Boutique Hotels in Winchester

If you are coming to Winchester and you want to stay in an elegant renovated loft just steps from the iconic John Handley library and the downtown walking mall… then this is the spot. Hardwood floors, floor to ceiling windows all the charm that a building built in the 1900’s exudes. Guests will enjoy the fully stocked kitchen, comfortable king size bed, as well as a queen bed room with desk /a sleeping porch with two twins /and pull out sofa bed in the loft for extra guests. 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 customRules:Quiet hours 11 pm to 7 am.Please wash and put away any used dishes and leave the property like it was when you arrived :) thanks.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.

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 customRules:Quiet hours 11pm to 7 am.Children are not allowed outside on upper porch without adult supervision..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.

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 !The spaceOver 1600 square feet of lavishly renovated space where the local builder has taken great care to retain the innate charm of Old Town Winchester. Open and airy, uncluttered and refined-- those who want to be pampered a bit and like a clean and rich feel will find Cameron Charmer does not disappoint !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.

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.

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 customRules:Please wash and put away any used dishes and leave the apt how it was when you arrived. Thanks !.About smoking:Smoking is not permitted.About events:No events allowed.

Come stay in this lovely spacious downtown home. You will feel right at ease and enjoy its open mid century modern style and relaxing outdoor areas! This 3BR 2BA home w/ sunroom w/ gas fireplace & extensive decking is the perfect place get away to & explore downtown Winchester. Walking distance to everything. Park & walk & enjoy nearby walking mall shopping/live music /art galleries/ Handley Library, Bike Run Walk on Green circle trail. Find me: Michele Bouve Hoffman on social media if need STRThe spaceThis one level brick homehas: Queen sized bed in 1st bedroom with attached bath, Queen sized bed in 2nd bedroom, Full sized bed in 3rd bedroom. Sofa Bed in Sunroom and Large Comfy Couch along with 55” Flat screen TV with cable in living room. Continuous Wifi /Desk/Work Space and Sunroom with splendid Gas Fireplace.There are 2 full baths and a fully stocked kitchen as well as a convenient laundry area. Outside there is a flat and spacious fenced front yard and a side yard with extensive decking and places to gather. Around the back of the house there is a 2 car garage that is utilized by the owner and not available for guests.This space is marvelous you will love your stay ! If you’re bringing your furry friend there will be an additional non refundable $85 pet cleaning fee added via an alteration request prior to your arrival. 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.About customRules:NO SMOKING NO PARTIES NO DRAMA QUIET HOURS 10pm to 7am.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.