Holiday Homes in Chester Gap

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chester Gap holiday homes

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.6 out of 10, Exceptional, (8 reviews)
"Nice cozy tiny home"
United States
Erick C.
The price is €198
includes taxes & fees
18 May - 19 May
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (40 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is €266
includes taxes & fees
18 May - 19 May
Newly renovated Farm cottage with Mountain views

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (25 reviews)
"Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!"
United States
Brian B.
The price is €193
includes taxes & fees
20 May - 21 May
Mountain View Bungalow in Front Royal

Cozy Farmhouse by Shenandoah with Mountain Views

Cozy Farmhouse by Shenandoah with Mountain Views
2, East Luray
10.0 out of 10, Exceptional, (14 reviews)
"Thank you so much for a great stay. It is an outstanding house in a great location. Close to all local restaurants and activities."
United States
Scott H.
Cozy Farmhouse by Shenandoah with Mountain Views

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (90 reviews)
"Hilltop Hideaway is a very charming house out in the middle of beautiful country by itself. We only stayed one night but we were very impressed with how clean the house is."
United States
Lisa S.
The price is €378
includes taxes & fees
18 May - 19 May
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Bear Ridge Cabin-Views & Hot tub

Bear Ridge Cabin-Views & Hot tub
Page County
Bear Ridge Cabin-Views & Hot tub

Cozy cabin w/hot tub & fire pit, lake access

Cozy cabin w/hot tub & fire pit, lake access
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is €280
includes taxes & fees
1 Jun - 2 Jun
Cozy cabin w/hot tub & fire pit, lake access

Spacious & Fun Family Oasis ~ Games ~ Hot Tub ~ View

Spacious & Fun Family Oasis ~ Games ~ Hot Tub ~ View
Rileyville
10.0 out of 10, Exceptional, (4 reviews)
"The property is lovely. It has all the needs for a family, and is very well located for hikes and visits to vineyards in the area. Will definitely visit again (this is our second stay)."
United States
Jonathan H.
Spacious & Fun Family Oasis ~ Games ~ Hot Tub ~ View

Completely private suite with tub,kitchen, living room, & private entrance

Completely private suite with tub,kitchen, living room, & private entrance
Washington
10.0 out of 10, Exceptional, (20 reviews)
"Short walk to Inn at Little Washington and Pattyo's which we didn't realize and a reasonable way to drive Skyline Drive and visit in Ruckersville. Host was very helpful. "
United States
David
The price is €219
includes taxes & fees
25 May - 26 May
Completely private suite with tub,kitchen, living room, & private entrance

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub
Rileyville
10.0 out of 10, Exceptional, (118 reviews)
"The cabin was even more beautiful than the pictures portray. Everything we needed for the perfect stay was there. The snowfall and seeing lots of deer were an added plus. We enjoyed the Skyline Drive and an afternoon at Luray Caverns. Our host was also very helpful! I definitely recommend this cabin. "
United States
Sandra L.
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets

Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets
Page County
Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Marshall
9.8 out of 10, Exceptional, (30 reviews)
"Everything was great "
United States
James A.
The price is €545
includes taxes & fees
19 May - 20 May
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Family Friendly Farmhouse on FENCED 16 Acres with Trails

Family Friendly Farmhouse on FENCED 16 Acres with Trails
Luray
10.0 out of 10, Exceptional, (10 reviews)
"Such a wonderful stay! Our dogs loved the completely fenced in property. Hosts were incredibly welcoming and set up a treasure hunt across the property. Super fun, we will be back!"
United States
Palak G.
Family Friendly Farmhouse on FENCED 16 Acres with Trails

Greek Spa on private acreage! Stonefire pizza oven

Greek Spa on private acreage! Stonefire pizza oven
Front Royal
The price is €280
includes taxes & fees
19 May - 20 May
Greek Spa on private acreage! Stonefire pizza oven

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
Luray
9.4 out of 10, Exceptional, (8 reviews)
"Our hosts were communicative and instructions were clear. The dome was spotless and well-appointed, and our family loved the getaway. Great location for Luray and Shenandoah!"
United States
Kristina W.
Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub

Clouds Mountain Cabin

Clouds Mountain Cabin
Rileyville
9.4 out of 10, Exceptional, (16 reviews)
"We had a very quiet nice stay it was nice to have the woods where we could walk the dogs. The drive up was a little difficult even with four wheel drive but definitely worth the view "
United States
Jessica S.
The price is €373
includes taxes & fees
18 May - 19 May
Clouds Mountain Cabin

Mint Cottage at Little Washington - a modern, spacious retreat with a view

Mint Cottage at Little Washington - a modern, spacious retreat with a view
Washington
10.0 out of 10, Exceptional, (12 reviews)
"Perfect spot for a couple visiting the area or dining at the Inn. "
United States
Greg S.
Mint Cottage at Little Washington - a modern, spacious retreat with a view

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
Luray
9.6 out of 10, Exceptional, (12 reviews)
"Great stay, very quiet. Everything was in place to ensure a comfortable stay. Perfect getaway for a couple of days and within 15 minutes to town. "
United States
Derek B.
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

Comfy Getaway in Strasburg, VA!

Comfy Getaway in Strasburg, VA!
Strasburg
The price is €291
includes taxes & fees
20 May - 21 May
Comfy Getaway in Strasburg, VA!

Round House w Mountain View Hot Tub

Round House w Mountain View Hot Tub
Luray
Round House w Mountain View 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

Top Chester Gap Hotel Reviews

Find out more about Chester Gap

Chester Gap Holiday Homes information

Number of reviews
407
Accommodation
171 Holiday Homes
Lowest Price
€193
Highest Price
€545