
Holiday rentals with a washing machine and dryer in Winchester
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Top-rated rentals with washing machine and dryer in Winchester
Guests agree: these rentals with washing machine and dryer are highly rated for location, cleanliness and more.

COZY+SEXY 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...

Old Town 1920s Gas Station with Hot Tub
1920s Refurbished Gas Station with hot tub repurposed into a beautiful luxury apartment. Private parking/EV charging, 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, laundry and coffee nook in 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!

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 !

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.

Scarborough Fair walk to downtown two story apt
Come to downtown Winchester get the true feel of the city. Park & Walk to beautiful Handley Library, take a stroll to the much loved walking mall to the many shops & restaurants. Scarborough Fair is the place to enjoy the time w/family and friends. Three bedrooms, two levels, three porches, fenced yard. Eclectic & comfortable you will love your stay in this wonderful spot downtown. Looking for more space? or have any additional questions? Reach out on social media: Michele Bouve Hoffman.

Cozy Chalet Near Berkeley Springs & Winchester
The Nest is a chalet-style cabin tucked into the tree-lined mountains of Berkeley County, WV. It offers adventure, a quiet retreat & good family fun. With 5-acres in the mountainside, you'll enjoy star studded skies on clear nights & wake up to birds singing & deer wandering, with mountain views through vaulted windows. The Nest is near Martinsburg, Berkeley Springs, Harpers Ferry, Shepherdstown, Charles Town & Cacapon State Park, among other go-to destinations on the Eastern Panhandle.

1832 Historic Washington Bottom Farm Log Cabin
Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

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.

Kona’s Cabin • Fireplace, King Bed, Pets Welcome
🌲 Welcome to Kona’s Cabin — Your Cozy Shenandoah Escape Unplug, unwind, and settle into Kona’s Cabin, a private and pet-friendly retreat just minutes from Shenandoah National Park, historic downtown Winchester, hiking trails, wineries, and breweries. The cabin features an open living area, cozy fireplace, and a well-equipped kitchen for all your cooking needs. Kona’s Cabin is a cozy abode that’s perfect for couples, solo travelers, or a peaceful weekend getaway with your pup 🐾.

Historic District Charm On Cameron Street
Charming home located in the historic district of Winchester. A short walk to the walking mall,restaurants, shopping, farmer's markets,breweries and more. Convenient to Shenandoah University, Winchester Medical Center, many museums including the Museum of the Shenandoah Valley, George Washington Hotel, Skyline Drive, 81 and more. Big deck and a half court basketball in the back yard. We have added a work/office area with a desk and chair ideal for working or schooling from home.

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger
IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

Cabin With Wood Burning Hot Tub
Escape to our modern cabin on 12 private acres. Unwind in the wood-burning hot tub, embracing the surroundings and stars at night. With a contemporary design and natural light, this retreat blends with nature. Explore private trails throughout the property, enjoying nature and the fresh air. Inside, find comfort in the fully equipped kitchen and cozy living area. Perfect for a peaceful getaway, our secluded home provides privacy and relaxation.
Popular amenities for Winchester washing machine and dryer rentals
Apartment rentals with a washing machine and dryer

The Ellicott in Historic Occoquan(30 Mins to DC)

Steeple View Flat in Historic District

Historic Leesburg location with so much more!

A Great Getaway — Foxglove Retreat

Oldtown Schoolhouse. C&O Canal Lock 70.

Heart of Town-Pet Friendly

Near I-81, but private! Laundry! No fees!

The 1763 House - Stay in Downtown Shepherdstown
House rentals with a washing machine and dryer

The Burrow ~ Our guest reviews say it all!

Little Red Schoolhouse in Cross Junction

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fish~Swim

The Nest

Cedar Creek Wayside Castle

Windy Knoll Adventure | River Front | Hot Tub!

Shenandoah Siesta

Ashby's Perch -- A Very Special Retreat
Apartment rentals with a washing machine and dryer

The Bird's Nest in Historic Occoquan (Mins to DC)

Historic Two Bedroom in Old Town Warrenton

3 BR, 3 bath, BWC, EMU, JMU, 1-81 *WIFI* Buc-ee's

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Downtown 1 BR Condo Steps to Everything

Bike,Hike,Relax in Lux! at Bryce Resort

Your Hideaway awaits/1-bedroom downtown pad.

Ski and Golf Condo Aspen East Condos Unit 212
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £87 | £84 | £90 | £90 | £96 | £91 | £92 | £90 | £88 | £85 | £90 | £94 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about holiday rentals with a washing machine and a dryer in Winchester

Total holiday rentals
Explore 70 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £29 per night before taxes and fees

Verified guest reviews
Over 6,210 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.9 Average rating
Winchester stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a washing machine and dryer Virginia
- Rentals with a washing machine and dryer United States
- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Cunningham Falls State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Whitetail Resort
- South Mountain State Park
- Jiffy Lube Live
- Harpers Ferry National Historical Park
- Big Cork Vineyards
- Green Ridge State Forest
- Shenandoah River Outfitters
- Sky Meadows State Park
- Bluemont Vineyard
- Reston Town Center
- Antietam National Battlefield
- Cooter's Place
- Rock Gap State Park
- Skyline Caverns
- Museum of the Shenandoah Valley
- Hollywood Casino At Charles Town Races
- Shenandoah Caverns
- Old Town Winchester Walking Mall




