Vacation rentals in Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor

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

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Top guest favorite

Cabin in Wrightsville

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

4.98 out of 5 average rating, 255 reviews

Top guest favorite

A warm living room is highlighted by wooden beams overhead and natural light streaming through French doors. A cozy sofa is positioned beside a rustic coffee table adorned with decorative items. Soft greenery is placed on surfaces, enhancing a serene environment.

Cabin in Railroad

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!

5.0 out of 5 average rating, 140 reviews

Guest favorite

A circular gathering area is positioned on a gravel surface, featuring four wooden Adirondack chairs arranged around a stone fire pit. Lush green grass surrounds the space, with trees and a building visible in the background under a partly cloudy sky.

Home in York

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!

4.91 out of 5 average rating, 114 reviews

Top guest favorite

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

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.

4.99 out of 5 average rating, 191 reviews

Superhost

Cabin in York

Private Home on Rustic Farm

The Loomis House is a cozy loft cabin on private property. Free from the distractions of the outside world, but with all the conveniences of modern life. Deep Run Farm enjoys a quiet setting on the grounds of a colonial-era farm. Some of the original structures on the property date to the 1800s. This perfect rustic setting is conveniently close to shopping and major highways (US 30 and Interstate 83). Come to disconnect and enjoy the wildlife, or just for a quick lay-over in a quiet space.

4.9 out of 5 average rating, 211 reviews

Guest favorite

The exterior of a spacious log home is highlighted, featuring a stone facade and a steeply pitched roof. A large deck extends from the upper level, complementing the natural surroundings with a grassy yard leading to a wooded area in the background.

Cabin in Felton

Secluded Log Home, SLPS 10, Pickleball, Fire Pit

This quiet, secluded log home is located just a few minutes drive from Red Lion and Shrewsbury. York is within a 30 min drive. Nearby attractions include, The Markets at Shrewsbury, Avalanche Xpress Ski Resort. The home has 4 Bedrooms total (master suite w king bed and attached bath, additional king bedroom, queen bedroom, Bedroom w 2 double beds). Guests will enjoy the fully equipped kitchen with all the essentials for cooking and large dining table. Pickleball Court and Patio and fire pit.

4.94 out of 5 average rating, 54 reviews

Top guest favorite

Home in Airville

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

This one-of-a-kind A-Frame by Zook Cabins, built into the mountainside, is the perfect place to unwind. Relax in your private outdoor SAUNA or soak in the in-ground HOT TUB surrounded by forest views and the sound of the trickling creek! Enjoy peaceful mornings among the treetrops on the deck, then settle inside on the oversized plush couches! With two beautiful king bedrooms you'll have all the comforts you need for a memorable getaway. Book your stay at Oak Hills today- you deserve it!

5.0 out of 5 average rating, 59 reviews

Top guest favorite

A spacious living area features a high, wood-paneled ceiling and a prominent stone fireplace, providing warmth and ambiance. Multiple large windows allow natural light to brighten the room, while comfortable seating arrangements encourage relaxation and conversation.

Cabin in Millersville

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!

4.99 out of 5 average rating, 159 reviews

Top guest favorite

A modern kitchen and dining area are presented with a large island and a dining table surrounded by six chairs. Natural light fills the space through large windows, complementing the neutral color palette. Fresh flowers are arranged in a vase on the countertop.

Home in York

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.

4.94 out of 5 average rating, 418 reviews

Top guest favorite

The exterior of a transformed tobacco barn is depicted, featuring a blend of red siding and a stone foundation. Lush landscaping with greenery and decorative features can be seen in front of the structure, which is framed by a clear blue sky.

Barn in Columbia

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.

4.98 out of 5 average rating, 118 reviews

Guest favorite

The unique exterior of the Shoe House is prominently displayed, featuring a smooth, white plaster finish contrasted by gray accents. A bright yellow door serves as an inviting entrance, framed by small windows. Lush landscaping and a well-maintained yard contribute to the charm of this landmark.

Place to stay in Yorkana

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!

4.93 out of 5 average rating, 175 reviews

Guest favorite

Cabin in Wrightsville

Overlook on Front-Modern design - panoramic views

Nestled in the Conewago Hills overlooking the Susquehanna River, this custom getaway combines mountain charm with modern design. The large windows frame the peaceful views perfectly while filling the home with natural light. It's a custom built home with unique character, making for the perfect retreat. We created this space as a place to be refreshed and rejuvenated and we hope it is all that, and more!

4.95 out of 5 average rating, 64 reviews