Holiday rentals in Opequon

4.99 out of 5 average rating, 405 reviews

Cottage in Winchester

Uber SXY Private Country Escape! Hot Tub & Views~

Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

Superhost

Flat in Winchester

4.9 out of 5 average rating, 351 reviews

Downtown 1920's Gas Station with Hot Tub

Luxury 1920’s Refurbished Gas Station and hot tub repurposed into a beautiful apartment. Private parking/EV charging station, private hot tub, full kitchen, custom rain shower, high speed wifi, and smart TV. There is plenty of light with frosted garaged doors, all modern appliances, coffee nook, and an open living design. Be a part of Old Town Winchester in this unique getaway, walking distance to shops, downtown eateries and our neighborhood Pizzoco Pizza Parlor one block away. Pets welcome!

4.97 out of 5 average rating, 142 reviews

Cabin in High View

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

4.97 out of 5 average rating, 196 reviews

Cameron Charmer pristine w/double master suites

Take a step into pure luxury in this newly renovated 1930's charmer in up and coming downtown area of Winchester. Owners have spared no expense to make this the kind of place where guests can come & forget about the rest of the world ! Incredible top of the line centralized dine in kitchen, wide open & inviting living areas, two master suites each with walk in closets & baths up lovely custom pine staircase. Come spoil yourself a bit at the Cameron Charmer, you are sure to enjoy your stay !

5 out of 5 average rating, 208 reviews

Flat in Winchester

Old Town Loft In Highly Desirable Area Downtown

Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.

4.97 out of 5 average rating, 282 reviews

Flat in Winchester

Downtowner

No hassle parking on premises and a private entrance. The "Downtowner" is a 1920's era restored home in a quiet residential section of Winchester's Historic District and just a short stroll to the downtown "pedestrian only" walking mall with restaurants, cafes, and shops. Clean and spacious, the apartment is complete with bed linens, towels, etc. and stocked with water in the fridge as well as a Keurig with coffee options, tea, hot chocolate, etc...Xfinity HDTV with voice remote control.

Superhost

Loft in Winchester

4.73 out of 5 average rating, 656 reviews

Immerse yourself in Old Town Winchester (Apt #4)

Our loft apartment is in the heart of Old Town Winchester on the Old Town Mall. Located off of a little alley, with security lighting and motion detectors you will be staying steps away from dining, shops, and everything our community has to offer. Yet, our apartments are quiet and secure. Our building is OLD & has all of the charm that goes along with it. If you are looking for a sparkly new place, you may want to stay elsewhere, If you want clean, funky, and awesome, we are your place!

4.97 out of 5 average rating, 254 reviews

City Charmer minutes from Old Town

Renovated 1950's cottage style home. Enjoy a small house with a great front porch and large backyard with patio. Just minutes to drive and about 10-15 minutes to walk to Historic Old Town Winchester which includes numerous restaurants, bars, shopping, and often some kind of event like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. if you're looking for a day trip to the big city or just sit back and relax right here in our small town.

4.95 out of 5 average rating, 188 reviews

Indigo Blue modern open vibe on tree lined street

Come stay in this lovely spacious downtown home located on a beautiful tree lined street. Enjoy its open mid century modern style and relaxing outdoor areas! This 3BR 2BA home w/ sunroom w/ gas fireplace & rear fully fenced courtyard is the perfect place get away to & explore downtown Winchester. Walking distance to everything. Park & walk & enjoy nearby John Handley HS /walking mall /shopping/live music /art galleries/ walk to the iconic Handley Library, You will LOVE it!

Guest suite in Winchester

4.81 out of 5 average rating, 339 reviews

Safe, cozy oasis with private living & bath.

Wonderfully comfortable basement apartment. We are less than a mile from Winchester Medical Center.... ideal for traveling doctors/nurses. Close to other area attractions. You will have your own living room, bathroom and bedroom. Private entrance. Digital lock. You will get instructions prior to check in. You will be in the basement however it has natural light in the bedroom. There may be some noise from upstairs, but it is generally quiet.

4.93 out of 5 average rating, 243 reviews

Townhouse in Winchester

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

4.96 out of 5 average rating, 129 reviews

Aunt Tim's Farmhouse

Our farmhouse is located approximately 5 miles west of Historic Winchester, VA. The house is situated on 106 acres of an operational farm. You may see family members and friends tending honey bee hives, working in the detached garage, gardening, and completing other farm chores. The house is solely occupied by our guests. Come on out to enjoy some peace and quiet and take advantage of all Mother Nature has to offer!

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Other great holiday rentals in Opequon

Superhost

Cabin in Winchester

4.86 out of 5 average rating, 90 reviews

Kona's Cabin — Walk to Lake, Firepit, Pet Friendly

PattyRating, 5 stars4 weeks ago

This was the perfect place to stay for a family getaway. We hiked, enjoyed coffee out on the patio, had a fire in the fire pit and shared meals in the well appointed kitchen. The area has beautiful parks and some delicious food.

5 out of 5 average rating, 58 reviews

Downtown Chic Condo w/parking

DanitaRating, 5 stars4 days ago

Lori and Myah were fantastic hosts. The place was super clean and beautifully decorated. Response time was super fast, and instructions were very easy to follow. I’d recommend everyone to stay here, and I will be staying again!

5 out of 5 average rating, 41 reviews

Cabin in Swanton

Chalet in the Orchard; Romance, Luxury, Relaxation

KristiRating, 5 stars1 week ago

Anthony was an amazing host and was so helpful in the communication process and booking and assisting us with all of our questions. This air b and b is absolutely beautiful and so much thought and intention put into the design and the surroundings in the woods added to the aura. The hot tub, sauna, and all the wonderful amenities made this getaway a dream. Such a comfortable bed and we had everything we needed. Thank you so much for hosting us we made many unforgettable memories at your gorgeous chalet!!

5 out of 5 average rating, 16 reviews

Cottage in Front Royal

Riverfront Paradise | Hot Tub | Sauna | FirePit

NickRating, 5 stars3 days ago

Right on the water located in a quiet and private community. Very peaceful and relaxing! Great for a few chill days away!

4.9 out of 5 average rating, 10 reviews

Skyview Farmhouse

SaraRating, 5 stars1 day ago

We had a wonderful stay at Denise’s farmhouse with our family. Her house is beautiful, very clean, and extremely comfortable and inviting. She has thought of every detail and includes extra amenities like snacks, toiletries, board games, and plenty of linens. We had our young son with us, and she laid out many things for him like a portable crib, baby shampoo and towels, a bathtub, and a changing pad. The location is beautiful and not far from restaurants, shops, etc. All the beds and furniture were very comfortable, and there was plenty of space for everyone. As a host, Denise was extremely responsive and made things very easy for us. I would recommend her house to anyone!

5 out of 5 average rating, 25 reviews

Cabin in Culpeper

Campo Cibola - Brisa

AlexandraRating, 5 stars1 week ago

From the moment I set foot on the property my heart skipped a beat. Everything about our stay was a perfect. The cabin was clean and cozy. All the practical things comfortable bed, cold ac, hot shower, well stocked kitchen, comfy couch, big windows for taking in the peaceful surroundings and watching the bison. Getting into town was an easy 15min drive if you wish. But I never wanted to leave. I could not have wished for a better view of the bison. I watched them come out into the pasture every morning, sun bathe, munch on grass, roll in the dirt, and retire up the hill each evening. This was the most amazingly relaxing couple of days and more than I could have dreamed. I cannot wait to return.

5 out of 5 average rating, 83 reviews

Cabin in Stanley

Ava A-Frame•Hot Tub•Theater•Hidden Stair•EV Charge

JohannaRating, 5 stars2 weeks ago

This was a wonderful mountainside retreat with breathtaking views. The house had so many fun amenities we never ran out of ways to keep ourselves entertained.