Entire home

Designer Home w/ Incredible Views, Sleeps 16

Photo gallery for Designer Home w/ Incredible Views, Sleeps 16

Outdoor dining
Exterior
Living area
Terrace/patio
Outdoor dining

Reviews

9.6 out of 10
Exceptional
6 bedrooms3+ bathroomsSleeps 16

Popular amenities

  • Parking available
  • Pool
  • Pet-friendly
  • Hot tub
  • Dryer
  • Barbecue grill

Explore the area

Map
Wintergreen Resort, VA
  • Wintergreen Resort
    ‪1 min walk‬
  • Raven's Roost Overlook
    ‪13 min drive‬
  • Bold Rock Hard Cider Nellysford Cidery
    ‪15 min drive‬
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪62 min drive‬

Rooms & beds

6 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Single Bunk Beds

Bedroom 5

1 King Bed

Bedroom 6

1 King Bed

Bedroom 7

1 Double Sofa Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Designer Home w/ Incredible Views, Sleeps 16

Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, complete with hot tub, cedar barrel sauna, fire table, dining for 10, grill, smoker, pizza oven, and views everywhere. The light-drenched interior is equally impressive. With 6 bedrooms plus a private game room with pullout sofa, the home sleeps 16 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting.

There's a ton to do in the area! Highlands Overlook is about a mile to the slopes and a few minutes’ drive to 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). 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 home layout is as follows:

Main level:
(Note: just 1 small step required to enter main level from flat driveway)

- Grand living room with big screen TV
- Dining area for 10, plus room for 4 more at the kitchen bar
- Fully stocked kitchen with granite counters, stainless appliances, and gas range. Dining nook in kitchen features built-in booth seating.
- BR 1: Primary bedroom with king bed. Ensuite bathroom features double vanity and bath/shower combo.
- Game room with pullout sofa, oversized TV, electric fireplace, foosball, shuffleboard, 2 pinball machines, infinity board game table, and additional refrigerator
- Half bath
- Laundry room with full size washer and dryer
- Upper deck features dining table for 10, oversized propane grill, pellet smoker, and pizza oven

Lower level:

- BR 2: King bed with lower deck access
- BR 3: King bed with lower deck access
- Hall bath with shower/tub combo
- Workspace area at end of hallway
- Lower deck features hot tub, barrel sauna, seating area with propane firepit, and multiple places to sit and enjoy the view

Upper level:
- BR 4: King bed with views
- BR 5: King bed
- BR 6: Bunk room with 2 sets of twin-over-twin beds
- Hall bath with shower/tub combo
- Loft area with couch, rocking chair, and incredible views

- Highlands Overlook is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night). We provide some helpful supplies for pet-owners.
- We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee.
- Fireplace is non-functional at the moment
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- The end of our flat gravel driveway can fit 3 vehicles side-by-side, plus another 3-4 vehicles parked single file down the driveway. So if you have 4 or more vehicles, be prepared to have to move cars around some if somebody is blocked in.
- Wifi is fast with a strong signal throughout the house and decks. Four of the six bedrooms, the living room and game room, feature smart TVs where you can access all the main streaming services.
- 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, baby monitor, 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.


Lastly, this property is located within an HOA that requires the community rules to be posted here, so here are those rules:

WELCOME TO MASSANUTTEN!

This home is in a private residential neighborhood and is part of the Massanutten Property Owners Association (MPOA), governed by its rules and regulations. There are rental homes in all MPOA neighborhoods, but people also live here. Your nearby neighbors may be full-time residents, including families with children, retirees, second-home owners and other guests
enjoying their retreat.

NOISE
• Quiet hours: 10:00 PM - 7:00 AM.
• Keep noise indoors during these hours.
• No excessive noise at any time, as judged by MPOA or its assigned agents.

PARKING
• Keep all tires off the road.
• Don't block fire hydrants or park in front of another property without written approval
from your host.
• Park only in designated areas or overflow lot (4007 Peak Dr., Massanutten, VA 22840)
• No buses, campers, or RVs to be parked at homes or on roads. Overflow lot is
available with written approval from your host.


OUTDOOR FIRES
• High wildfire risk area!
• No open fires.
• No unattended fires.
• No firepit use during quiet hours (10:00 PM - 7:00 AM).
• Firepits and grills may be restricted during local emergency
conditions, check MassanuttenVillage.com or electronic sign at
entrance for updates.

ALCOHOL
No open containers on roads or in common areas.

PETS
• Leash always required when outside.
• Clean up after your pets.

TRASH
• Do not place garbage/trash outside, including screened-in porches, decks or
carports. Trash attracts wildlife, which could endanger you and damage the property.
• Dumpsters are located at 4003 Peak Dr., Massanutten, VA 22840

OTHER THINGS TO NOTE
• Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.

Tips for a Happy Hot Tub
- Be sure to unclip the hot tub cover before removing it.
- Please do not put anything besides people in the hot tub (like mulch or toys).
- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze.
- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off.
- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it.
- Do not drain the hot tub.
- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal.
- Use plastic drinkware around the hot tub.

Property manager

New School Hosting
Premier Host

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: limit 4 total
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Smoking

Smoking is not permitted
Please respect our neighbors! 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 propane fire table and table-top tiki torches).
No refunds due to weather.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

We should mention

A car is recommended for transport to and from this property

About the area

Roseland

Roseland is home to this holiday home. Zeus Digital Theater and Shenandoah Valley Art Center are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Plumb House Museum.
Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 km
  • Raven's Roost Overlook - 13 min drive - 12.0 km
  • Bold Rock Hard Cider Nellysford Cidery - 15 min drive - 15.1 km
  • Sherando Lake Recreation Area - 19 min drive - 15.5 km
  • Stoney Creek Golf Course - 20 min drive - 19.7 km

Getting around

  • Staunton Station - 48 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 62 min drive

Restaurants

  • ‪Hill Top Berry Farm & Winery - ‬21 min drive
  • ‪Bold Rock Nellysford Cidery - ‬16 min drive
  • ‪Devils Backbone Brewing Company - ‬13 min drive
  • ‪Trager Brothers Coffee 2.0 - ‬22 min drive
  • ‪The Market - ‬3 min drive

Frequently asked questions

Does Designer Home w/ Incredible Views, Sleeps 16 have a pool?

Yes, this property has a pool.

Is Designer Home w/ Incredible Views, Sleeps 16 pet-friendly?

Yes, this property allows pets (limit 4 total).

What time is check-in at Designer Home w/ Incredible Views, Sleeps 16?

Check-in begins at 4:00 PM.

What time is check-out at Designer Home w/ Incredible Views, Sleeps 16?

Checkout is at 10:00 AM.

Where is Designer Home w/ Incredible Views, Sleeps 16 located?

This family-friendly Roseland holiday home is steps away from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 7 reviews
Rating 8 - Good. 2 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

8.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

david f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great family retreat

perfect for family gathering layout of house, views, host very helpful
Stayed 4 nights in Mar 2025

8/10 Good

Wendy Ertmer D.

Liked: Check-in, communication, location, listing accuracy

We had a lovely time!

We really enjoyed our stay at the house!
Stayed 3 nights in Sep 2024

10/10 Excellent

Kim R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Views are Absolutely Amazing!!

The views are something pictures cannot do justice. The kids loved the game room. Great house for families.
Stayed 4 nights in Dec 2024

10/10 Excellent

Kathryn N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely PERFECT!!!!

Views, views and more views! So many activities, they really thought of everything. Best 3 days of my life, you can beat this amazing home. Owners wwre so nice and responded to messages quickly. The place was beautiful decorated. I would love to stay here again.
Stayed 2 nights in Jan 2025

10/10 Excellent

cheryl m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect in so many ways

We took our family on a ski vacation to Wintergreen. The space/house was amazing the features like the hot tub, sauna and the game room made everything work. The view was spectacular what a way to wake up.Communication with management company excellent.Sincerely,Cheryl
Stayed 4 nights in Feb 2025

10/10 Excellent

Steve R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb home for wonderful experience

Exceptional house: spacious living areas, very clean, well stocked basics for the stay, excellent kitchen with all the kit to feed large meals for many people including the cookware, flatware and kid-sized plates, flatware, bowls and cups; great game room and hot tub. The design, orientation and elevation of the home with its vaulted ceiling and glass windows provide a 180 degree spectacular vista. Well maintained house with quality features and everything - appliances, lights, heating, propane fire pit, pizza oven, sliding doors - works. Short drive to the resort center, ski school and equipment rentals. We never figured out how to operate the sauna (yes, the sauna !), and we could have used one huge cooking pot for pasta night, but the house was great all around. Highly recommend this top-of-the-line home that stands above many of the great homes we've stayed in.
Stayed 5 nights in Dec 2024

8/10 Good

Mike G.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

NA

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Stayed 4 nights in Jul 2024

About the host

Hosted by New School Hosting

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Premier Host

They consistently provide great experiences for their guests