Holiday houses in Windsor

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Top-rated holiday rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A comfortable bedroom features a wooden bed with a blue and white patterned bedspread. Decorative pillows add texture. A bedside lamp sits on a white nightstand. A chair is positioned nearby, and two doors lead to additional storage space.
Apartment in York
4.89 out of 5 average rating, 187 reviews

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.

Superhost
A modern kitchen is featured with stainless steel appliances and granite countertops. A breakfast bar with pendant lighting sits next to a dining area that accommodates six. The open space invites natural light, enhancing the warm tones of the cabinetry and flooring.
Apartment in York
4.76 out of 5 average rating, 41 reviews

Charming 1 Bedroom Downtown York w/ Parking P406

This stylish and convenient one bedroom apartment offers comfort, security and a great location in the heart of downtown York. Walk to everything from baseball, restaurants, shows, and museums, Perfect for quick overnights or longer stays. Secure building with key card entry, elevator, and smart lock apartment entrance Full kitchen including dishwasher, granite counters, stainless steel appliances and a breakfast bar. Includes coffee maker, wifi, smart TV, towels/linens and parking available.

Superhost
A modern living area is featured with a gray sofa adorned with colorful throw pillows. A blue area rug lies on the floor, complementing the light wood tones. Large windows allow natural light to fill the space, and a small round table with orange chairs is visible.
Apartment in York
4.84 out of 5 average rating, 218 reviews

Weekend Away Studio

Located a block from Continental Square, this historical building is cute and comfortable. Perfect for a weekend downtown, the unit offers city views from a corner room with lots of natural light. This studio apartment is equipped with a full kitchen, bathroom, washer and dryer. Kitchen wares, linens, pillows and bath towels are provided. Please read all details before booking. We look forward to hosting you! If your dates are already booked, check out our profile for another downtown space.

Top Guest favourite
A cozy sleeping area features a spacious bed adorned with varying patterned bedding. A side table holds a small lamp, while a comfortable chair is positioned beside a dining table for two. Warm lighting enhances the inviting atmosphere, complemented by a scenic artwork on the wall.
Guest suite in Red Lion
5 out of 5 average rating, 162 reviews

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.

Guest favourite
A wooden balcony is shown leading to a welcoming entrance door, adorned with a green decorative wreath. Soft, sunset colors are visible in the sky above, while the textured wooden plank flooring adds natural warmth to the setting.
Apartment in Marietta
4.91 out of 5 average rating, 64 reviews

Trailside River Retreat

Whether you're planning a weekend getaway or a week-long escape, this Airbnb is ideal for two guests. Nestled in the heart of Marietta, this newly renovated apartment offers a cozy queen bed loft, complete with a full kitchen, bathroom, laundry, fridge, dishwasher, and an electric fireplace with a TV. It's conveniently located within walking distance to local attractions, including the picturesque river trail which is visible from the kitchen window. Please note: this is a second floor unit.

Top Guest favourite
A modern kitchen features light gray cabinetry, a large island with wooden accents, and stainless steel appliances. Natural light fills the space through large windows, complemented by subtle pendant lighting. A small dining area is visible, inviting casual meals and gatherings.
Guesthouse in Columbia
4.97 out of 5 average rating, 235 reviews

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.

Top Guest favourite
The exterior of a charming yellow house is showcased, featuring red shutters and a red front door adorned with a wreath. A front porch with steps leads to the entrance, and vibrant flower pots are positioned on either side, complemented by a large tree's canopy overhead.
Home in Marietta
4.96 out of 5 average rating, 109 reviews

Little Yellow House Marietta PA

Experience a part of early Marietta history in this 1807 "Yellow House" that was expanded and newly updated to offer the charm of its log home. TRAINS!!!!Across the street is a freight train line service. The trains are random at all hours. They are briefly loud. Otherwise this a lovely space situated along the Susquehanna. There are several restaurants close by. Close to Hershey and Lancaster Amish Country. Bike trail across the street. Cayaking on the Susquehanna River.

Top Guest favourite
Apartment in York
5 out of 5 average rating, 25 reviews

Lg. Quiet 1BR Apartment Perfect for Professionals

Lg 1 bedroom apartment in a safe neighborhood. Close to York Hospital, WellSpan’s Apple Hill & OSS. Designated parking just steps from the door. Attached to a business with 24/7 security monitoring and maintenance, with separate entrances. Enjoy quiet evenings—no neighbors above or below! Relax on the front porch, admire the hardwood floors, and enjoy the brand-new walk-in shower. Just minutes from restaurants, a grocery store, a gym, and more!

Top Guest favourite
A serene bedroom features a spacious bed with layered bedding and decorative pillows. Adjustable wall sconces provide soft lighting, while large windows with tailored curtains allow natural light to fill the room. A potted plant adds a touch of greenery beside the bed.
Guesthouse in Conestoga
4.98 out of 5 average rating, 46 reviews

Hilltop Guesthouse

This secluded guesthouse is the perfect place to land. It's peaceful, with deer in the meadow in the evenings, amongst other wildlife. There's nearby access to the Enola Low Grade Trail that runs along the beautiful Susquehanna River & Shenk's Ferry Wildflower Preserve is a 10 minute drive. When you want to venture out for food you can find Lancaster City a 20 minute drive away, filled to the brim with incredible restaurants & cafe's.

Guest favourite
The living area features light grey walls complemented by hardwood flooring. A cozy armchair and a sofa provide seating, while a round dining table with chairs accommodates four. Two windows invite natural light, and a decorative area rug adds warmth to the space.
Apartment in Mountville
4.95 out of 5 average rating, 677 reviews

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.

Top Guest favourite
An open concept living area is presented, featuring a comfortable brown sofa with cushions and a decorative throw. A coffee table with slender legs is placed in front. A dining table with four chairs and large windows allows natural light, enhancing the space's cozy feel.
Holiday home in Lancaster
4.98 out of 5 average rating, 167 reviews

Sweet Retreat

Take a break and unwind at this peaceful getaway. We are 5 minutes from Millersville, 25 minutes from Sight and Sound and 45 minutes from Hershey Park. Feel free to bring your bikes and your hiking shoes. We are just minutes away from the Enola low grade rail trail.

Top Guest favourite
The sleeping area features a spacious bed dressed with fresh linens. A decorative wall mural adds color to the room, while a soft lamp provides warm lighting. A small nightstand and blanket, draped at the foot of the bed, complement the cozy atmosphere.
Home in Dallastown
4.88 out of 5 average rating, 415 reviews

Studio Apt full of amenities, cozy and quaint

Welcome! Come in, make yourself at home, in our studio apartment. Fresh linens, towels, wifi, complimentary water,tea, and coffee. Close to main attractions. Perfect for all types of guests. Ample free street parking. Very close to I-83 and not far from Route 30.

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