Chester Gap Rentals USA Virginia Winchester Chester Gap

The Nest at Chester Gap | House in Chester Gap

10.0 (100 Reviews) |   Pet Friendly   2 Bedrooms  2 Bathrooms  6 Guests
Chester Gap House | The Nest at Chester Gap

2 Bedroom House in Chester Gap

Nestled next to Shenandoah National Park and less than a mile from the Appalachian Trail, The Nest offers a true escape... breathtaking views along with an architecturally charming retreat. Enjoy smores at the fire pit... find a waterfall... overlook the mountains in your shower... grill out on the expansive deck... languish in the hot tub... just relax and enjoy the view! My place is good for couples, solo adventurers, families (with kids), and furry friends (pets on a case-by-case basis).
Do you like to visit wineries with your dog(s)?... check out https://www.corkhounds.com/ to see local wineries that welcome your furry friends. Search for Chester Gap, VA.
As a an added bonus, we are excited to offer our guests access to a local personal chef who will come to the home during your stay and prepare a lovely, locally curated dinner for two. Dates are subject to availability. Let me know if youre interested and ill be happy to connect you to your personal chef.

The Nest at Chester Gap is located in Chester Gap. The Nest at Chester Gap provides accommodation, featuring Hot Tub, Air Conditioner, Sports/Activities, among other amenities. This House features Hot Tub, Air Conditioner, Sports/Activities, to make your stay a comfortable one.

The Nest at Chester Gap has 2 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Chester Gap has interesting places to visit. If you want to learn more about the House in Chester Gap, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • Designated Smoking Area
  • TV
  • Balcony/Terrace
  • Sports/Activities
  • Bedding/Linens
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 3:00 pm contactless check-in available
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy Pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees
Other Policy 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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip long-term renters welcome onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
Chester Gap, 22623, United States

What Our Guests say 500 + Reviews

Apr 12, 2025 08:53:22 PM
Summary: First, Julie responded immediately to any need and was easy to reach. A few points on what this cabin is and is not. Access is easy, only the last 500' is gravel, no 4 wheel required. The neighborhood is not the best but being at the end of the lane and tree cover gives good privacy and screening. The cabin- a contemporary structure with a very rustic interior. The 2nd br is a loftwith bath on the 1st FL. Large master br and bath - very nice and a well equipped kitchen. Very large outdoor deck (all uncovered) on which to enjoy the view. Our best ventures were 1) The Ashby Inn (Paris) for a phenomenal meal and purchasing wagyu steaks at Ovoka farm for grilling, and 2) Dark Horse Pub (Flint Hill) for drinks, food, and live music only 11 minutes away. For one or two couples, this is a good find.
8925965 8925965
Dec 31, 2024 12:15:18 AM
Summary: Very enjoyable; peaceful, isolated--excellent place to relax; good hiking nearby
Sir Rich Sir Rich
Sep 26, 2024 10:18:25 PM
Summary: The pictures don’t do it justice. Can’t wait to go back!!
Todd H. Todd H.
Sep 19, 2024 01:05:06 AM
Summary: The property is beautiful, rustic, modern and cozy! We loved the fire pit, hot tub and amenities. Our pup loved it too! So many things to sniff during his walks. The communication with the owner was seamless and the place was incredibly clean. We plan to come back as often as possible! *This property is an easy drive from the Northern Virginia area.
Catherine G. Catherine G.
Dec 10, 2023 01:01:00 PM
Summary: The house was on a beautiful spot overlooking the mountains. The house had beautiful windows and everything you would need. Thank you for sharing!
Caroline A. Caroline A.
Mar 14, 2023 02:39:35 AM
Summary: Fabulous stay at the cabin with large ceiling to floor windows overlooking the Shenandoah valley with close access to great food at Flint Hill and Little Washington. Cabin was well appointed and the check-in and -out process was easy and hassle free.
Paul S. Paul S.
Nov 14, 2022 09:43:53 PM
Summary: We were looking for a private relaxing weekend getaway, and The Nest didn't disappoint. We loved hanging in the house and around the property. The views were epic and the house cozy. The close proximity to Front Royal was great for groceries and dining options. We also ventured out to Skyline Drive and Luray Caverns during our stay. We highly recommend staying at The Nest, and plan to do so again in the future.
Kenny O. Kenny O.
Nov 9, 2022 07:41:52 AM
Summary: The most amazing 4 days at The Nest! Julie was an excellent host who was extremely prompt in responding to my numerous emails with questions/concerns regarding the cottage and area. The photos and description are a 100% representation of the real thing. The cottage sits on top of the mountain overlooking the valley (including Rappahannock Cellars) and you can see eastward for miles and miles; and yes, that means you get to enjoy the sunrises from the comfort of your bed or deck while sitting on some coffee, The house was a perfect size for my wife and I, two boys (8 and 14) and dog; the authentic wooden floors and lower ceilings gives The Nest so much charm. And the floor to ceiling windows provides endless sunlight; yes, there are no blinds/shades and yes the floors are the original but that is what makes this place so special. We used the firepit each night while staring over the mountains and the gas grill was perfect for dinners. The location was close to numerous wineries (Chester Gap Cellars is at the bottom of the mountain that The Nest sits on and is amazing), skyline drive and a pleasant 40 mile drive to Luray Caverns (not to mention a gorgeous estate vineyard, Glen Manor Winery which we found on the way). The wi-fi was good and the direct tv was fine but we hardly used those as being outside and taking in the views from multiple spots of the property was the point of being there. Julie, thanks so much for sharing your cottage as truly found it to be a great escape from the norm. We certainly look forward to visiting again in the near future!!
stuart f. stuart f.
Oct 18, 2022 11:14:25 PM
Summary: A wonderful property with all the needed amenities for a quiet, relaxing and private weekend. Can't wait for our next visit.
Christopher M. Christopher M.
Jul 28, 2022 09:15:43 PM
Summary: The nest was an amazing place! We will definitely be back!
Heather C. Heather C.

FAQ's

Is this Chester Gap house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chester Gap house have a swimming pool?

No, this Chester Gap house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chester Gap house?

Best-rates for the Chester Gap house starts from $577 per night with includes Air Conditioner, Sports/Activities, Child Friendly, Laundry, Pet Friendly, Designated Smoking Area, Entertainment, Kitchen, Parking, TV, Balcony/Terrace, Bedding/Linens, Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, Hot Tub StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chester Gap house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chester Gap house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chester Gap house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chester Gap house?

Based on the information reported by the owner or manager, the Chester Gap house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chester Gap house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chester Gap house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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