
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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Scenic Horse Ranch
Rest. Relax. Ride. Experience Pleasant Pines Stables, horses surround you on our historic farm circa 1814 nestled in a peaceful rural setting in Lancaster County, between Amish Country, Hershey & York. Your SPACIOUS private 2 bedroom apartment, part of our brick farmhouse, is located near Lancaster, local wineries, Nook Sports, Amish Country, Hershey Park, Sight & Sound, & Shopping Outlets, We offer horseback riding, miniature pony cart rides and “unicorn” pony birthday celebrations yearround!

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.

Cozy Hilltop Farmhouse
Our cozy farmhouse is your home away from home! This Lancaster county farm is nearly 100 acres of rolling hills and will provide you with a peaceful farm atmosphere with amazing sunrises and sunsets! Perfect for a romantic getaway. There is 1 bedroom with a queen size bed, attached full bath. 1 pullout couch in living room. 1/2 bath on first floor. Come experience the rich heritage of Amish country while checking out the many nearby Lancaster attractions. Also, say hi to our 20 beautiful hens!

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.

Conowingo Creek Casual
Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm, with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

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

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.

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.).
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Lg. Quiet 1BR Apartment Perfect for Professionals

Highville Hideaway / circa 1862

The Retro Game Studio

Morning Glory Inn - Farmhouse

Welcome to the “Jo Anna”

Peaceful Farm, Pond + Fire Pit Close to Lancaster

Studio apartment on 1 acre

Home has fireplace, kitchen, fire pit, 6 mile-Lanc
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- M&T Bank Stadium
- Hersheypark
- Longwood Gardens
- Oriole Park at Camden Yards
- Betterton Beach
- Hampden
- French Creek State Park
- Marsh Creek State Park
- Caves Valley Golf Club
- Liberty Mountain Resort
- Crystal Beach Manor, Earleville, MD
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Gifford Pinchot State Park
- Bulle Rock Golf Course
- Susquehanna State Park
- Roundtop Mountain Resort
- Baltimore Museum of Art
- Pine Grove Furnace State Park
- Miami Beach Park
- Flying Point Park
- Lancaster Country Club