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Chester Gap Vacation Rentals

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Browse Select Chester Gap Vacation Homes

Our top choices for Chester Gap vacation homes

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (160)
"A beautiful home and property. This is a wonderful weekend getaway home. Modern and comfortable, but especially quiet!"
Secluded River Cabin Getaway (Masten Cabin)

Mountain View Bungalow in Front Royal

"Excelente propiedad "
The price is CA $207
CA $331 total
includes taxes & fees
Sep 5 - Sep 6
Mountain View Bungalow in Front Royal

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

9.6 out of 10, Exceptional, (190)
"We had a great time sitting on the porch relaxing. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

Luxury Cabin Getaway in the Blue Ridge Mountains

The price is CA $968
CA $2,396 total
includes taxes & fees
Aug 27 - Aug 28
Luxury Cabin Getaway in the Blue Ridge Mountains

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!

Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

10.0 out of 10, Exceptional, (14)
"We needed a place to stay for our golf foursome. Thisfour bedroom property met all of our needs."
The price is CA $196
CA $531 total
includes taxes & fees
Aug 26 - Aug 27
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

Welcome to the Ladybug Retreat!

10.0 out of 10, Exceptional, (1)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
The price is CA $242
CA $560 total
includes taxes & fees
Sep 8 - Sep 9
Welcome to the Ladybug Retreat!

Cozy 3 bedroom cabin with pretty views and a short drive to Luray Caverns

10.0 out of 10, Exceptional, (40)
"Beautiful setting, really great space for hanging out, playing board games, reading and going on local adventures. Appreciated this place as a getaway!"
Cozy 3 bedroom cabin with pretty views and a short drive to Luray Caverns

Secluded 4 bedroom log style home with screened porches, deck and fishing pond.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Super relaxing stay…..many thanks!"
Secluded 4 bedroom log style home with screened porches, deck and fishing pond.

The Apple Mountain House

9.4 out of 10, Exceptional, (3)
"Amazing place to relax."
The price is CA $290
CA $680 total
includes taxes & fees
Aug 25 - Aug 26
The Apple Mountain House

The Nest at Chester Gap

10.0 out of 10, Exceptional, (100)
"Very enjoyable; peaceful, isolated--excellent place to relax; good hiking nearby "
The Nest at Chester Gap

Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA

The price is CA $412
CA $781 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA

Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

8.6 out of 10, Excellent, (31)
"location by the river was beautiful. House is roomy and great for our family of 12. "
The price is CA $370
CA $868 total
includes taxes & fees
Aug 25 - Aug 26
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

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

10.0 out of 10, Exceptional, (95)
"Clean and nice place to stay to visit Shenandoah "
The price is CA $249
CA $593 total
includes taxes & fees
Aug 27 - Aug 28
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

10.0 out of 10, Exceptional, (50)
"We had a wonderful weekend, just what we needed. Relaxing and beautiful house and scenery. Diana was very communicative and responsive and gave great recommendations for things to do in the area. Hope to go back again."
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

River Front Retreat

8.8 out of 10, Excellent, (40)
"We loved driving through the cow pasture to get to the house - helped us slow down and relax! We were in town for a graduation, so siblings (and their young children) were all there. There were enough beds for us all, and the kitchen/dining area was cozy for us all. The younger kids enjoyed the yard, while parents could sit on the deck by the river. We had lots of events to attend over the weekend, so hadn't planned on using the house as a "river getaway", so I can't comment on the...
River Front Retreat

River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi

10.0 out of 10, Exceptional, (54)
"A beautiful cabin far from the hustle and bustle. Great place to relax. "
The price is CA $249
CA $532 total
includes taxes & fees
Aug 28 - Aug 29
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi

Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

9.8 out of 10, Exceptional, (32)
"Loved the property and having space for the kids to run and play. Perfect location for visiting Luray and Shenandoah. Hosts were great and super responsive. Would stay again!"
The price is CA $992
CA $1,559 total
includes taxes & fees
Sep 20 - Sep 21
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

Overlook Mountain Cabin

9.8 out of 10, Exceptional, (160)
"Beautiful mountain view! The trip was nice and beautiful! I love a good cozy vibe in the mountains! Communication with property manger was very excellent customer service! "
The price is CA $274
CA $521 total
includes taxes & fees
Aug 25 - Aug 26
Overlook Mountain Cabin

NEW! The Hilltop Station

6.0 out of 10, (1)
"A train came past the house at 7am in the morning. There is no mention of early morning train activity in the description. The mattresses were extremely soft and the blankets were very thin…so we were chilly. The house is beautiful…just these details are something to consider."
The price is CA $383
CA $824 total
includes taxes & fees
Sep 2 - Sep 3
NEW! The Hilltop Station
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