Holiday rentals in Windsor

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!

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.

Historic Stone Mill in Lancaster Countryside

This space is the perfect mix of historic charm and modern design in a beautiful country setting 5 minutes from Millersville University. This buildings age dates to the Early 1800's. It was originally a grist mill that used water from the west branch of the Little Conestoga Creek to power a wheel used to grind flour. The mill has now been turned into a wonderfully updated residence with fantastic views on all sides,including one overlooking the creek. Enjoy the large rooms and peaceful grounds.

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.

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.

Conewago Cabin #3 (No Cleaning Fee!)

All are welcome in our cozy 1 Bedroom plus loft Cabin #3 along the Conewago Creek. Peaceful and relaxing, & the creek is just a step away and is great for splashing around in the summer to cool off. No smoking. Fully equipped kitchen & Washer and Dryer. Carport parking space. Pets are welcome. All pets must be disclosed prior to check in. We charge a $20 pet fee. Two pets maximum please.

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.).

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!

The Haines Shoe House w/ Hot Tub Featured On HGTV!

Featured On HGTV & The Amazing Race, Our Incredibly Unique and Rural Pennsylvania Landmark, "The Haines Shoe House" Has Been Recently Remodeled and Meticulously Designed w/ a Brand New Hot Tub! Enjoy Farm Field Views, a Wood-Burning Firepit and Outdoor Dining in a Spacious Grass Yard w/ Charcoal Grill!