Hot Tub Homes - Vacation Rentals in Chester Gap

The Nest at Chester Gap From US $463
         

10.0 (104 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Mountain Retreat with Deck and Hot Tub! From US $200
         

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9.7 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Big Sunny Family House From US $244
         

10.0 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Pond Cabin: Hot Tub & Stocked Pond From US $362
         

10.0 (34 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Security/Safety
New - Modern Mountain Retreat w/Hot tub and view! From US $503
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Juniper Cabin Cozy Hideaway w/Hot Tub From US $428
         

10.0 (22 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries From US $312
         

Luxury Places to Stay in Chester Gap

Over 81+ Luxury Places to Stay in or Near Chester Gap
Tranquil 4-bedroom lodge in Front Royal with AC, WiFi From US $1,655
         

Wilderness Ridge | Private Cabin w/Mountain Views From US $653
         

9.4 (6 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • TV
⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB! From US $538
         

The Overlook- Shenandoah National Park From US $495
         

10.0 (4 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cabin Escape Hot Tub & Lake Access From US $461
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Fireplace/Heating

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 $316
         

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9.8 (96 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Baymont by Wyndham Front Royal Near Shenandoah National Park From US $73
         

Charming modern home in the mountains From US $285
         

New
House
  • Air Conditioner
  • Pool
  • Balcony/Terrace

Pet-Friendly Vacation Rentals in Chester Gap

Over 37+ Pet-Friendly Vacation Rentals in or Near Chester Gap
The Grape Escape - A-Frame Cabin From US $252
         

10.0 (13 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Front Royal Studio with Mtn Views and Brick Oven From US $158
         

9.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility
Mountain Views in Buena Vista Farm - Unit A From US $134
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hot Tub Mountain View Dog Friendly Modern Chalet From US $269
         

10.0 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cedarbank Cabin in Virginia Wine Country From US $275
         

10.0 (8 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
New - The Skyline Flat From US $129
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Home 2 Mi to Shenandoah Nat'l Park & Skyline Drive From US $173
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Vineyard Cottage w/BBQ & Scenic Views From US $338
         

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

Large Vacation Homes & Villas in Chester Gap

Over 9+ Large Vacation Homes & Villas in or Near Chester Gap
Mountain Home Bed & Breakfast From US $151
         

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9.3 (242 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Front Royal 5 bdrm 4 bth National park w/driveway From US $279
         

4.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Marriott Ranch Bed and Breakfast From US $169
         

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9.3 (41 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Hazegrov in Virginia Horse and Wine Countryn From US $181
         

9.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Big bright family home in town From US $180
         

New
House
  • Air Conditioner
  • Parking
  • Security/Safety
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 Near Shenandoah National Park From US $69
         

7.6 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Chester Gap Vacation Rentals and Airbnb Places to Stay Under $200

Over 14+ Chester Gap Vacation Rentals and Airbnb Places to Stay Under $200
Apple Mountain Retreat at Shenandoah National Park From US $194
         

New
Ski Chalet
  • 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 $175
         

8.4 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Serene 1-bedroom house in Front Royal perfect for a getaway From US $129
         

New
House
  • Pet Friendly
  • Designated Smoking Area
  • Bedding/Linens

Instantly Bookable Vacation Homes in Chester Gap

Over 26+ Instantly Bookable Vacation Homes in or Near Chester Gap
Mountain cabin near national park & wineries From US $420
         

10.0 (28 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Apple Mountain Retreat From US $233
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Beau Ridge Cabin (Little Cabin with a big view) From US $258
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Modern Mountain Retreat w/Deck + Hot Tub! From US $267
         

9.8 (79 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hidden Gem on Hidden Valley Lane From US $441
         

9.6 (27 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cabin Escape: Hot Tub & Lake Access From US $240
         

9.2 (9 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area

About Chester Gap Vacation Rentals

With more than 24 Chester Gap vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hottubhomes 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 Hottubhomes 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 are 1286.93 ft² on average, with prices averaging $351 a night.

Hottubhomes 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.

Top Rental Accommodation Types in Chester Gap

Type Count
Vacation Homes 13
Cabin Rentals 8
Ski Chalet Rentals 2
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Chester Gap

Pro Tip: Hottubhomes makes it easy to compare the best listings on Hottubhomes homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hottubhomes 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


Chester Gap Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chester Gap?
How many vacation rentals are available in Chester Gap?

Currently, the total number of properties listed in 2026 is over 24 in the Chester Gap area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chester Gap.