Holiday rentals with a patio in Winchester

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Top-rated Holiday Accommodation with Outdoor Verandahs in Winchester

Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

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Guest favourite

Condo in Downtown Frederick

4.89 out of 5 average rating, 112 reviews

Newly Renovated HUGE condo in heart of downtown!

Our brand new totally upgraded and renovated condo is in the heart of downtown Frederick’s main square. The whole group will enjoy easy access to everything from this centrally located place. This unique historic building has a private parking spot, and access to prime shopping and dining just steps from your door. Although this is an apartment, don’t let it fool you! This 2,000+ sq foot beauty will give you enough space to spread out and relax! This building has the ability to sleep 16!Ask host

Guest favourite

Home in Elkton

4.95 out of 5 average rating, 185 reviews

Hottub 5 acres, Great hiking,The best views around

Stony Creek Lookout is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains.Brand new complete renovation, modern amenities, hot tub, sizable elevated deck, video/board games, theatre room, kayaks and high quality furnishings !This extraordinary stay adjoins the Shenandoah NatlPark with the best views in the Shenandoah Valley, hike out your back door. Pet friendly, 5 min from Massanutten 4 season resort, Shenandoah River & much more. Great Wifi & cell service! 5 TVs

Top Guest favourite

Cottage in Capon Bridge

5 out of 5 average rating, 26 reviews

*New* River Front Retreat *HotTub-FirePit-Kayak*

Hummingbird Hideaway a River Front Cottage is the perfect place to relax & recharge. *Steps from the cleanest river in WV *Hot tub with river views *Kayaks on property, launch right off property *Decks with BBQ and dining Alfresco *Two Fire pits: River Front Wood Fire pit and Propane on the Deck *Yard games and board games *Wi-Fi and Smart TV. *Pet-Friendly This is a place where time slows down and the soul finds rest. Come step into nature and nurture your spirit at our riverfront haven.

Top Guest favourite

Cottage in Woodstock

5 out of 5 average rating, 24 reviews

Riverfront Cottage~Hot Tub and Mountain View

The Misty River Cottage is located on one of the seven bends of the Shenandoah River and at the base of the Massanutten Mountain. It was designed, built and furnished with the goal of being one of the nicest options in the Shenandoah Valley. With views of the river and mountains from every room. Ensuite bathrooms in each of the two bedrooms. A custom built bunk bed for larger groups. Heated floors, spectacular outdoor space and direct river access all within a short drive to Woodstock.

Top Guest favourite

Cabin in Basye

5 out of 5 average rating, 28 reviews

New Luxe cabin w/hot tub, fire pit & 4 season room

Welcome to Picard Place. This luxury 3 bed, 2 bath Chalet is peacefully situated 3 minutes from the Bryce Ski Resort & sleeps up to eight. Complete RENOVATION; fresh paint, comfortable & luxury furnishings, new kitchen, etc. And should you choose to venture out for adventure you’ll find yourself just 3 mins away from a great resort offering mountain biking, golf, winter sports, & scenic chair lift rides. Or pop over to Lake Laura (8 mins) for water activities or a stroll along the lake.

Top Guest favourite

Apartment in Meyersdale

4.97 out of 5 average rating, 177 reviews

Country Home

Relax with family, friends, or enjoy a solo retreat at this peaceful place to stay in the country. Chestnut House was built in the early 1940s, with Wormy Chestnut wood everywhere! It is a unique home, with an apartment built over a garage / wood working shop.. then connected to the main house later. This space available to rent is separate and fully functional from the main house where we live. Enjoy 2 bedrooms, 1 bathroom, full kitchen and living area.. along with the large outdoors!

Top Guest favourite

Tiny home in Harpers Ferry

4.98 out of 5 average rating, 108 reviews

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. The property features a large patio, outdoor dining area, courtyard, firepit, hammock, hot tub. The outdoor space provides private vistas of the Shenandoah, moonlit nights, star gazing while soaking in the hot tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Guest favourite

Bungalow in Leesburg

4.93 out of 5 average rating, 138 reviews

Hilltop @ Shiloh

Hilltop sits on a park-like estate. This NEWLY REMODLED Bungalow is part of a charming duplex, offering a private entrance and exclusive outdoor seating. Enjoy stunning views of rolling hills, ponds, and lush landscaping. Stay and refresh your soul in our peaceful cottage or explore! Close to breweries, wineries, the C&O Canal for biking and hiking, and antique shopping at the popular Lucketts Store. Just 11 miles to historic Leesburg, VA, Morven Park, or 15 miles to Frederick, MD.

Guest favourite

Home in Luray

5 out of 5 average rating, 16 reviews

Newly Renovated Riverfront w/Hot Tub

Skip's Bayou is a hidden gem that draws you into an unforgettable experience of relaxation, luxury and nature. Enjoy access to 3 multi-acre private waterfront lots and access to use our kayaks, tubes, canoes and fishing poles in the waterfront activity shed or launch your own kayak/canoe. Enjoy some of the best fishing on the Shenandoah. You can play basketball, pickleball or horseshoes. Kickback under the covered patio and gaze at the stars or relax in the upper deck hot tub.

Guest favourite

Condo in Centreville

4.91 out of 5 average rating, 101 reviews

Peaceful resort- like patio condo

Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front. This home provides a perfect setting for both luxurious and comfortable living. Bright southern exposure, No steps from parking, 2 smart TV, Highspeed internet, queen size bed, the patio opens to private green nature. Plenty of guest parking as well. Long paved walking trail passing by, Walk to Giant, Starbuck, and Restaurants. Less than 2 miles from Spa World. And 10 min drive to King Spa.

Guest favourite

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 favourite

Treehouse in Stanardsville

5 out of 5 average rating, 29 reviews

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, recliner, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature!