Cruise And Resorts - Vacation Rentals in Chester Gap

Luxury Places to Stay in Chester Gap

Over 85+ Luxury Places to Stay in or Near Chester Gap
Tranquil 4-bedroom lodge in Front Royal with AC, WiFi From US $1,655
         

The Pond Cabin: Hot Tub & Stocked Pond From US $499
         

10.0 (33 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Security/Safety
The Overlook- Shenandoah National Park From US $495
         

10.0 (4 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
New - Modern Mountain Retreat w/Hot tub and view! From US $475
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Wilderness Ridge | Private Cabin w/Mountain Views From US $472
         

9.4 (6 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Chester Gap

Over 5+ Top-Rated Vacation Rentals with a Pool in or Near Chester Gap
Glen Gordon Manor From US $349
         

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9.8 (94 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Baymont by Wyndham Front Royal Near Shenandoah National Park From US $64
         

Charming modern home in the mountains From US $285
         

New
House
  • Air Conditioner
  • Pool
  • Balcony/Terrace

Pet-Friendly Vacation Rentals in Chester Gap

Over 39+ Pet-Friendly Vacation Rentals in or Near Chester Gap
The Juniper Cabin Private Hideaway w/Hot Tub, Grill & Screened Porch From US $337
         

Modern Mountain Retreat with Deck and Hot Tub! From US $200
         

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9.7 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries From US $289
         

Skyland Hideaway Relaxing Cabin w/Hot Tub, Deck, Grill, & Fire table From US $365
         

Hot Tub Mountain View Dog Friendly Modern Chalet From US $308
         

10.0 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
The Grape Escape - A-Frame Cabin From US $244
         

10.0 (11 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cedarbank Cabin in Virginia Wine Country From US $277
         

10.0 (7 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
New - The Skyline Flat From US $112
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Chester Gap

Over 10+ Large Vacation Homes & Villas in or Near Chester Gap
Spacious 5-bedroom house with WiFi, AC in charming Front Royal From US $242
         

Mountain Home Bed & Breakfast From US $151
         

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9.3 (242 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Mountain Views in Buena Vista Farm - Unit A From US $170
         

9.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Front Royal 5 bdrm 4 bth National park w/driveway From US $235
         

4.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hazegrov in Virginia Horse and Wine Countryn From US $181
         

9.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious modern home with driveway parking and nearly one acre From US $448
         

Mountain Views in Buena Vista Farm - Entire Home From US $182
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Chester Gap

Over 2+ Wheelchair Accessible Vacation Homes in or Near Chester Gap
Rustic Cabin with Mtn Views, Deck and Fire Pit! From US $189
         

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New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Super 8 by Wyndham Front Royal From US $66
         

7.6 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Chester Gap Varoom and Airbnb Places to Stay Under $200

Over 17+ Chester Gap Varoom and Airbnb Places to Stay Under $200
Apple Mountain Retreat From US $163
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Marriott Ranch Bed and Breakfast From US $169
         

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9.3 (41 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Home 2 Mi to Shenandoah Nat'l Park & Skyline Drive From US $188
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Front Royal Studio w/Mtn Views & Brick Oven From US $162
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chic Front Royal Retreat Near Shenandoah River! From US $156
         

9.8 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy studio close to Skyline Drive, Hiking, and Main Street. From US $189
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Front Royal Retreat on 3 Acres w/Mtn Views! From US $169
         

8.4 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Chester Gap

Over 30+ Instantly Bookable Vacation Homes in or Near Chester Gap
Big Sunny Family House From US $442
         

10.0 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Mountain cabin near national park & wineries From US $253
         

10.0 (28 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Beau Ridge Cabin (Little Cabin with a big view) From US $261
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Modern Mountain Retreat w/Deck + Hot Tub! From US $275
         

9.8 (78 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hidden Gem on Hidden Valley Lane From US $240
         

9.6 (27 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

About Chester Gap Vacation Rentals

With more than 85 Chester Gap vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cruiseandresorts and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chester Gap.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruiseandresorts Chester Gap, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chester Gap. Places to stay near Chester Gap

Cruiseandresorts makes it easy and safe to find and compare vacation rentals in Chester Gap with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Pro Tip: Cruiseandresorts makes it easy to compare the best listings on Cruiseandresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruiseandresorts homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chester Gap.

Weather in Chester Gap

View the weather forecast for Chester Gap before booking your Chester Gap Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Chester Gap, VA