Photo by Brian V. Rowe

Search Chester Gap Cottage Rentals from CA $342

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chester Gap Cottages

Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (45)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Outdoor spa tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.8 out of 10, Exceptional, (12)
"We loved the property and the access to the river."
The price is CA $342
CA $521 total
includes taxes & fees
Aug 11 - Aug 12
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns
Exterior

Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns

9.6 out of 10, Exceptional, (216)
"Amazing and relaxing"
Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns
Homey Luray Cabin w/ Fire Pit & Deck!
House (2 Bedrooms) | Interior

Homey Luray Cabin w/ Fire Pit & Deck!

3.0 star property
9.0 out of 10, Wonderful, (2)
"The downstairs area would not get warm enough to stay downstairs, the wood for the back porch was rotting too underneath so we stayed off that, and I’m not sure if it was someone who stayed before left a box of beer by the jacuzzi. Overall we had a good time. "
Homey Luray Cabin w/ Fire Pit & Deck!
Weekend getaway short distance from DC/Northern Virginia
Property grounds

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (86)
"This place was cozy and welcoming, exactly what we were looking for on a weekend away."
Weekend getaway short distance from DC/Northern Virginia
Mountain Town Adventures Home w/ Fire Pit!
Exterior

Mountain Town Adventures Home w/ Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was fantastic"
Mountain Town Adventures Home w/ Fire Pit!
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Outdoor spa tub

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

9.8 out of 10, Exceptional, (28)
"So much to do in the area, cute little cottage, very clean and comfortable "
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Front Royal Retreat ~ 1 Mi to National Park!
Exterior

Front Royal Retreat ~ 1 Mi to National Park!

3.0 star property
Front Royal Retreat ~ 1 Mi to National Park!
Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat
Exterior

Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat

10.0 out of 10, Exceptional, (45)
"Incredibly comfortable and peaceful. Surrounded by animals of all kinds and great hiking on the property."
Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat
Sunny Front Royal Vacation Rental w/ Hot Tub!
Interior

Sunny Front Royal Vacation Rental w/ Hot Tub!

3.0 star property
Sunny Front Royal Vacation Rental w/ Hot Tub!
Country Elegance overlooking the Shenandoah River
Outdoor spa tub

Country Elegance overlooking the Shenandoah River

10.0 out of 10, Exceptional, (105)
"It was so relaxing & beautiful! We loved the views from every room , even the bathroom upstairs! "
Country Elegance overlooking the Shenandoah River
Chic Front Royal Retreat Near Shenandoah River!
House (2 Bedrooms) | Interior

Chic Front Royal Retreat Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (5)
"Nice place near skyline drive"
Chic Front Royal Retreat Near Shenandoah River!
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Interior

Home w/ Hot Tub Near Shenandoah Nat'l Park!

3.0 star property
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Hunt Country cottage in Upperville!
Exterior

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay and look forward to booking again next year!"
Hunt Country cottage in Upperville!
Modern Mountain Retreat w/ Deck + Hot Tub!
Terrace/patio

Modern Mountain Retreat w/ Deck + Hot Tub!

3.0 star property
Modern Mountain Retreat w/ Deck + Hot Tub!
Spectacular Cottage with Shenandoah River Views
Terrace/patio

Spectacular Cottage with Shenandoah River Views

10.0 out of 10, Exceptional, (208)
"We loved our stay here. Came here to escape DC. Very easy to get to. Still close to civilization but still feels remote on the property. 20 minutes from Skyline Drive."
Spectacular Cottage with Shenandoah River Views
Front Royal Hilltop Cabin w/ Panoramic Views!
Outdoor spa tub

Front Royal Hilltop Cabin w/ Panoramic Views!

3.0 star property
Front Royal Hilltop Cabin w/ Panoramic Views!
Romantic Cottage with Private Hot Tub
Exterior

Romantic Cottage with Private Hot Tub

9.8 out of 10, Exceptional, (66)
"Stayed here as we planned to hike old rag and everything about this place is great. Will definitely plan to return for future stay !"
Romantic Cottage with Private Hot Tub
Beautiful Cottage on a Lavender Farm in the Blue Ridge Mountains
Outdoor dining

Beautiful Cottage on a Lavender Farm in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (31)
"We had a great time at LeFay Cottage and will definitely return!"
Beautiful Cottage on a Lavender Farm in the Blue Ridge Mountains
Cottage Getaway for Two with Private Hot Tub
Exterior

Cottage Getaway for Two with Private Hot Tub

9.8 out of 10, Exceptional, (50)
"We booked this cabin as a last minute trip to hike old rag and also bring our pup along and it was more than I could've imagined!! Have stayed in this area before and this place knocked all others out of the park we will definitely be back!"
Cottage Getaway for Two with Private Hot Tub
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
Sign in
Sign up, it's free

Top Chester Gap Hotel Reviews

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"Clean, spacious room located near highway. Nice and friendly staff."
Mohammadreza 1-night trip
Posted 1 day ago
Ramada by Wyndham Strasburg/Shenandoah Valley