Holiday Homes in Chester Gap

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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)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is €198
includes taxes & fees
1 Apr - 2 Apr
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Shenandoah mountain cottage w/hot tub & fire pit

Shenandoah mountain cottage w/hot tub & fire pit
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 €268
includes taxes & fees
28 Apr - 29 Apr
Shenandoah mountain cottage w/hot tub & fire pit

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (17 reviews)
"We enjoyed our stayed so much! This location is perfect. This property is so clean. "
United States
Nicole Z.
The price is €194
includes taxes & fees
2 Apr - 3 Apr
Mountain View Bungalow in Front Royal

Sunset Mountain Cabin

Sunset Mountain Cabin
Rileyville
9.8 out of 10, Exceptional, (37 reviews)
"Absolutely enjoyed our time here! So peaceful and beautiful! The host was amazing and very responsive! Loved the hot tub and how very open the space was. Definitely would come back!"
United States
Kim B.
The price is €347
includes taxes & fees
13 Apr - 14 Apr
Sunset Mountain Cabin

Overlook Mountain Cabin

Overlook Mountain Cabin
Page County
9.8 out of 10, Exceptional, (165 reviews)
"We loved this little cabin. It’s extremely comfortable and the view is spectacular (and you can enjoy it from the hot tub !) Unless you have a4-wheel drive with good clearance, we recommend taking one of the Jeeps the owner offers up to the house. "
United States
sara r.
The price is €373
includes taxes & fees
1 Apr - 2 Apr
Overlook Mountain Cabin

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is €285
includes taxes & fees
2 Apr - 3 Apr
Newly renovated Farm cottage 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, (89 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 €388
includes taxes & fees
13 Apr - 14 Apr
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Bear Ridge Cabin-Views & Hot tub

Bear Ridge Cabin-Views & Hot tub
Page County
The price is €321
includes taxes & fees
1 Apr - 2 Apr
Bear Ridge Cabin-Views & Hot tub

Litorum - a place to land, breathe, and reset.

Litorum - a place to land, breathe, and reset.
Front Royal
The price is €347
includes taxes & fees
13 Apr - 14 Apr
Litorum - a place to land, breathe, and reset.

Ridgeview Mountain Cabin

Ridgeview Mountain Cabin
Rileyville
9.4 out of 10, Exceptional, (43 reviews)
"We had a great stay at this cabin! Host was responsive and gave many ideas of what to do. The cabin was cozy and it was a perfect stay! A must see is the caverns about 20-30 min away. We drove a Subaru Outback suv and had no problem with the road going up to the cabin, if it snows it can be slippery and icy going down, drive very slow. Overall 5 star stay! Thanks "
United States
Stephanie C.
The price is €366
includes taxes & fees
12 Apr - 13 Apr
Ridgeview Mountain Cabin

The Apple Mountain House

The Apple Mountain House
Front Royal
9.8 out of 10, Exceptional, (11 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is €345
includes taxes & fees
5 Apr - 6 Apr
The Apple Mountain House

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.
The price is €347
includes taxes & fees
29 Apr - 30 Apr
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, (19 reviews)
"Very nice well kept property"
United States
Anonymous traveller
The price is €176
includes taxes & fees
6 Apr - 7 Apr
Completely private suite with tub,kitchen, living room, & private entrance

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, (29 reviews)
"Everything was great "
United States
James A.
The price is €519
includes taxes & fees
15 Apr - 16 Apr
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

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, (112 reviews)
"Beautiful cabin, amazing view."
United States
noah w.
The price is €379
includes taxes & fees
13 Apr - 14 Apr
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

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, (10 reviews)
"Perfect spot for a couple visiting the area or dining at the Inn. "
United States
Greg S.
The price is €391
includes taxes & fees
1 Apr - 2 Apr
Mint Cottage at Little Washington - a modern, spacious retreat with a view

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

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
Luray
10.0 out of 10, Exceptional, (6 reviews)
"The Dream Dome was such a great experience. Had everything we needed and very close to Shenandoah NP"
United States
Barbara B.
The price is €377
includes taxes & fees
20 Apr - 21 Apr
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 €372
includes taxes & fees
1 Apr - 2 Apr
Clouds Mountain Cabin

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)
"The property was perfect for our group of nine (seven adults and two toddlers). It was even more kid-friendly than we expected, with multiple play rooms, toys, and of court plenty of room outside. The kitchen was well equipped with pots, pans, cooking utensils, plates, etc. One of the best and most thoughtful VRBOs I've had the pleasure of renting!"
United States
Tyler P.
Family Friendly Farmhouse on FENCED 16 Acres with Trails

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden
10.0 out of 10, Exceptional, (26 reviews)
"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "
United States
Katelyn E.
The price is €368
includes taxes & fees
13 Apr - 14 Apr
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
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 Chester Gap Hotel Reviews

Find out more about Chester Gap

Chester Gap Holiday Homes information

Number of reviews
533
Accommodation
158 Holiday Homes
Lowest Price
€176
Highest Price
€519