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.

1 of 1 pages1 / 1

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, 264 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, 116 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

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!

4.98 out of 5 average rating, 65 reviews

Guest favorite

Home in Washington Boro

Legacy Lane Retreat - Tennis, Pickleball & Pond!

Legacy Lane Retreat is a large family home surrounded by farm land views. On this peaceful property, the house sits up on a hill overlooking the pasture and the small fishing pond. There is a brand new screened in pavilion that sits next to the pond, newly restored tennis courts sit at the bottom of the hill and have two tennis nets, two pickleball nets and a shuffleboard area. The master bedroom is a retreat in itself, with a walk in shower, a floating tub, a towel warmer and a bidet.

4.94 out of 5 average rating, 16 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, 162 reviews

Guest favorite

The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.

Place to stay in Airville

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

4.98 out of 5 average rating, 293 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.

4.95 out of 5 average rating, 422 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 its ground floor 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, 124 reviews

Guest favorite

Home in York

Oak Haven Estate:Pool+Hot Tub+Pond+Game Room

With beds for 26 GUESTS Oak Haven Estate is perfect for extended families and group retreats and offers space, comfort, and fun for all ages!! This newly renovated home features 7 bedrooms, a GAME ROOM, kids playroom, and multiple gathering spaces. Outside enjoy the POOL, HOT TUB, and large yard. With a fully equipped kitchen, dining areas, and plenty of room to spread out, it’s the ideal place for your large group to stay together and make memories!!

5.0 out of 5 average rating, 21 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, 179 reviews