Title: Hilltop Hideaway - Wintergreen 5BR with Hot Tub - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Hilltop Hideaway - Wintergreen 5BR with Hot Tub Family-friendly vacation home with a hot tub, steps from Wintergreen Resort ## Photo gallery for Hilltop Hideaway - Wintergreen 5BR with Hot Tub ![Terrace/patio - Hilltop Hideaway - Wintergreen 5BR with Hot Tub (Wintergreen Resort)](https://images.trvl-media.com/lodging/123000000/122240000/122239400/122239308/0117b5ee.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property video](https://mediaim.expedia.com/video/9A1CB9973399C0715D59CB4C219CD018/3c546da0-7f91-4cd6-92df-805a3ce2e3f9-thumbnail.jpg?impolicy=resizecrop&rw=1080) ![Terrace/patio - Hilltop Hideaway - Wintergreen 5BR with Hot Tub (Wintergreen Resort)](https://images.trvl-media.com/lodging/123000000/122240000/122239400/122239308/86646bb2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, video games, computer monitors - Hilltop Hideaway - Wintergreen 5BR with Hot Tub (Wintergreen Resort)](https://images.trvl-media.com/lodging/123000000/122240000/122239400/122239308/9f3d0950.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, video games, computer monitors - Hilltop Hideaway - Wintergreen 5BR with Hot Tub (Wintergreen Resort)](https://images.trvl-media.com/lodging/123000000/122240000/122239400/122239308/29584cc4.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Near Wintergreen Resort, Hilltop Hideaway - Wintergreen 5BR with Hot Tub provides a firepit, an arcade/game room, and laundry facilities. For some rest and relaxation, visit the hot tub. Guests can connect to free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 5 bedrooms3 bathrooms ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Pet friendly ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Hilltop Hideaway - Wintergreen 5BR with Hot Tub New listing- welcome to Hilltop Hideaway! Located in the heart of Wintergreen, Hilltop Hideaway features a hot tub, 2 propane firepits with seating, and covered outdoor dining. Inside, you'll love the soaring ceiling with a light-drenched open concept living room / dining / kitchen, plus a separate living room / game room downstairs. With 5 bedrooms, the house sleeps 12 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting. Hilltop Hideaway is located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home), plus there are other great trails just down the street. Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive. The house has 5 bedrooms and 3 bathrooms, with the layout as follows: Main level (note: zero steps required to enter home from driveway): \- Main level deck features covered dining for 6, propane firepit with 4 adirondack chairs, and gas grill (propane provided for firepit and grill) \- Living room with wood-burning fireplace (wood provided) and big screen smart TV \- Dining area for 8, plus room for 4 more at the kitchen bar \- Fully stocked kitchen with brand new counters, stainless appliances, island with bar seating \- BR1: King bedroom with workspace area and bathroom access \- Full bath with dual entry (BR1 and hallway)- double vanity and shower/tub combo \- Laundry room with washer / dryer Upper level: \- Loft area overlooking living room with desk \- BR2: King bedroom with workspace area \- BR3: Small bedroom with sofa bed and smart TV \- Full hall bath with shower Lower level: \- Lower level deck features hot tub and propane firepit with seating for 8 \- Additional living room / game room with pool table, shuffleboard, arcade machine, large smart TV, and multiple seating areas \- BR4: Queen bedroom \- BR5: Bunk bedroom with twin-over-full bunk bed plus twin-over-twin bunk bed, and smart TV \- Full hall bath with shower/tub combo \- Laundry room with full size washer and dryer Other things to note: \- Hilltop Hideaway is pet friendly! We allow up to 2 dogs with a $100 pet fee (total, not per pet or per night). \- We provide our guests $1500 of coverage for accidental damage to the property or its contents. There is no additional cost for this. \- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. \- The driveway can easily fit 5-6 vehicles. There is an overflow parking lot nearby if needed. \- Wifi is fast with a strong signal throughout the house and decks. \- The living room, downstairs living room/game room, and 2 of the bedrooms have smart TVs where you can access whatever streaming services you subscribe to. We do not subscribe to cable. \- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options \- Linens and towels provided \- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm). \- Pack n play, high chair, and kid dishes provided \- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here. ## Property amenities ### Pool/Spa - Communal pool - Hot tub ### Internet - Available in the house: Free WiFi ### Parking and transportation - Wheelchair-accessible parking and van parking available ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Smart TV - Video games ### Outdoor areas - Balcony - Barbecue grill - Firepit - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Work spaces - Computer monitor - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - 2 pets total ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - 1 accessible parking space - Front entrance ramp - Wheelchair-accessible parking - Wheelchair-accessible van parking - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Arcade/game room - Billiards/pool table ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ## Similar properties ![Indoor spa tub](https://images.trvl-media.com/lodging/97000000/96500000/96498900/96498850/31eb2d68.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Upscale and Family-Friendly in Wintergreen Roseland - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 28 reviews CA $648 CA $1,382 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=96498850&PinnedHotelID=96498850&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695204/28fb69f4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Nowhere Land with Wintergreen Advantage Wintergreen - Pool - Hot tub - Kitchen - Washer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-11&endDate=2026-02-12&selected=107695204&PinnedHotelID=107695204&HadPinnedHotel=true®ionId=-1&adults=2) ![Foosball, stereo](https://images.trvl-media.com/lodging/98000000/97200000/97194000/97194000/w1434h957x3y3-0f22ed78.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sip 'n Ski: Hot Tub Foosball Pool Table Ping Pong Nellysford - Pool - Hot tub - Kitchen - Washer 9.0 Wonderful 10 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-11&endDate=2026-02-12&selected=97194000&PinnedHotelID=97194000&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor spa tub](https://images.trvl-media.com/lodging/72000000/71970000/71970000/71969999/c157653d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! 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If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM. No candles, fireworks, or open fires (except at the provided firepit, if applicable) No refunds due to weather ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total pets ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## 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 Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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 ## About the area Wintergreen is home to this vacation home. Zeus Digital Theater and Shenandoah Valley Art Center are cultural highlights, and some of the area's activities can be experienced at Wintergreen Resort and Sherando Lake Recreation Area. Traveling with kids? Consider Wildlife Center of Virginia and War Fields. [Visit our Wintergreen travel guide](https://www.expedia.ca/Wintergreen.dx10811) [View more Vacation homes in Wintergreen](https://www.expedia.ca/Wintergreen-Private-Vacation-Homes.d10811-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=37.92145,-78.952576&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:clnfFrl%7B%60N%3FS%3FS%3FS%3FS%40S%40S%40S%40S%40S%40SBS%40QBSBSBQBSBQBSDQDQBSDQDQDQDSFODQFQFQDOHQFQFOFOHOFOHQHMFOHOJMHOHMHMJMHMJMJMJMJKJKJMJKLIJKLKJILIJKLILILGLKLELILGLGNGLELGLENENELENELENCLCNCNCNCLANANANANALAN%3FN%3FN%3FN%3FN%3FN%3FL%40N%40N%40N%40L%40N%40NBNBLBNBNBLDNDNDLDLDNDLFLFLDNFLFLHLFLHLFLHJHLJLHJHLJJJJJLHJLJJJJJLJLHLJLHLJLHLHNHLHNHNHNFNHNHNFNFNFPFPFNFPDPFPDNFRDPDPDPBRDPDPBRBPBRBPBRBR%40P%40RBR%40R%40R%40R%40R%40R%3FR%3FR%3FR%3FR%3FP%3FR%3FR%3FRARARARARARCRARAPCRCRCPCRCPCREPEPCREPEPEPGRENGPEPGPGNGPGPGNGNININGNINININILINILKLILKLILKLKLKJKJKLMHKJKJMJKHMHMJKHMHMFMHMFMHMFOFMDMFMFODMDMDODODMDOBOBMBOBOBO%40M%40O%40O%40O%40M%40O%3FO%3FO%3FO%3FO%3FO%3FMAOAOAOAOAMAOCOCOCMCOCMEOEMEOEOEMEMGMEOGMGMGMIMEMKMGMIMIKKMIKIMKKKMIKKKMKKKKKMKMKMIMKMIMIMIOKMIOGOIMIQGOIOGOGOGQIQEOGQGQEQGOESEQEQEQCSEQEQCSCQCSCQCSCSAQCSASASASASASAS%3FS%3FS%3FS%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=iebJxYnwROnJEIX7iDhpkShgIgo=) Wintergreen Resort, VA ### What's nearby - ![Upper Shamokin Falls in the Blue Ridge Mountains, Virginia - Wintergreen Resort, Nellysford ](https://images.trvl-media.com/place/180913/57d28a55-e84c-4113-8ede-2f5eafa1ee01.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Wintergreen Resort 3 min walk \- 0.3 km - ![Shenandoah National Park featuring forests and a river or creek as well as a couple](https://images.trvl-media.com/place/553248635823382488/3f05c44b-cf29-4c7c-80e3-ed0e8d0d7a81.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Shenandoah National Park 18 min drive \- 22.1 km - ![Nighttime view of the Rotunda at the University of Virginia](https://images.trvl-media.com/place/6057012/63dc4a50-d9ce-48e4-bf40-7a8d7b844216.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) University of Virginia 37 min drive \- 60.8 km - ![Monticello which includes a memorial and heritage architecture](https://images.trvl-media.com/place/6082929/abf8d200-964f-48b4-a110-32e63f1774c7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Monticello 44 min drive \- 69.1 km - Bold Rock Hard Cider Nellysford Cidery 13 min drive \- 16.7 km ### Getting around - Staunton Station 43 min drive - Weyers Cave, VA (SHD-Shenandoah Valley Regional) 68 min drive ### Restaurants - Belties 20 min drive - Hill Top Berry Farm & Winery 24 min drive - Devils Backbone Brewing Company 16 min drive - Iron & Ale At Wintergreen Resort 23 min drive - Trager Bros Coffee Shop 25 min drive ## Frequently asked questions ### Does Hilltop Hideaway - Wintergreen 5BR with Hot Tub have a pool? ### Is Hilltop Hideaway - Wintergreen 5BR with Hot Tub pet-friendly? ### How much is parking? ### What time is check-in at Hilltop Hideaway - Wintergreen 5BR with Hot Tub? ### What time is check-out at Hilltop Hideaway - Wintergreen 5BR with Hot Tub? ### Where is Hilltop Hideaway - Wintergreen 5BR with Hot Tub located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Hilltop Hideaway - Wintergreen 5BR with Hot Tub Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Susan M. Jan 25, 2026 Liked: Cleanliness, check-in, communication, location, listing accuracy The home was exactly as pictured and the hosts were very responsive both before and during our trip. The house was warm, cozy and full of small touches carefully selected to make our stay enjoyable. From special towels for the hot tub and cozy blankets on the couch, we loved all the extra amenities that made Hilltop Hideaway feel special. One of the best perks were the supplies we didn't have to bring along - paper towels, coffee pods, hand soap, laundry & dishwasher detergent - the showers were even stocked with body wash and shampoo/conditioner. It made packing and preparing for the trip a lot easier and gave us more time to relax. The kids snowboarded for two days - just a short 5 minute drive to the resort. The adults loved the fireplaces (inside and out) and the incredible views from all the windows. We would definitely love to come back again. The perfect start to our new year! ##### Susan M. Stayed 3 nights in Jan 2026 ### 10/10 Excellent #### Yvonne G. Jan 2, 2026 Liked: Cleanliness, check-in, communication, location, listing accuracy What a lovely, spacious, clean, and comfortable home in the mountains! Hilltop Hideaway has a well-stocked and equipped kitchen, bedrooms with comfortable beds, bathrooms that had plenty of shampoo, conditioner, body wash, etc., a terrific game room that kept the kids entertained, and an overall setting that was perfect for a fun, relaxing New Year’s Eve weekend. Our host, Mary, was extremely responsive. We loved every bit of our stay! ##### Yvonne G. 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