House vacation rentals in Winchester

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Top-rated house rentals in Winchester

Guests agree: these houses are highly rated for location, cleanliness, and more.

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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

4.92 out of 5 average rating, 159 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**

Guest favorite

Home in Frederick

4.94 out of 5 average rating, 156 reviews

More Luxury = Gym + Entertainment + Best Location

High End Architecturally unique house for the area with large vault ceilings. Enjoy the walk-out deck for a barbecue with outside dinning or the personal gym formally owned by a female Olympic weightlifter. The house is located on a quiet court with direct access to all major highways, 270, 15, 340 and 70. The location is one of the nicest most convenient spots in Frederick, one block away and you can enjoy the Golden Mile of restaurants and shopping, yet the subdivision is quiet & peaceful.

Top guest favorite

Home in Edinburg

4.98 out of 5 average rating, 394 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, 430 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, 240 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, 150 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!

Guest favorite

Home in Massanutten

4.91 out of 5 average rating, 110 reviews

🌟Cozy mountain home w/Lv2 EV, hot tub & 🎱

Kick back and relax in this calm, stylish house. With 4 spacious bedrooms, this home provides all you need for a memorable vacation. Whether you’re enjoying the double sided fireplace while eating in the dining area or lounging on the living room couch, coziness is an understatement. To top it off, unwind in the back deck hot tub while soaking up the Massanutten wildlife. This is a place you’ll look forward to coming year after year!

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.

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What guests are saying

Southern Charm Getaway in Romney, WV - Sleeps 6

4.99 out of 5 average rating, 125 reviews1 month ago

Upon arrival we were impressed with the clean, open space. Teresa attention to detail was obvious. Both the indoor and outdoor spaces were inviting and peaceful. We were able to grill out back and enjoyed the sunshine. A walk to town was delightful. The made from scratch Wild Roots cafe was delicious. Try their cinnamon rolls. The shoppers in the family enjoyed discovering a treasure at the local thrift/variety shop and the White House boutique. We plan to return for a ride on the Potomac Eagle when it’s running.

Home in Romney

What guests are saying

$254/Night 5 Bdr Cape Cod House Near Quantico

4.84 out of 5 average rating, 82 reviews1 month ago

We were guests for my son’s graduation from OCS in Quantico. Perfect location. Minutes to 95N. Peaceful with tons of space. Family and friends met up from four states. We cooked a ton. We’re able to get us all around the dining table, move about the kitchen, relax in the living room and spread out during quiet time. Absolutely fantastic stay! Manny helped us out when we needed him and was super responsive and kind. We had the best time and this house made it all possible. Thank you!

Home in Stafford Courthouse

What guests are saying

Cute clean & comfortable in Luray No Cleaning Fee

5 out of 5 average rating, 23 reviews9 months ago

This home is an incredible find. It has a great location, convenient parking, walking distance to restaurants and very friendly neighbors. It's the perfect set up for a small family and has all the creature comforts you could ask for. Absolutely recommend staying here if you have the opportunity.

Home in Luray

What guests are saying

The McCoy House at the Harpers Ferry KOA

4.91 out of 5 average rating, 162 reviews2 weeks ago

We were a large group of 7 adults and 1 child, and this was the perfect Airbnb for us! Another part of our group was staying with their RV at the KOA so the location was fantastic since we could very easily walk between the Airbnb and RV. It was also great to enjoy the KOA activities and spaces. You could even walk to the national park if you enjoy walking! The house is very spacious, and it was a great space for hanging out whether in the the dining room, living room, or outside. The Airbnb was very well equipped and comfortable. We would definitely recommend staying here, especially if you have a large group or part of you group is staying at KOA.

Home in Harpers Ferry

What guests are saying

Modern 3 Bdrm Extended Stays Welcome Pet-Friendly

4.75 out of 5 average rating, 4 reviews6 months ago

My family and I very much enjoyed our weekend stay at the Cypress House. It is conveniently located just a half hour from Harrisonburg and James Madison University, its close to the Massanutten resort area, and close to the Luray caverns. Pet friendly was a plus for us and there is a large yard for you and the pet to enjoy. The house itself is charming with hardwood floors throughout. Main bathroom with tub and shower is located on the second floor. The kitchen has modern appliances and has a Keurig to use as well. Parking for about 3 or 4 cars should you need it. Host was very communicative and the overall process was very smooth. I would definitely look to stay here again, especially if I were looking to take advantage of all of the outdoor offerings in the area. Also a great option for JMU families during those busy weekends!

Home in Elkton

What guests are saying

Shenandoah Valley Farmhouse & Cottage

4.95 out of 5 average rating, 20 reviews3 weeks ago

Our friends and I had a great time at Edinburgh! The home is just as pictured - gorgeous outdoor area (we do wish the cushions on the outdoor seating was provided for a more comfortable seating arrangement). The rooms were inviting and the kitchen was well-stocked with everything we needed and more. There were plenty of rooms and bathrooms for everyone to be comfortable. John and Ashley were super quick to respond and provide local recommendations. Would highly recommend! Thanks!

Home in Edinburg

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