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Overview of New! Modern Mountain Retreat w/ Deck + Hot Tub!

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3 bedrooms, Internet
3 bedrooms, Internet
3 bedrooms, Internet
In-Room Dining

New! Modern Mountain Retreat w/ Deck + Hot Tub!

5.0/5 Exceptional

Popular amenities

  • Pet friendly
  • Outdoor Space

Explore the area

    Popular LocationLittle Washington Winery25 min drive
    Popular LocationShenandoah River State Park28 min drive
    AirportWinchester, VA (WGO-Winchester Regional)39 min drive
    Popular LocationElkwallow Picnic Area55 min drive

Space details

3 bedrooms, 3 bathrooms, sleeps 6
1410 sq ft
Bedroom 1
    2 twin/single beds
Bedroom 2
    1 queen bed
Bedroom 3
    1 queen bed

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

New! Modern Mountain Retreat w/ Deck + Hot Tub!

Vacation home in Chester Gap with patio
Pack your bags for an unforgettable getaway to the Shenandoah Mountains at this newly renovated Chester Gap vacation rental! This 3-bedroom, 2.5-bath home features mid-century modern rustic decor, high-end appliances, and a private outdoor space complete with an expansive deck, hot tub, fire pits, and an abundance of outdoor games! When you're not enjoying all the comforts of this home, sample wines at a local vineyard, visit historic sites, or hike the Appalachian Trail just out your front door!


Outdoor Fire Pit + Indoor Wood-Burning Stove | Pets Welcome w/ Fee | Newly Renovated | Hot Tub | Private WFH Office

Whether you're visiting the area for scenic hiking trails, nearby vineyards, historic attractions, work remote, or simply to get away from it all, this year-round Rappahannock County mountain home has everything you'll need and more for a memorable family trip or a weekend getaway with friends.

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bed w/ Twin Trundle | Additional Sleeping: Futon, Queen AreoBed Air Mattress, 2 Pack 'n Plays

OUTDOOR LIVING: Furnished deck w/ seating for 6, gazebo, hot tub, 2 grills (charcoal + propane), wood-burning Solo Stove, backyard, 2-person hammock, covered front porch w/ swing, cornhole, ring toss, croquet, bocce, giant Jenga
INDOOR LIVING: 2 Smart TVs w/ YouTube TV, 6-person dining table, wood-burning stove (firewood provided), electric fireplace, hardwood floors, WiFi Sonos speakers, laptop-friendly workspace w/ monitor in bedroom 2, record player, telescope
SEPARATE OFFICE: 2 monitors, 2 sit-stand desks, printer, high-speed WiFi (supports multiple devices/streaming/teleworking w/ full video)
KITCHEN: Fully equipped, stainless steel appliances, dishwasher, microwave, coffee maker (fresh coffee beans provided), coffee grinder, tea bags, toaster, knife set, kettle, spices, Vitamix blender, Crock-Pot, dishware/flatware, cocktail mixing set + glasses, bar cart
GENERAL: Free high-speed WiFi (100+ Mbps fiber optic), washer/dryer, linens/towels, A/C, ceiling fans, 2 high chairs, card table, plethora of games + puzzles
FAQ: 4WD recommended in winter, pets fee (paid pre-arrival)
PARKING: Driveway (4 vehicles)


FAMILY EXCURSIONS: Smithsonian Conservation Biology Institute (4.9 miles), Skyline Drive Entrance (7.9 miles), Fantasyland Park (8.1 miles), Skyline Caverns (8.2 miles), Flint Hill (9.0 miles), Little Washington (14.0 miles), Sperryville (20.0 miles), State Arboretum of Virginia (23.2 miles), Old Town Winchester (30.5 miles), Luray Caverns (31.5 miles), Shenandoah Caverns (49.6 miles)
HISTORIC ATTRACTIONS: Virginia Beer Museum (7.3 miles), Cedar Creek and Belle Grove National Park (20.1 miles), Museum of Shenandoah Valley (34.0 miles), Smithsonian National Museum of American History (69.2 miles)
OUTDOOR RECREATION: Chester Gap Trailhead - Appalachian Trail (0.1 miles), Front Royal Outdoors (9.9 miles), Dickey Ridge Trailhead (11.8 miles), Shenandoah River State Park (15.7 miles), Sky Meadows State Park (26.2 miles)
EAT + DRINK: Chester Gap Cellar (2.1 miles), Rappahannock Cellars (4.0 miles), Spelunker's (7.1 miles), PaveMint Smokin' Taphouse (7.2 miles), Front Royal Brewing Company (7.4 miles), Melting Pot Pizza (8.7 miles), The Blue Door Kitchen and Inn (8.7 miles), Griffin Tavern (8.7 miles), The Apple House (11.2 miles), Glen Manor Vineyards (12.8 miles), The Inn at Little Washington (14.6 miles), Narmada Winery (18.4 miles), Pen Druid Brewing (20.8 miles)
AIRPORTS: Dulles International Airport (62.2 miles), Ronald Reagan Washington National Airport (71.2 miles)


Evolve Vacation Rental makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome--because we know what vacation means to you.


- No smoking
- Pet friendly with a fee
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: 4-wheel drive or all-wheel drive is recommended in the winter months to access the property
Guest accommodations at this vacation home feature patios.
The recreational activities listed below are available either on site or nearby; fees may apply.

Property manager


Property amenities


  • Internet access


  • 3 bedrooms


  • 3 bathrooms


  • TV

Outdoor areas

  • Patio


  • Pet friendly


  • Smoke-free property

Things to do

  • Fishing nearby
  • Hunting nearby
  • Hiking/biking trails nearby
  • Hiking nearby


  • Sleeps 6
  • Unit size: 1410 sq ft (131 sq m)



Check-in time starts at 4:00 PM
Minimum check-in age - 25


Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions; you will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking


Pets allowed

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited

Property is also known as

New! Modern Mountain Retreat w/ Deck + Hot Tub! Chester Gap

About this area

Chester Gap

This vacation home is located in Chester Gap. Belle Boyd Cottage and Bing Crosby Stadium are local landmarks, and the area's natural beauty can be seen at Shenandoah National Park and Front Royal Entrance Shenandoah National Park. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hunting and hiking nearby.
Popular Location

What's nearby

  • Chester Gap Cellars - 6 min drive
  • Dickey Ridge Visitor Center - 24 min drive
  • Little Washington Winery - 25 min drive
  • Shenandoah River State Park - 28 min drive
  • Elkwallow Picnic Area - 55 min drive


  • Desert Rose Ranch and Winery — 12 min drive
  • Castiglia's — 12 min drive
  • Mom's Country Kitchen — 13 min drive
  • Thunwa Thai — 13 min drive
  • PaveMint Taphouse and Grill — 13 min drive

Frequently asked questions

Rating 5 - Excellent. 6 out of 6 reviews
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Staff & service




Property conditions & facilities

5/5 Excellent

Wonderful getaway spot!
We had such a lovely time here. We wanted a short spring break trip for our family of 4 close to our home in Alexandria, VA, but somewhere that would feel very different from our day to day life. The property in Chester Gap delivered! The owners were incredibly kind and proactive with information and recommendation, making our first day very seamless. And the house is clean, updated, and well-equipped. The decor was modern, warm, and cozy and the kitchen had everything we needed to cook and bake. The keyless entry system, Sonos, and and Smart TVs were amazing and we of course appreciated the hot tub and fire pit. And finally, having the Appalachian Trail and Rappahannock Winery so close was very convenient. We are planning to return to this same property in the Fall if our schedule permits. Highly recommend Chester Gap! Thank you to the owners and property managers for being so accommodating and ensuring we had a great stay!

5/5 Excellent

Great little place!
enjoyed our stay in Chester Gap. The house is lovely and well located. The owner was responsive and very friendly and helpful. Nice place to stay for some Shenandoah hiking for sure!

5/5 Excellent

Mountain Vacation Home
The house is beautifully decorated and very functional. We were blown away by how well-stocked the kitchen was and loved all of the outdoor games. The location was great - out of town but still easy access to everything. I definitely echo listing's recommendation of a 4-wheel drive vehicle, but the roads were fine in our SUV.

5/5 Excellent

Cozy mountain house within walking distance of the AT
I came here during the week to get out of the city for a few days. Bedrooms and bathrooms were all clean and appeared recently renovated. The coded door locks made it easy to get in when I arrived and was simpler than having to deal with keys and lockboxes. Great communication from the owners and management company as well which always helps make a trip a little more relaxing. The room set up as an office was a great space to keep up with work during the day and came fully stocked with everything from extra monitors to a printer and extra charging cables and had a much better view than my apartment home office. Afternoons were spent taking the short walk to the Chester Gap Trailhead and exploring the Appalachian Trail. This was one of the main reasons I chose this property and it was great having the AT so close. The main trail meets up with the trail head earlier than it looks like it would on google maps but keep an eye out for the concrete marker and you cant miss it. Evenings were spent curled up on the couch reading or watching TV and enjoying the warmth and sounds of the wood stove with plenty of firewood to keep it going. Overall I had a great trip and would definitely recommend staying at this property.

5/5 Excellent

Mountain Getaway
We loved our stay at Chester Gap! The house is clean and beautifully decorated. The house is nestled way up into the mountain. Believe the listing when they say 4 wheel drive. The dirt road gets muddy from rain and snow. The hot tub is a great way to unwind after long days exploring the mountains. Skyline Dr is a short drive with gorgeous views. Check out the Front Royal Brewery the beer was good, the portions were large, and the atmosphere was welcoming. This house has everything you need to make your getaway enjoyable. We plan on staying again during another season.