Winchester

Holiday Apartments in Winchester

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Winchester Apartments

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Morocco Loft 2BR overlooking city walking mall
Morocco Loft 2BR overlooking city walking mallMorocco Loft 2BR overlooking city walking mallMorocco Loft 2BR overlooking city walking mallMorocco Loft 2BR overlooking city walking mallMorocco Loft 2BR overlooking city walking mallMorocco Loft 2BR overlooking city walking mall
9
Hotels in Winchester
Welcome to Morocco Loft ~ this is a large loft on the third floor of a vintage tudor style building high up overlooking the downtown cityscape with lots of character and charm. You will love the trendy decor and unique layout just steps from the downtown walking mall, discovery museum and the many unique shops and restaurants of Winchester.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
2 reviews
10.0/10
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WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
WonderClock House downtown vintage duplex w/ porches, steps to Handley LibraryWonderClock House downtown vintage duplex w/ porches, steps to Handley LibraryWonderClock House downtown vintage duplex w/ porches, steps to Handley LibraryWonderClock House downtown vintage duplex w/ porches, steps to Handley LibraryWonderClock House downtown vintage duplex w/ porches, steps to Handley LibraryWonderClock House downtown vintage duplex w/ porches, steps to Handley Library
19
Hotels in Winchester
Come make memories together in downtown Winchester ! You will love the WonderClock house, a vintage duplex just steps from the iconic Handley Library and the walking mall that offers many delicious restaurants, breweries & pubs, coffee shops, bookstores,and galleries amid the eclectic assortment of shops! Free private driveway parking. You can plan on parking and walking to all that the downtown area has to offer. Guests will enjoy two levels, three bedrooms, designated work space, full bathroom with vintage clawfoot tub, kitchen back staircase, and three porches! There is plenty of space to spread out at the large farm dining table and relax in the living room with flat screen TV and electric woodstove. The house was named after the hosts fathers favorite fairytale book The Wonder Clock which is on the mantel in the house for guests to enjoy. PLEASE NOTE: All major holidays ( Local: Apple Blossom National: Christmas/ Thanksgiving/ New years/4th of July /Memorial and Labor Day ) will include an additional $100 fee. This fee will be requested prior to guests arrival.Please note: Stays over 3 weeks will incur an additional double cleaning fee.Quiet Hours: 10pm to 7am.About pets:Pets allowed: dogs (limit 2 total).Please do not let dogs on furniture or beds.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Very Good
4 reviews
8.6/10
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Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Cameron Grace Brand New 1BR 1BA apt downtown WinchesterCameron Grace Brand New 1BR 1BA apt downtown WinchesterCameron Grace Brand New 1BR 1BA apt downtown WinchesterCameron Grace Brand New 1BR 1BA apt downtown WinchesterCameron Grace Brand New 1BR 1BA apt downtown WinchesterCameron Grace Brand New 1BR 1BA apt downtown Winchester
16
Hotels in Winchester
Stunning brand new 1 BR apt within walking distance to everything downtown. Meticulously maintained and beautifully decorated. Full of light and plenty of space to live and work. The apt is overtop of the garage in the rear of another VRBO rental. There is a nice private driveway parking spot and just one flight of steps up to a brand new IBR I BA oasis overlooking the trees. Come and Walk to enjoy Old Town Winchester. Whether you plan to stay for a night, a week or longer this private relaxing spot will not disappoint! You will LOVE it! High chair and pack and play available upon request.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
4 reviews
10.0/10
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Winchester
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Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mallDreamweaver — 1BR 1BA just two blocks from the downtown walking mallDreamweaver — 1BR 1BA just two blocks from the downtown walking mallDreamweaver — 1BR 1BA just two blocks from the downtown walking mallDreamweaver — 1BR 1BA just two blocks from the downtown walking mallDreamweaver — 1BR 1BA just two blocks from the downtown walking mall
14
Hotels in Winchester
Dreamweaver is a light filled colorful 1BR 1BA apt with a futon couch on the 2nd floor. Just two blocks from downtown pedestrian walking mall ! Free on site parking & coin laundry in basement. Everything is provided for you come stay unwind & relax ! Walk to the iconic Handley Library or drive up to Bears Den for day hike! Visit Skyline Drive, or the Family Drive In, Discovery Museum w/ Rooftop fun, Museum of the Shenandoah Valley fabulous gardens & tons of history to explore! You”ll love it! Could possibly sleep 3 if needed because there is a futon couch in the living area. ( please let us know if you will need extra linens ) About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Very Good
3 reviews
8.0/10
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Rosamond nice downtown studio apt
Rosamond nice downtown studio aptRosamond nice downtown studio aptRosamond nice downtown studio aptRosamond nice downtown studio aptRosamond nice downtown studio aptRosamond nice downtown studio apt
10
Hotels in Winchester
Come enjoy to this fabulous 3rd floor one room studio apt with kitchen and bath( with tub) & comfortable queen sized mattress. This apt is open and airy with lots of windows and desk and nice closet space. You are just a couple of blocks from downtown walking mall. Free parking and coin operated laundry on site. You will LOVE it !About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Very Good
8.0/10
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Scarborough Fair walk to downtown two story apt
Scarborough Fair walk to downtown two story aptScarborough Fair walk to downtown two story aptScarborough Fair walk to downtown two story aptScarborough Fair walk to downtown two story aptScarborough Fair walk to downtown two story aptScarborough Fair walk to downtown two story apt
12
Hotels in Winchester
Come to downtown Winchester get the true feel of the city. Walk to beautiful Handley Library, take a stroll to the walking mall to the many shops & restaurants. Scarborough Fair is the place to enjoy the time w/family and friends. Three large bedrooms, two levels, three porches, and a completely fenced rear yard. Scarborough Fair is eclectic & comfortable you will love your stay in this wonderful spot downtown. Looking for more space? I have several spots in downtown Winchester. Find me: Michele Bouve Hoffman on social media. Happy Travels!The spaceThere is a living room with sofa bed and comfortable seating for 6-8 that opens into a dining area with mid century table to gather around, desk work space and fold out futon for additional guests. The modern kitchen is fully equipped with all the amenities you will need for your stay including large pantry with washer and dryer. Up the staircase to second floor is the full bath with tub and three spacious bedrooms: back bedroom has bunk bed ( twin over full) , and 2nd flat screen tv ( ROKU) middle bedroom has queen bed and is a walk thru (each bedroom has own door for privacy). Front bedroom has a queen bed and sitting area.The upper, rear and front porches are great for relaxing. Enjoy the porch rocker and listen to the sounds of the church bells ring, walk across the street and grab a book from the library or order a delicious coffee or chai tea from the Expresso Bar on the walking mall. You will love this spot ! See listing photos for wifi info. PLEASE NOTE: All major holidays ( Local: Apple Blossom National: Christmas/ Thanksgiving/ New years/4th of July /Memorial and Labor Day ) will include an additional $100 fee. This fee will be requested prior to guests arrival.Please NOTE: Stays over 3 weeks will incur an additional double cleaning fee.Quiet Hours: 10pm to 7am.About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.The property has not been child proofed.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
4 reviews
9.4/10
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Nostalgia Lane in the heart of the city
Nostalgia Lane in the heart of the cityNostalgia Lane in the heart of the cityNostalgia Lane in the heart of the cityNostalgia Lane in the heart of the cityNostalgia Lane in the heart of the cityNostalgia Lane in the heart of the city
22
Hotels in Winchester
Welcome to downtown Winchester and the beautiful Nostalgia Lane. Your apartment is located on the second floor in a vintage Tudor style building one block off of walking mall overlooking the city street.Its space is light & airy & full of charm - Come park & walk to Handley Library, the Discovery Museum, all of the eclectic shops nearby. You will love it ! Looking for more space? I have two larger houses in downtown Winchester. Find me: Michele Bouve Hoffman on social media. Happy Travels!The spaceThis historic apartment on the second floor overlooking Boscawen Street—has the original layout /dining area/ desk area/living room with large flat screen TV/ galley style kitchen and laundry area/full bath and three separate bedrooms each with plenty of light, comfortable beds, and the kind of ambience that makes guests feel at home. PLEASE NOTE: All major holidays ( Local: Apple Blossom National: Christmas/ Thanksgiving/ New years/4th of July /Memorial and Labor Day ) will include an additional $100 fee. This fee will be requested prior to guests arrival.Please note: Stays over 3 weeks will incur an additional double cleaning fee.Quiet Hours: 10pm to 7am.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Great
12 reviews
9.2/10
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The Stock Exchange downtown 3rd floor studio apt
The Stock Exchange downtown 3rd floor studio aptThe Stock Exchange downtown 3rd floor studio aptThe Stock Exchange downtown 3rd floor studio aptThe Stock Exchange downtown 3rd floor studio aptThe Stock Exchange downtown 3rd floor studio aptThe Stock Exchange downtown 3rd floor studio apt
8
Hotels in Winchester
Welcome to the Stock Exchange locatedat 406 N. Loudoun Street Apt. #11.Come away to this great 3rd floor studiowith kitchen and bath & comfortable full sized FUTON.(https://minimalistvibe.com/are-japanese-futons-good-for-your-back/)This small one room studio is open and airy with lots of windows! You are justone and a half blocks up from the marvelous Winchester walking mall. There is free on site parking so you can just park your car and spend the rest of your time on foot! Enjoy !The spaceNicely decorated studio efficiency with large flat screen TV on the third floor overlooking Winchester. The downtown walking mall offers a unique shopping experience and a Saturday Farmers Market within walking distance.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
6.0/10
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Yellow Submarine trendy basement apt and courtyard
Yellow Submarine trendy basement apt and courtyardYellow Submarine trendy basement apt and courtyardYellow Submarine trendy basement apt and courtyardYellow Submarine trendy basement apt and courtyardYellow Submarine trendy basement apt and courtyardYellow Submarine trendy basement apt and courtyard
21
Hotels in Winchester
Are you ready to come and enjoy the beautiful downtown of Winchester ... this hip walk out basement apartment is just steps from the Handley Library. The Yellow Submarine is a brightly decorated flat with a retro flare. Check out the turntable and vinyl for your old fashioned enjoyment. Private patio with outdoor seating. Can sleep up to 6 guests. Pets okay with additional pet cleaning fee. ($65/per.) PLEASE NOTE: All major holidays ( Local: Apple Blossom National: Christmas/ Thanksgiving/ New years/4th of July /Memorial and Labor Day ) will include an additional $100 fee. This fee will be requested prior to guests arrival.Please note: Stays over 3 weeks will incur an additional double cleaning fee.Quiet Hours: 10pm to 7am.You will not regret taking some time to relax and unwind here ...and you can walk to everything cool and inspiring in the city.Enjoy your two Free parking spaces.The spaceThe apt has a bedroom with comfy queen sized bed and an additional space in the next room with a double futon /couch . There is also an additional double bed in living area blocked off by screen. And there is a large baby blue leather couch in the living room which could also be comfortable to sleep on if needed.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:NO PARTIES.Government ID,Quiet Hours 10pm to 7am.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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Lofts for weekly rentals! 2 miles from historic downtown.
Lofts for weekly rentals! 2 miles from historic downtown.Lofts for weekly rentals! 2 miles from historic downtown.Lofts for weekly rentals! 2 miles from historic downtown.Lofts for weekly rentals! 2 miles from historic downtown.Lofts for weekly rentals! 2 miles from historic downtown.Lofts for weekly rentals! 2 miles from historic downtown.
8
Hotels in Winchester
Individual loft apartments with front patios. Walk in to a living area and connected kitchenette with refrigerator. We supply dishware, silverware, toaster, coffee maker and pots and pans to use on the 2 burner stove top. Large shower and loft bedroom with a second TV. A home away from home.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 17.About events:No events allowed.
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Frequently Asked Questions

What popular hotels in Winchester have parking?

If you're planning on driving to Winchester, why not stay at Hilton Garden Inn Winchester,Hampton Inn Winchester-University/Mall AreaandAPM Inn and Suites ? These are all popular hotels with parking lots.

At which popular hotels in Winchester can I try local foods?

Those who like trying local foods might want to consider staying at Fairfield Inn & Suites Winchester,Hilton Garden Inn WinchesterandDays Inn by Wyndham Winchester . There are lots of famous restaurants serving local dishes near these hotels.

When travelling to Winchester, which hotels have pools?

Summer is a great season to take your kids or family on a trip to Winchester. Hampton Inn Winchester N/Conference Center,Quality InnandSpark by Hilton Winchester are popular hotels with pools.

Of all the hotels in Winchester, which hotels have the highest user ratings?

When travelling to Winchester for the first time, many travellers find it difficult to choose a hotel to stay in. According to Trip.com data, The George Washington, a Wyndham Grand Hotel, Hilton Garden Inn Winchester and Motel 6 Winchester, VA are popular hotels with high ratings, making them good choices for your trip.

At what hotels in Winchester can I try local breakfast foods?

A delicious breakfast is a great way to kick start your day. At SpringHill Suites Winchester,Hampton Inn Winchester N/Conference CenterandHampton Inn Winchester-University/Mall Area , guests can enjoy Winchester-style breakfasts.

What popular hotels have non-smoking rooms in Winchester?

Many guests care about the quality of the rooms they stay in and want to ensure that their rooms have fresh, clean air. APM Inn and Suites,Hampton Inn Winchester-University/Mall AreaandTru by Hilton Winchester are all popular hotels in Winchester with non-smoking rooms.

In Winchester, what popular hotels have free Wi-Fi?

When staying at a hotel, Internet access is important for both vacationers and business travellers. The George Washington, a Wyndham Grand Hotel, Days Inn by Wyndham Winchester and Motel 6 Winchester, VA are all popular hotels in Winchester with free Wi-Fi.

What are the most popular hotels in Winchester?

Whether you're travelling for business or going on holiday, there are many popular hotels to choose from in Winchester. Days Inn by Wyndham Winchester, SpringHill Suites Winchester and Hilton Garden Inn Winchester are all popular hotels to stay at.

What are some popular discounted hotels in Winchester?

There are many popular hotels in Winchester. You can find information on discounts and deals here: Trip.com Deals and Promo Codes.

In Winchester, which popular hotels have gyms?

Based on Trip.com user ratings, Quality Inn,Hampton Inn Winchester N/Conference CenterandTru by Hilton Winchester are highly rated hotels with gyms.