our stay was going! Unique property grounds & highly enjoyable!"
The price is CA $251
CA $393 total
includes taxes & fees
Jul 28 - Jul 29
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

10.0 out of 10, Exceptional, (1)
"Our stay at Bala’s home was wonderful. The location right on the river is perfect for a relaxing getaway. A very close drive to the National Park and Front Royal. The home is updated nicely and amenities are well stocked, above average kitchen supplies from the typical vacation rental. Do note that there are no tvs in the bedrooms which we appreciated but some may not. Overall it was great. "
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

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

10.0 out of 10, Exceptional, (319)
"My wife & I needed a break from the daily grind & this place was exactly what the doctor ordered. Highly highly recommend this place to anyone. We hope to be able to return again sometime"
The price is CA $253
CA $425 total
includes taxes & fees
Jul 23 - Jul 24
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

10.0 out of 10, Exceptional, (45)
"Great getaway location. Beautiful property"
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (319)
"Beautiful cabin and spectacular location. Highly recommended for a great escape. Loved it!!!"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Heaven's Hideaway- perfect getaway near the river!

9.8 out of 10, Exceptional, (115)
"Nice peaceful location"
Heaven's Hideaway- perfect getaway near the river!

Beautiful Private Cabin, adjacent to the National Forest

9.8 out of 10, Exceptional, (128)
"Peaceful and wonderful. Well appointed and very clean"
Beautiful Private Cabin, adjacent to the National Forest

The Perch Riverfront Cabin - Starlink Wi-Fi

9.4 out of 10, Exceptional, (35)
"A wonderful little A-frame style cabin located right along a bend in the Shenandoah River and just 20 minutes from Luray! It was the perfect little weekend getaway spot to disconnect for a while and enjoy nature. "
The Perch Riverfront Cabin - Starlink Wi-Fi

Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

9.2 out of 10, Wonderful, (230)
"Quiet, cozy cabin in serene setting. "
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah 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.
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Frequently asked questions

Are there vacation rentals in Chester Gap?

Yes, we offer vacation rentals close to popular points of interest in Chester Gap, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Chester Gap?

Modern Mountain Retreat w/ Deck + Hot Tub!: This highly rated vacation home rental in Chester Gap offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals will I find in Chester Gap?

Choose from 3 Expedia vacation rentals in Chester Gap for a memorable vacation.

What can I see and do in Chester Gap?

While exploring the area, visit family-friendly sights like Dinosaur Land, or get outside and enjoy nature at Shenandoah National Park. Dickey Ridge Visitor Center and Linden Vineyards are a couple of places you'll find in the larger area.

What are vacation rentals like in Chester Gap?

Vacation rentals are privately owned accommodations you can book for several days or more in Chester Gap. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.