
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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The Barn at Locustwood Farm
Come enjoy your stay in our 1900 sq ft 19thcentury restored stone barn. We’re 15 minutes from Sight and Sound and the shops at Strasburg. With lots of trails and the Susquehanna River close by, your family can spend many hours hiking in southern Lancaster County. Experience the local Britain Hill Vineyard,coffee,and ice cream shops nearby. The charming city of Lancaster with its many authentic restaurants is only a 20 minute drive. We would love to have you come and enjoy the barn stay with us

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.

Cozy up in “The Loft” w/artsy vibe. 1 min to Hosp.
2 blocks to York Hospital. Extended stay discount offered. The property is full of art and beauty! I love living here, and opening up the "Loft” of my home to guests! This is my second listing on my property. The Loft space is quite sizable, 750 sf, with an all open floor plan. Property built 100 years ago...and as they say, they're just not built like this anymore! It is bright and cheery by day, and private by night. The "Loft” space has a funky city vibe with the open floor plan. CHARMING!

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!

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.

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.

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

The BirdHouse. Dog friendly. Accommodates 2 guests
Enjoy the coziness of the BirdHouse. Our kitchen has the necessities to cook. We provide olive oil, spices, salt and pepper, farm fresh eggs, coffee filters, and trash bags. For the bathroom we provide starter shampoo and conditioner, toilet paper, and of course the towels. Linens provided also. Enjoy the courtyard area with its gas fireplace and seating area. Cook on the gas grill and enjoy a meal at the bistro table. Please come and relax!

Unique Shoe-Shaped House w/ Hot Tub & Firepit
👞 Welcome To The Haines Shoe House 👞 Featured On HGTV & The Amazing Race, Our Incredibly Unique Airbnb Is Nestled Along The Historic Lincoln Highway and Sits Beside Beautiful Pennsylvania Farm Fields! Recently Designated A Historic Landmark, We've Meticulously Designed The Shoe House For Our Guests To Feature A Wood-Burning Outdoor Firepit, Charcoal Grill, Outdoor Dining and Hot Tub!
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Lg. Quiet 1BR Apartment Perfect for Professionals

Conewago Cabin #1 (No Cleaning Fee!)

Morning Glory Inn - Farmhouse

Two Bedroom Apartment in York

Peaceful Farm, Pond + Fire Pit Close to Lancaster

Sweet Retreat

The Barn at Broadleaf Bend

Studio apartment on 1 acre
Destinations to explore
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- M&T Bank Stadium
- Longwood Gardens
- Hersheypark
- Oriole Park at Camden Yards
- Hampden
- Liberty Mountain Resort
- Betterton Beach
- French Creek State Park
- Patterson Park
- Marsh Creek State Park
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Roundtop Mountain Resort
- Susquehanna State Park
- Gifford Pinchot State Park
- Bulle Rock Golf Course
- Baltimore Museum of Art
- Pine Grove Furnace State Park
- Miami Beach Park
- Flying Point Park




