Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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Top guest favorite
A serene sunset is captured over the Susquehanna River, with vibrant hues of orange and pink reflecting on the water's surface. Lush greenery lines the shore, providing a tranquil backdrop to the calm scene, while the horizon is framed by distant trees and clouds.
Cottage in York
4.95 out of 5 average rating, 284 reviews

The River House

Come escape the pressures of everyday life at this cozy relaxing cottage along the Susquehanna river. Windows galore which allow the beauty of the river to be enjoyed from the entire house. Open floor concept with two bedrooms on an upper landing, and a large bathroom. Exposed beams, hardwood floors, granite/butcher block countertops, walk-in shower, claw foot tub, I could keep going. Enjoy the wonderful wildlife which include bald eagles, osprey, beavers, ducks and many more. If you’re hungry, you can order delicious pizza from a real Sicilian in town or fine dine at the Accomac Inn which is just a 5 minute walk down river. Perfect road for a walk, run, or bike ride. This place is truly a relaxing home away from the everyday hustle. Please come enjoy. Close to major highways and sits between Lancaster and York (20 minute drives).

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, 220 reviews

The Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Top guest favorite
The living area features a cozy gas fireplace surrounded by a brick facade, providing a focal point for relaxation. A comfortable sectional sofa with blue cushions is situated near a round glass coffee table. Natural light enters from the adjacent dining area, enhancing the spacious feel.
Home in Lancaster
4.99 out of 5 average rating, 309 reviews

Garden Cottage, near Landisville/Nook Sports

Completely renovated cottage located in the heart of Lancaster County, minutes from Nook Sports and the new Penn State Hospital. It offers a 1st floor bedrm,full bath w/shower in tub , LR w/ gas fireplace,kitchen, laundry, dining area which opens onto a secluded patio, water feature,and perennial flower gardens. Please: Stay clear of the fountain and rocks. There is an underground pool under the stones, to circulate the water. The upstairs has 1 bedrm w/twin beds & Loft area has a sofa bed

Top guest favorite
A modern kitchen and dining area are presented with a large island and a dining table surrounded by six chairs. Natural light fills the space through large windows, complementing the neutral color palette. Fresh flowers are arranged in a vase on the countertop.
Home in York
4.94 out of 5 average rating, 382 reviews

The Inn- Newly Renovated Designer Furnished

Newly renovated home features all of the modern amenities families enjoy. A large island for entertaining, a dining table seating 8, large living room, a bright sunroom with plenty of seating, as well as a sun porch with a bistro table & chairs, outdoor seating, & 3 spacious bedrooms upstairs each has a queen size bed. The home is a minute's walk from our popular home decor boutique, Gray Apple Market. A 10 minute drive to downtown York & other popular destinations such as the York Fairgrounds.

Top guest favorite
A warm living room is highlighted by wooden beams overhead and natural light streaming through French doors. A cozy sofa is positioned beside a rustic coffee table adorned with decorative items. Soft greenery is placed on surfaces, enhancing a serene environment.
Cabin in Railroad
5 out of 5 average rating, 101 reviews

The Creek House: Waterfront with Hot Tub & E-bikes

Featured on Magnolia Network’s “In with the Old” Season 1, Ep. 2 (HBO Max), The Creek House is a hidden gem in the heart of Railroad, PA. Nestled between the NCR Rail Trail and two flowing creeks, this location offers both adventure and relaxation at its finest. Explore the over 40 mile bike trail via E-bike, soak in the hot tub while you enjoy sounds of the creek, or ride the train right through the front yard! This idyllic cabin features professionally designed spaces that are sure to please!

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, 174 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
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 243 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Top guest favorite
The exterior of a charming yellow house is showcased, featuring red shutters and a red front door adorned with a wreath. A front porch with steps leads to the entrance, and vibrant flower pots are positioned on either side, complemented by a large tree's canopy overhead.
Home in Marietta
4.97 out of 5 average rating, 121 reviews

Little Yellow House Marietta PA

Experience a part of early Marietta history in this 1807 "Yellow House" that was expanded and newly updated to offer the charm of its log home. TRAINS!!!!Across the street is a freight train line service. The trains are random at all hours. They are briefly loud. Otherwise this a lovely space situated along the Susquehanna. There are several restaurants close by. Close to Hershey and Lancaster Amish Country. Bike trail across the street. Cayaking on the Susquehanna River.

Top guest favorite
A cozy living area is highlighted by a gas stove fireplace set within a charming brick wall. Light green walls complement a soft area rug and a round wooden coffee table. Two comfortable chairs are positioned invitingly, and natural light flows through large windows.
Home in Lancaster
5 out of 5 average rating, 188 reviews

Cozy cottage on beautiful dairy farm in Strasburg

Tranquil. Refreshing. Restful. These are the perfect words to describe Graystone Cottage, located on a working dairy farm just outside the quaint historic town of Strasburg in Lancaster County, PA. Built in 1753, this 1000 square feet, newly restored limestone cottage was the original settlement home on the 135-acre homestead. Boasting a French country esthetic, this little darling has the most captivating views of rolling hills, a brook, and lush green farmland.

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, 150 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

Top guest favorite
A wooden gate adorned with longhorn decorations frames a vast green field, leading towards rolling hills in the distance. The sky above is clear with a few fluffy clouds, enhancing the serene rural landscape.
Farm stay in New Park
4.96 out of 5 average rating, 160 reviews

Dusty Roads Ranch

Relax, rejuvenate and enjoy the scenery. This is a impeccably maintained private property in southern York county, Pennsylvania. Located in a convenient location from York, Lancaster, and Baltimore. Close by to county parks, breweries/wineries, and farms. Enjoy your sunset fireside on our lush horse farm or take a walk through our trailed woods. Massage therapy available upon request. We recommed 4-wheel drive for winter bookings.

Superhost
The exterior of a charming house features a light grey facade with white trim and a pitched roof. Symmetrical windows with shutters enhance the inviting appearance. A well-maintained front yard with shrubs and a pathway leads to the entrance, complemented by a lamp post.
Home in Red Lion
4.84 out of 5 average rating, 128 reviews

Wise Ave—Home Sweet Home/Main&Spacious Loft

Great location! A short drive from local restaurants like Lion’s Pride (café) and The Great American Saloon, also from gas station and convenience stores like Giant and Weis. Enjoy a peaceful stay in a quiet location in town and free WiFi. Whether you’re looking for a long-term stay or need a quick stop for your journey, ideal for families, groups, or couples looking for a roomier stay. Our home is comfort and ease in mind.

Popular amenities for Windsor vacation rentals

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