Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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Guest favourite
The living room features a light gray sofa and armchair positioned around a rustic coffee table. A 55-inch smart TV is mounted on the wall, with a media console beneath. Natural light fills the space through sliding glass doors leading to an outdoor area.
Flat in York
4.84 out of 5 average rating, 43 reviews

Two Bedroom Apartment in York

Welcome to our cozy 2-bedroom, 2-bath apartment in York! Conveniently located near I-83, this first floor apartment offers easy access to all that York has to offer. Enjoy modern amenities like our coworking space or fitness center or relax by the sparkling swimming pool after a day of exploring. Whether you're here for business or pleasure, our apartment provides the perfect blend of comfort and convenience. This property is professionally owned and managed by Burkentine Property Management.

Top guest favourite
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
5 out of 5 average rating, 164 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.

Guest favourite
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.
Flat in Millersville
4.89 out of 5 average rating, 529 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.

Superhost
A spacious bed is positioned in a well-lit room with soft bedding and neutral tones. Textured wall art adds visual interest, while a decorative pennant displays the name 'Lancaster.' A window crafted from glass blocks allows natural light to fill the space.
Flat in Marietta
4.84 out of 5 average rating, 366 reviews

Efficiency apartment in Historic Marietta

This efficiency apartment is part of a 19th century home in historic Marietta, PA. The apartment has it's own private entrance so it is completely separate from our actual house. We are right in the heart of historic Marietta, PA. Enjoy the historic architecture of an old train town and unique and vibrant bars/restaurants that Marietta has to offer. Marietta is located on the Susquehanna river in Lancaster county and is a convenient central location to Lancaster, York and Harrisburg.

Guest favourite
A well-lit living area features a light-colored sofa with yellow accent pillows, complemented by a vintage trunk serving as a coffee table. A smart TV sits against a neutral wall, flanked by framed artworks, while a large window allows natural light to fill the space.
Flat in York
4.93 out of 5 average rating, 15 reviews

Charming 1 Bedroom Downtown York w/ Parking P405

This super convenient one bedroom offers value, style and security in the heart of downtown York. Walk to everything from baseball, restaurants and museums. Steps away from the County courthouse, Appell center for performing arts, heritage rail trail and more. Perfect for quick overnights or weekly stays. Includes coffee maker, wifi, smart TV, fresh linens and there is a full size clothes washer/dryer just down the hallway. Secure keyless entry.

Top guest favourite
Flat in York
5 out of 5 average rating, 26 reviews

Lg. Quiet 1BR Apartment Perfect for Professionals

Lg 1 bedroom apartment in a safe neighborhood. Close to York Hospital, WellSpan’s Apple Hill & OSS. Designated parking just steps from the door. Attached to a business with 24/7 security monitoring and maintenance, with separate entrances. Enjoy quiet evenings—no neighbors above or below! Relax on the front porch, admire the hardwood floors, and enjoy the brand-new walk-in shower. Just minutes from restaurants, a grocery store, a gym, and more!

Top guest favourite
A wooden railing frames a scenic overlook with a vibrant sunset casting warm hues over the Susquehanna River. A distant hill is visible across the water, while trees and grassy areas surround the viewpoint, providing a peaceful natural setting.
Flat in Columbia
4.9 out of 5 average rating, 269 reviews

Private picture perfect Breezy View and Rail Trail

Minimalist open air style space in the lower level of house consisting of 2 rooms with a private entrance located at the bottom of steps. Doors open to the backyard which connects to a County park and scenic overlook of Susquehanna River 300 yards away. Located 10 minutes from York, 10 minutes from Lancaster and nestled in between the cozy River-towns of Columbia, Marietta and Mount Joy. North West River Trail is near by.

Guest favourite
Cabin in Wrightsville
5 out of 5 average rating, 7 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!

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, 178 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, full 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.

Top guest favourite
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.
Flat in York
4.99 out of 5 average rating, 289 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.

Top guest favourite
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 favourite
An open concept living area is presented, featuring a comfortable brown sofa with cushions and a decorative throw. A coffee table with slender legs is placed in front. A dining table with four chairs and large windows allows natural light, enhancing the space's cozy feel.
Holiday home in Lancaster
4.98 out of 5 average rating, 170 reviews

Sweet Retreat

Take a break and unwind at this peaceful getaway. We are 5 minutes from Millersville, 25 minutes from Sight and Sound and 45 minutes from Hershey Park. Feel free to bring your bikes and your hiking shoes. We are just minutes away from the Enola low grade rail trail.

Popular amenities for Windsor holiday rentals

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