
Hotels in Winchester
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Quick stats about hotels in Winchester

Total holiday rentals
Explore 20 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Winchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals
Top-rated hotels in Winchester
Guests agree: these hotels are highly rated for location, cleanliness and more.

A Great Stay in Chambersburg with beautiful rooms!
You’ll love the stylish decor of this charming place to stay. Inviting hotel off I-81 close to historic Gettysburg Our welcoming Baymont by Wyndham Chambersburg hotel is situated in the Cumberland Valley, just 15 miles from the Pennsylvania-Maryland border. We’re located off I-81 at exit 14 and Wayne Ave., 25 miles west of historic Gettysburg and close to many restaurants and Amish farm markets. Lots of great local attractions too! Please contact the hotel for information on extended stay rates.

The Knolls Town & Country Room 9
This vintage motel has been updated to provide charming efficiency rooms. Each room has a kitchenette, private bath, 55” smart tv, & Wi-Fi. The Knolls is located steps from the VA, minutes from Martinsburg & Charles Town, & close to Charles Town Casino as well as many other local attractions. Parking is directly in front of your door. Each room is equipped with a smart lock on the door. Room #9 is comfortably designed with luxury linens, memory foam mattress, and so much more. Come stay with us!

Look No Further! Free Breakfast, Pets Allowed
See a vacation through the eyes of one of our visitors! The National Firearms Museum and Fair Oaks Park are just a few of the city's many cultural attractions. Learn the true meaning of travel and how much fun you can have by staying at this first-rate hotel. The location of the property puts public parks and shopping malls within easy walking distance. It offers a variety of recreational activities, including golf and wine tasting. By living here, you experience the wonders of this amazing city

The Ridge 09 JMU /Business Travel - King
Centrally located in the heart of the Friendly City, this stylish rental is minutes from the lively downtown of Harrisonburg. Perfect for a weekend of exploring the Valley or visiting JMU, it provides comfortable, clean, and newly remodeled rooms. Rooms are located in a central building that includes shared hallway, laundry, common area with microwave, coffee station (supplies included) and outdoor seating area with fire ring. Downtown sport delicious cuisine for your enjoyment.

Wayside Inn (Room #24) Monroe Guest Room
The Monroe Guest Room has a /double bed with a full bathroom. This room is located up the southern staircase and is on the 2nd floor. This room is not recommended if you are over 5 foot 6 inches tall because of the unique bed frame. This room was named for James Monroe, the 5th president of the United States. Monroe was one of the U.S. Presidents born in Virginia. Please note: The Wayside Inn 1797 does not have an elevator.

Close to Quantico Marine Corps Base
A quite, secure setting just outside the Marine Corp Base Quantico and the Marine Corp National Museum. Only 35 miles to Washington DC and close to historic Fredericksburg VA. This one bedroom unit has a fully equipped kitchen and flat screen TVs in the living room and the bedroom. Pets (dogs only) are allowed with a fee. Please contact host for details on pet policies and fees.

Historic Hotel Gunter - Room 311
Step into the timeless elegance of the Hotel Gunter, the iconic five-story landmark that has graced Downtown Frostburg since 1897. Adorned with classic balconies, it remains a beloved gathering place. Nestled in the heart of the town, our historic hotel offers modern comfort alongside effortless access to the finest local shops and restaurants.

Spacious Room Short Drive to EagleBank Arena
Enjoy a relaxing stay in Fairfax, VA, near George Mason University and Fair Oaks Mall. Ideal for both business and leisure, with spacious, pet-friendly rooms and Southern-inspired dining. Explore local attractions like Patriot Park North and EagleBank Arena. With great service and modern amenities, your visit will be comfortable and memorable.

2 Queen | Wyndham Manassas | Near Jeff Lube Live
A comfortable Manassas stay with quick access to Northern Virginia favorites. Spend the day at Manassas National Battlefield Park, browse Historic Old Town Manassas, or plan a concert night at Jiffy Lube Live. Between plans, reset with the indoor saltwater pool and seasonal outdoor pool, plus a fitness center to keep your routine steady.

Easy access to DC & just 10 mins from the airport
The Aloft Guestroom at Aloft Dulles Airport North features a stylish 285 sq ft (26 sqm) layout equipped with a mini fridge and coffee/tea maker. Enjoy Aloft’s contemporary design, plus wireless internet access (for a fee), making this room a comfortable and convenient choice for any traveler.

Single (1 Full Bed)
One double bed with a microwave & mini fridge. The room has been updated with flat screen televisions, mini-fridges, microwaves, air-conditioning, and free wi-fi. Many of the rooms have been remodeled to update flooring, plumbing, electrical, and bathroom fixtures.

APM Inn & Suites
Feel at home with our comfy, cozy rooms! Our indoor pool has been renovated and is up running. We are pet friendly, additional fees apply upon check-in. Our hotel is a close distance to Historical Downtown Winchester and short distance to many food places.
Popular amenities for Winchester hotels
Family-friendly hotels

Historic Hotel Gunter - Room 303

Historic Leesburg Stay w/ Bunkbeds + Sauna

The Knolls The Paddock. Room 8

Botanical

Shepherdstown

Historic Hotel Gunter - Room 310

Historic Hotel Gunter - Room 314

The Ridge 08 - Explore Harrisonburg/JMU
Hotels with a pool

King Room l George Washington l Downtown Charm

2 Units | Queen Room | George Washington

Woodstone Massanutten 4 Bedrooms

Deluxe King | Wingate Chantilly | Free Breakfast

2 Queen Beds | Wingate Chantilly | Park & Fly

Serene Hideaway Perfect for a Relaxing Countryside

Suite In Manassas

George Washington l King Bed l Vanity for Two
Hotels with a patio

The Ridge 01 Explore Shenandoah-JMU-Queen bed

The Ridge 11 Travel JMU Harrisonburg- Queen bed

Historic Hotel Gunter - Room 309

The Ridge 06 JMU/Business Travel - Queen

The Ridge 12 Travel JMU Harrisonburg - Queen Bed

Historic Hotel Gunter - Room 315

Historic Hotel Gunter - Room 312

The Ridge 03 Visit Harrisonburg-King bed
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- Rentals with a washing machine and dryer Winchester
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- Rentals with pools Winchester
- Rentals with breakfast Winchester
- Family-friendly rentals Winchester
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