
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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Quiet INNspiration Cottage
Private small apartment in a quiet neighborhood close to the city. It has a separate entrance on lower level with tile floors. The unit is sparkling clean and includes a very comfortable bedroom, bathroom, living room & eating area. There is a kitchenette with a mini fridge and freezer, a microwave, hot plate, toaster oven and coffee & tea maker with all essential kitchen items. There is also a large capacity washer and dryer in the unit. It's fully equipped for short as well as long stays.

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.

Restored Distillery | Sunroom + Sauna
Stay at this historic c. 1755 stone house that was once an operating distillery, now reimagined with stunning design and eco-friendly geothermal power. The showstopper is the dramatic two-story sunroom with stone walls, artwork, and natural light. Enjoy a chef’s kitchen, Peloton bike, and beautifully furnished living spaces. Outdoors, relax in the BRAND NEW top-of-the-line sauna (installed Fall 2025). 15 min to Lancaster, 40 min to Hershey, and easy drives from Baltimore, Philly, DC, and NYC.

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.

Private suite - The Cassel House of Marietta
Welcome to The Cassel House of Marietta, where historical charm meets modern luxury! Guests enjoy a private suite which includes a bedroom, bath, kitchenette, large living room, and a spacious patio. Reliable Wi-Fi, Cable TV, plush towels, and outdoor games are also included. The Cassel House is conveniently located between Lancaster, Hershey, York and Harrisburg. Experience the charm of a historic home built in 1885 with the proximity to major destinations that tourists and locals enjoy!

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.

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.

The River Bungalow @ Manor Station
Take it easy at this unique and tranquil getaway. The entire home has been newly renovated with thoughtful touches and an eclectic feel. Conveniences include a wood stove, sleep number mattress, Viking gas stovetop/oven, deck facing river with propane grill, a covered carport entry, and a 180* river view at the top of the property! We are very excited to welcome guests and hope to provide a memorable experience for all. Well behaved dogs welcome upon request. Wood stove $25/night.

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

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.

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.).

Mountville: The Penny House
THE PENNY HOUSE! Renovated and decorated 2 bedroom apartment. My wife and sought to create a modern, comfortable clean and light feel. The Penny House was once a carriage house for horses; years later the second floor was converted into two unique living spaces. (Note: See my other listing if the Penny House calendar is full) Easy access to many local destinations.
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Unique Studio Apartment

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Welcome to the “Jo Anna”

Peaceful Farm, Pond + Fire Pit Close to Lancaster

Studio apartment on 1 acre

The Gallery Flat
Destinations to explore
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- M&T Bank Stadium
- Hersheypark
- Longwood Gardens
- Oriole Park at Camden Yards
- Hampden
- Betterton Beach
- French Creek State Park
- Liberty Mountain Resort
- Marsh Creek State Park
- Patterson Park
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Gifford Pinchot State Park
- Susquehanna State Park
- Bulle Rock Golf Course
- Baltimore Museum of Art
- Roundtop Mountain Resort
- Pine Grove Furnace State Park
- Miami Beach Park
- Baltimore Country Club




