Winterstown Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 26 - Sep 28
In one month
Oct 10 - Oct 12
In two months
Nov 7 - Nov 9
In three months
Dec 5 - Dec 7

Vacation Rentals in Winterstown

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
Beach

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

9.8 out of 10, Exceptional, (245)
"Beautiful, well cared for rental with a spectacular view."
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Outdoor spa tub

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

10.0 out of 10, Exceptional, (122)
"This was a great overnight in a cute spot that we have seen along the higheay for years. Glad our fanily was finally able to check it out!"
$363 nightly
The price is $401
Sep 18 - Sep 19
Total with taxes and fees
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Waters Edge
Fridge, microwave, oven, stovetop

Waters Edge

10.0 out of 10, Exceptional, (134)
"Our stay was cut short but Brian and his wife were amazing host. We will definitely be returning "
Waters Edge
Spacious 5 bedroom home with large deck and hot tub
Dining

Spacious 5 bedroom home with large deck and hot tub

9.6 out of 10, Exceptional, (31)
"Had a great time. Communication with owner was excellent and timely."
Spacious 5 bedroom home with large deck and hot tub
Log cabin nestled beside Chiques Creek in historic Lancaster County
Exterior

Log cabin nestled beside Chiques Creek in historic Lancaster County

9.4 out of 10, Exceptional, (116)
"We loved our stay in this log cabin. The setting was beautiful, and the spacious cabin was furnished nicely, including with kitchenware. I had a number of questions before arrival, and the host's responses were quick and helpful. We wish we could have stayed longer!"
Log cabin nestled beside Chiques Creek in historic Lancaster County
Spacious Hilltop Escape with Basketball, Pingpong & Sunset Firepit
Fridge, microwave, oven, stovetop

Spacious Hilltop Escape with Basketball, Pingpong & Sunset Firepit

10.0 out of 10, Exceptional, (71)
"This property is situated on an expanse of farmland with a lot of privacy and open space. The house is very well-maintained, with a lot of carefully nuanced touches that make guests feel welcome. The host is quite helpful and communicative. Thank you!!"
Spacious Hilltop Escape with Basketball, Pingpong & Sunset Firepit
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
Terrace/patio

Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays

9.8 out of 10, Exceptional, (31)
"The home was exactly as expected from the pictures and description. The owner was very responsive from start to finish. Would definitely stay here again!"
$273 nightly
The price is $301
Sep 15 - Sep 16
Total with taxes and fees
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.
Fridge, microwave, oven, stovetop

Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

9.6 out of 10, Exceptional, (9)
"It was a quiet calm retreat for us to stay during our family time "
$310 nightly
The price is $342
Sep 12 - Sep 13
Total with taxes and fees
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Interior

2-bedroom 2nd Floor apartment in Mount Joy with off street parking

2.0 star property
9.6 out of 10, Exceptional, (20)
"Cozy accommodations and quiet but bustling area! Definitely made the trip more enjoyable!! Would definitely stay again next time I’m in the area! "
$132 nightly
The price is $146
Sep 14 - Sep 15
Total with taxes and fees
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Near York expo center. It’s half a mile walk to the Carlisle ave entrance.
Exterior detail

Near York expo center. It’s half a mile walk to the Carlisle ave entrance.

10.0 out of 10, Exceptional, (4)
"Nice place. Short distance to the York State Fair. "
Near York expo center. It’s half a mile walk to the Carlisle ave entrance.
Restful and Quaint Cottage
Outdoor spa tub

Restful and Quaint Cottage

9.8 out of 10, Exceptional, (123)
"Loved the house and the fact it had everything you could need during your stay!"
$313 nightly
The price is $345
Sep 16 - Sep 17
Total with taxes and fees
Restful and Quaint Cottage
Inn the Barn
Smart TV, DVD player, books, video library

Inn the Barn

9.4 out of 10, Exceptional, (10)
"Inn the Barn was perfect - fun building, great decor, and every comfort we could have possibly needed. My tween/teen kids loved it, and we will definitely stay here again!"
Inn the Barn
Enola Trail Getaway *bikes*rural
Interior

Enola Trail Getaway *bikes*rural

$396 nightly
The price is $437
Sep 15 - Sep 16
Total with taxes and fees
Enola Trail Getaway *bikes*rural
Three bedroom farmhouse,king size beds with country living
Fridge, microwave, oven, stovetop

Three bedroom farmhouse,king size beds with country living

9.6 out of 10, Exceptional, (31)
"Great stay"
Three bedroom farmhouse,king size beds with country living
Highville Hideaway - 2 bed, 1 bath, country views
Fridge, microwave, oven, stovetop

Highville Hideaway - 2 bed, 1 bath, country views

10.0 out of 10, Exceptional, (2)
"A beautiful, welcoming spot, helped ease the pain of our visit (memorial service for a friend)."
Highville Hideaway - 2 bed, 1 bath, country views
Cozy Family Sized Cottage in the Country! 15 minutes to Lancaster City!!
Fridge, microwave, oven, stovetop

Cozy Family Sized Cottage in the Country! 15 minutes to Lancaster City!!

10.0 out of 10, Exceptional, (42)
"Fully stocked fridge. All the amenities. Great hosts and wonderful views. "
Cozy Family Sized Cottage in the Country! 15 minutes to Lancaster City!!
Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
Exterior

Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!

9.8 out of 10, Exceptional, (28)
"Very easy to find. The house was located very close to the places we wanted to go.The host was very informative and willing to help.Would stay again !"
$248 nightly
The price is $274
Sep 16 - Sep 17
Total with taxes and fees
Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
Luxurious 3-Bedroom Home Surrounded by Natural Beauty, Close to Top Attractions
Outdoor dining

Luxurious 3-Bedroom Home Surrounded by Natural Beauty, Close to Top Attractions

2.0 star property
10.0 out of 10, Exceptional, (10)
"Very clean, and comfortable. "
Luxurious 3-Bedroom Home Surrounded by Natural Beauty, Close to Top Attractions
Cute family home located in the perfect for exploring the area
Fridge, microwave, oven, stovetop

Cute family home located in the perfect for exploring the area

8.0 out of 10, Very Good, (1)
"House was in a good, central location. Cute home. Nice, comforting touches to the house. Beds were comfortable. "
Cute family home located in the perfect for exploring the area
Cozy Cape Stay Near Millersville University
Dining

Cozy Cape Stay Near Millersville University

10.0 out of 10, Exceptional, (103)
"The house was wonderful! Everything clean and plenty of room for 7 of us. Was also a great location to check out multiple cites around the area!! Would definitely come back!@"
Cozy Cape Stay Near Millersville University
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winterstown Hotel Reviews

Homewood Suites By Hilton York

Homewood Suites By Hilton York

10/10 Excellent
"Hotel is super clean staff is very professional and courteous. My favorite place."
Adriana 2-night trip
Posted 1 day ago
Homewood Suites By Hilton York

Find out more about Winterstown

Find out more about Winterstown

Everything you need to know about Winterstown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winterstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winterstown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winterstown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winterstown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winterstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winterstown rentals

At Expedia, we put the best Winterstown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winterstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winterstown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winterstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Winterstown?

Yes, we have vacation rentals near top local attractions in Winterstown, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Winterstown has to offer?

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK : This vacation home rental near Winterstown is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Winterstown?

Explore the area and family-friendly sights such as Maize Quest Fun Park, or get out into nature at a spot like Rocky Ridge Park. In the larger area, you’ll find Heritage Hill Golf Course and Penn State York.

What’s a vacation rental in Winterstown like?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Winterstown. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.