
Holiday houses in Windsor
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Top-rated holiday rentals in Windsor
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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).

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

Peaceful Farm, Pond + Fire Pit Close to Lancaster
Escape to our charming countryside retreat! Relax by the large koi pond and dock, surrounded by lush greenery and soothing streams. Enjoy catch & release fishing! Explore acres of private land for peaceful walks. Nearby, John Rudy Park offers hiking and horseback riding trails. Only 20 minutes from quaint Lancaster, PA. Easy access to I-83 and Route 30. Enjoy the best of both worlds with tranquility and accessibility to restaurants and shops, only 10 minutes away. Perfect rejuvenating getaway!

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!

Historic School house|SAUNA|Hot Tub|Fire Pit|Grill
You'll love our home & this amazing piece of history staying in the former one room Amish school house. ⇒Hot Tub ⇒55" Smart TV ⇒King room ⇒Quiet, private ⇒ Outdoor fire-pit with wood provided ⇒Cornhole, KUBE, Croquet ⇒Front Porch w/ seating ⇒Fully stocked kitchen ⇒Weber Propane Grill ⇒Fireplace 15-20 Min: ⇒Downtown Lancaster ⇒Fulton Theatre ⇒Sight & Sound Theatre ⇒Amazing food! ✭"Tyler was one of the most responsive hosts we've ever had"✭

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!

1700’s historic waterfront cottage
Be a part of history while staying on this waterfront property of the Ironmaster's Mansion. The two-story stone guesthouse, steps away from the mansion, was built in the year 1715. The timeless character of the home, paired with the peaceful property creates an escape that feels like you've gone back in time, all while being only 20 minutes outside of Lancaster City. The mansion was home to the first treasurer of the US, General Edward Hand’s daughter, and President Buchanan’s fiance.

Waterfront Terrain- Relax, Unplug, Enjoy!
RELAX and UNPLUG in the countryside of Lancaster County at this 2,000 sq. ft. house perfect for families, friends groups, and Bridal Party!This cabin is nestled between two hills, making it the most serene spot in the area. You will enjoy hearing the gentle rustles of the creek or spot a deer, or eagle! Play ping-pong or corn hole, in basement or lounge in open concept living room with your favorite beverage. Make the best memories when you choose to stay at the Waterfront Terrain!

The Inn- Newly Renovated Designer Furnished
Newly renovated home features all of the modern amenities families enjoy. A large island, a dining table 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.

The Barn at Broadleaf Bend
Nestled in Lancaster County stands a magnificent 1750's Amish tobacco barn, thoughtfully transformed into a unique Airbnb experience. This historic structure, once the largest tobacco barn in the area, maintains its authentic charm while offering modern comforts. This extraordinary accommodation offers a rare opportunity to experience Lancaster County's agricultural history while enjoying the perfect base for exploring all the region has to offer.

Iconic "Shoe House" w/ Hot Tub, Firepit & Arcade!
👞 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, Hot Tub, 300 Game Arcade Machine & Foosball!
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Overlook on Front-Modern design - panoramic views

Creekside Cabin: Sauna | Hot Tub | Fire Pit |Cozy

Hilltop Guesthouse

Highville Hideaway / circa 1862

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Eclectic Artsy Church Loft

Morning Glory Inn - Farmhouse

Modern 1BR Near York - Sleeps 3 - Renovated
Destinations to explore
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- Hersheypark
- M&T Bank Stadium
- Longwood Gardens
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- Johns Hopkins University
- Dutch Wonderland
- Hershey's Chocolate World
- Spooky Nook Sports
- Betterton Beach
- CFG Bank Arena
- University of Delaware
- Roundtop Mountain Resort
- French Creek State Park
- Patterson Park
- Marsh Creek State Park
- Amish Village
- National Aquarium
- Caledonia State Park
- Sight & Sound Theatres
- Baltimore Museum of Art
- Shady Maple Smorgasbord





