House vacation rentals in Winchester

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Top-rated house rentals in Winchester

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Guest favorite

Home in Massanutten

4.88 out of 5 average rating, 119 reviews

Mid-Century Modern Cool: Hot Tub~Grill~Pool Access

Stay with a SuperHost! The Nut House in Massanutten Resort, Virginia, offers main level great room with floor to ceiling windows, gourmet kitchen, TV nook, and deck overlooking woods with babbling creek. Beds made up with fresh linens and 6 bath towels included; plus PT, TP, and more. Our home is very inviting, with a classic retro mid-century modern decor. Our 10-page House Info Sheet details the resort, restaurants, shopping, and wineries. This is the perfect home for the discerning traveler.

Guest favorite

Home in Lovettsville

4.83 out of 5 average rating, 107 reviews

Cozy 3500sf Private 10ac. pickleball-hot tub-pool

5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

Guest favorite

Home in Basye

4.93 out of 5 average rating, 161 reviews

Romantic Treetop Retreat: Hot Tub•King Beds

Brand New Listing! Completely renovated cabin sits up among the trees. This comfy and stylish cabin is the perfect place to visit Bryce Resort (1.5 miles) and the many wineries and hikes nearby. The hot tub is the ideal spot to relax and breath the mountain air. Multiple outdoor spaces and fire table to enjoy. New Memory Foam beds, 65 inch Tv over the electric fireplace, rainfall shower head, stocked kitchen Every inch of the house has been designed for the perfect romantic or family getaway.

Superhost

Home in McGaheysville

4.84 out of 5 average rating, 121 reviews

Spring Escape Near Massanutten Adventures & Trails

Breathe the mountain air of the Shenandoah Valley! Relax in our lovely home and enjoy the Massanutten Resort and Shenandoah Park. Our prime location is 5 min from hiking, adventure park, water park, horseback riding, golf course, mini golf, skiing and tubing, spa, and bumper cars. 15 min to Skyline Drive, 15 min to Shenandoah River Enjoy nearby wineries, farms, caverns. *High-speed internet, streaming services, fully equipped kitchens, and comfortable bedding. **Driveway is very steep**

Top guest favorite

Home in Edinburg

4.98 out of 5 average rating, 395 reviews

The Burrow ~ Our guest reviews say it all!

Indulge in a serene retreat at this charming countryside residence, perfect for a delightful getaway or a quick overnight stay. Just a 4-minute drive with two easy turns from I-81, this cozy home promises tranquility and relaxation. Begin your day on the inviting porch, soaking in the sunrise, setting the tone for a peaceful escape. Explore attractions such as hiking trails, enchanting caverns, or indulge in the local offerings of nearby wineries. A short stroll reveals Dee and Kenn's home.

Guest favorite

Home in Culpeper

4.95 out of 5 average rating, 432 reviews

Cute Home in Downtown Culpeper with many extras!

Enjoy our recently updated home in downtown Culpeper. Our small home sits in a prime location within 1-3 blocks of amazing restaurants, breweries, and interesting shops.The house is located in a safe and quiet part of town. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. Perfect for a family getaway! We are now accepting longer-term reservations. Top-rated accommodation in Culpeper for 2018-2022

Top guest favorite

Home in Luray

4.99 out of 5 average rating, 242 reviews

Spacious Wi-fi Hot Tub Minutes from attractions

Located in downtown Luray, this home is within walking distance from restaurants, theater, brewery, shopping, Luray Greenway and live entertainment. The North Hawksbill House is minutes from the Shenandoah National Park, Luray Caverns, Shenandoah River, and local wedding venues. This 3 bedroom, 2 bath home is newly furnished and decorated, includes all new major appliances. The North Hawksbill offers a 6 person hot tub and firepit enclosed by a custom made privacy fence.

Superhost

Home in Town of Rockingham

4.78 out of 5 average rating, 260 reviews

Stone Spring - Heated Salt Pool - on 2.5 Acres

Heated Salt water pool and hot tub on 2.5 Acres. Lawn games & outdoor living room! New for '21 - Stove, Upstairs Flooring, Foosball Table, Board Games, paint New for '20 - Antimicrobial door handles, kitchen items Completely separate owner/caretakers quarters onsite, occupied by our property manager. Pool, hot-tub, grilling, etc are private spaces for guests and NOT shared *entrance and egress through pool area* *playhouse removed, gas fireplaces inoperable *no pets

Guest favorite

Home in McGaheysville

4.91 out of 5 average rating, 151 reviews

Pleasant Place near Massanutten Resort!

Located near Massanutten Four Season Resort, Pleasant Place offers everything you need for a comfortable stay. Whether you are looking for a weekend getaway or new views for your telework station, this property has it all. With an abundance of light, an outdoor firepit, and full deck dining, you are sure to get some much-needed relaxation in the mountains. Minutes away from Massanutten Ski Lodge, two 18-hole golf courses, year round indoor/outdoor water park, and more!

Top guest favorite

Home in Fredericksburg

4.99 out of 5 average rating, 201 reviews

Historic 1927 Home in Old Town Fredericksburg, VA

This historic 1927 home is in Old Town Fredericksburg, VA. Leave your car parked because you are blocks away from all things historic to the best restaurants and shopping. This gorgeous home has all the amenities you need. 3 beds, (1 king, 1 queen, 1 full), large couch, 1 1/2 bathroom, 3 TVs with Apple TVs, WiFi, cable TV, charcoal grill, full kitchen, and dining for all...and there is more. Please read "House Rules: Additional Rules", thank you.

Guest favorite

Home in Martinsburg

4.82 out of 5 average rating, 123 reviews

Sunrise on the Potomac near Shepherdstown, WV

"Sunrise on the Potomac" has stunning waterfront views on 5-acres in a private community. 4 BRs + 3 BAs (sleeps 8). Great for a staycation, work-from-home alternative, or change of scenery. Just fully renovated and better than ever! Shepherdstown is a historic and artsy college town that balances natural beauty with a quirky, bohemian culture. Explore historic sites, boutique shopping, great restaurants, and other amenities.

Top guest favorite

Home in Harpers Ferry

4.94 out of 5 average rating, 394 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.