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Vacation rentals in Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A modern living area is featured with a gray sofa adorned with colorful throw pillows. A blue area rug lies on the floor, complementing the light wood tones. Large windows allow natural light to fill the space, and a small round table with orange chairs is visible.
Apartment in York
4.84 out of 5 average rating, 224 reviews

Weekend Away Studio

Located a block from Continental Square, this historical building is cute and comfortable. Perfect for a weekend downtown, the unit offers city views from a corner room with lots of natural light. This studio apartment is equipped with a full kitchen, bathroom, washer and dryer. Kitchen wares, linens, pillows and bath towels are provided. Please read all details before booking. We look forward to hosting you! If your dates are already booked, check out our profile for another downtown space.

Top guest favorite
A cozy sleeping area features a spacious bed adorned with varying patterned bedding. A side table holds a small lamp, while a comfortable chair is positioned beside a dining table for two. Warm lighting enhances the inviting atmosphere, complemented by a scenic artwork on the wall.
Guest suite in Red Lion
4.99 out of 5 average rating, 167 reviews

Private suite with kitchenette

Private suite with kitchenette, full bath, private entrance, and free on-street parking in beautiful rural area. Quiet neighborhood. Centrally located: 30 min. to Harrisburg or Lancaster; 1 hr. to Baltimore or BWI airport; 2 hours to Philadelphia. Ski Roundtop is only 30 minutes away! Hiking and biking on local rail trail. Happy to provide recommendations for restaurants and things to do in the area. Enjoy the Keurig coffee maker, microwave, and mini-fridge; snacks and bottled water provided.

Top guest favorite
A modern kitchen features light gray cabinetry, a large island with wooden accents, and stainless steel appliances. Natural light fills the space through large windows, complemented by subtle pendant lighting. A small dining area is visible, inviting casual meals and gatherings.
Guesthouse in Columbia
4.97 out of 5 average rating, 242 reviews

The Carriage House-Serene, Rural Setting w/Firepit

Welcome to our newly renovated large 1-bedroom suite, located above our three car garage in a stunning rural area with plenty of outdoor space. It is perfectly situated near numerous attractions, and it offers a comfortable and quiet retreat from the hustle and bustle of city life. We, The Host's, live in the main house of the property, but are very respectful to your privacy. Whether you're in town on business or seeking a relaxing retreat, we know you will enjoy this charming place.

Top guest favorite
A comfortable living room is furnished with a light-colored sofa and a plaid accent chair. Natural light fills the space through large windows adorned with sheer curtains. A wooden coffee table and lamp are positioned near a TV setup, creating a cozy, inviting area.
Apartment in Millersville
4.89 out of 5 average rating, 537 reviews

Comfortable one bedroom with parking

This is a first-floor, one-bedroom apartment with full eat-in kitchen, and living room with Netflix-only t.v. Terrific for budget-conscious travelers who like to save by eating in; families, business travelers and visitors of Millersville University. There is a small bathroom off the bedroom with shower. A private entrance to come and go as you please. Located in a safe neighborhood, this secure apartment is clean and offers plenty of off-street parking. Just 5 miles from Lancaster City.

Top guest favorite
A cabin is nestled among the trees, featuring a mix of wood siding and large windows. A screened-in porch extends from the upper level, while a series of stone steps lead to the entry. Lush greenery and landscaping adorn the surroundings.
Cabin in York Haven
4.95 out of 5 average rating, 142 reviews

Conewago Cabin #1 (No Cleaning Fee!)

Here you will find a quiet, simple place to stay with a nice view overlooking the creek. It has all the necessary amenities. Fully stocked kitchen with dishwasher. Full size washer and dryer. There is a small porch overlooking the creek. Sony 50" smart tv Keurig with a complimentary assortment of coffee pods. This cabin has its own private fire pit. Pets are welcome, there is a once per stay $20 pet fee. Two pets maximum please. No smoking or vaping of any kind is allowed.

Top guest favorite
A charming blue cottage is set against a backdrop of greenery. The entrance features a dark blue door adorned with a decorative wreath. A spacious deck is visible, framed by trees and a small landscaped area with a potted plant.
Cottage in Conestoga
4.97 out of 5 average rating, 149 reviews

Creswell Cottage/no pets

This quaint little secluded cottage. Enjoy beautiful sunrises. Sit on the deck and watch the deer, turkey, rabbits squirrels, and plenty of birds. You can even hear bullfrogs croaking from the neighbors water garden. No pets allowed Enjoy staying among the beautiful countryside of Lancaster County Area attractions include- -turkey hill/enola low grade and Columbia northwest rail trails -site and sound theater -the Fulton theater -Lancaster Central Market

Superhost
A spacious bedroom is brightened by natural light from two large windows. The bed features a soft, textured blanket and fluffy pillows. A cozy accent chair complements the room, while a dark wood dresser adds storage space. Light pink walls enhance the calm environment.
Guest suite in York
4.86 out of 5 average rating, 182 reviews

Quiet INNspiration Suite

Private suite in a quiet neighborhood just outside the city. The unit is tastefully decorated, sparkling clean and includes a very comfortable bedroom with KING bed, full PRIVATE attached bathroom, & mini eating area. There is a small kitchenette with a mini fridge and freezer, a microwave, toaster oven, Keurig machine and electric kettle with all essential kitchen items. It's well equipped for short as well as long stays.

Guest favorite
Cabin in Wrightsville
5 out of 5 average rating, 10 reviews

Overlook on Front-Modern design - panoramic views

Nestled in the Conewago Hills overlooking the Susquehanna River, this custom getaway combines mountain charm with modern design. The large windows frame the peaceful views perfectly while filling the home with natural light. It's a custom built home with unique character, making for the perfect retreat. We created this space as a place to be refreshed and rejuvenated and we hope it is all that, and more!

Top guest favorite
The exterior of a brick townhouse features multiple large windows framed in white, allowing natural light to fill the interior. Ivy climbs one side of the building, while a sign indicating the pen shop hangs nearby. Sidewalk seating is seen adjacent to the entrance.
Apartment in York
4.99 out of 5 average rating, 290 reviews

Experience Historic York in the Pen House Suite

Work, play, or relax in this centrally located 1860's Federal-style townhouse atop a nostalgic pen shop. Located within the Market District, this private 5 room apartment filled with 18th century simplistic charm has all new modern conveniences contrasting with stucco walls, beamed ceilings and random-width plank floors. Local art, York ephemera, maps and photography throughout the space.

Guest favorite
Place to stay in Yorkana
4.92 out of 5 average rating, 122 reviews

Unique Shoe-Shaped House w/ Hot Tub & Firepit

👞 Welcome To The Haines Shoe House 👞 Featured On HGTV & The Amazing Race, Our Incredibly Unique Airbnb Is Nestled Along The Historic Lincoln Highway and Sits Beside Beautiful Pennsylvania Farm Fields! Recently Designated A Historic Landmark, We've Meticulously Designed The Shoe House For Our Guests To Feature A Wood-Burning Outdoor Firepit, Charcoal Grill, Outdoor Dining and Hot Tub!

Top guest favorite
A comfortable living area features a neatly arranged sofa and armchair, with a round coffee table at its center. Natural light enters through large windows, while a stone fireplace adds a rustic touch. A television and decorative elements complement the warm ambiance of the space.
Home in York
4.99 out of 5 average rating, 185 reviews

Sunrise on Wilson

Welcome! Enjoy a cup of Lancaster County coffee on the back porch and watch the sun rise over the pastures. Our quiet location is ideal for those who wish to relax and unwind. Great for families or those traveling for business alike! We are conveniently and centrally located between York (9 mi.) Lancaster (20 mi.), Hershey (30 mi.), Gettysburg (40 mi.) and Baltimore(60 mi.).

Top guest favorite
A charming cabin is set beside a serene pond, featuring a colorful fountain that lights up the water. Soft string lights illuminate the outdoor space, creating a cozy atmosphere amidst the surrounding trees.
Cabin in Wrightsville
4.98 out of 5 average rating, 202 reviews

The Roundtop Chalet (romantic couples retreat)

We invite you to experience this Charming Cabin!!! The perfect spot to celebrate anniversaries, birthdays or any special occasion! A Romantic couples getaway with a Cozy Fireplace, Hot Tub, and endless Lattes with our Breville touch Espresso machine!

Popular amenities for Windsor vacation rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. York County
  5. Windsor