Winterstown Holiday Rentals

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Holiday Rentals in Winterstown

Our top choices for Winterstown holiday rentals

River Rock Room at Muse House: Secluded Luxury in horse country.

9.8 out of 10, Exceptional, (263)
"This place is unique but very quiet, peaceful and relaxing. They really have thought of everything We enjoyed our stay "
The price is NZ$482
includes taxes & fees
28 Sept - 29 Sept
River Rock Room at Muse House: Secluded Luxury in horse country.

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 "
The price is NZ$584
includes taxes & fees
26 Sept - 27 Sept
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

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

Waters Edge

10.0 out of 10, Exceptional, (137)
"Our stay was cut short but Brian and his wife were amazing host. We will definitely be returning "
Waters Edge

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

9.8 out of 10, Exceptional, (248)
"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

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!"
The price is NZ$696
includes taxes & fees
6 Oct - 7 Oct
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

Log cabin nestled beside Chiques Creek in historic Lancaster County

9.4 out of 10, Exceptional, (118)
"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

Inn the Barn

9.6 out of 10, Exceptional, (13)
"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

Highville Hideaway - 2 bed, 1 bath, country views

10.0 out of 10, Exceptional, (3)
"A beautiful, welcoming spot, helped ease the pain of our visit (memorial service for a friend)."
Highville Hideaway - 2 bed, 1 bath, country views

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!"
The price is NZ$458
includes taxes & fees
5 Oct - 6 Oct
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays

A working horse farm in Southern Lanc Co., nestled in Amish country.

2.0 star property
10.0 out of 10, Exceptional, (20)
"We come to Lancaster 1 to 2 times a year and I must say this was one of the best trips we’ve taken. The house was incredibly clean and cozy. Bryan and Jenn out did themselves with the decor and wonderful hospitality! Waking up to the horses and view each morning made the trip even more special. We are already planning our trip for next year!! "
A working horse farm in Southern Lanc Co., nestled in Amish country.

Restful and Quaint Cottage

9.8 out of 10, Exceptional, (123)
"It was a very restful place to visit.Very close to to many attractions...."
The price is NZ$590
includes taxes & fees
29 Sept - 30 Sept
Restful and Quaint Cottage

The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster

10.0 out of 10, Exceptional, (12)
"My family enjoyed a quiet stay. We were in town for a wedding. The home met our needs very well. It had plenty of space to relax and crash. The host was very good and quite responsive to questions. We highly recommend the property. "
The price is NZ$587
includes taxes & fees
19 Oct - 20 Oct
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster

Spacious 5 bedroom home with large deck and hot tub

9.6 out of 10, Exceptional, (32)
"This property is nice and in a great neighborhood and location. Ease of check in and communication with Kristina was top shelf. House was very spacious and worked perfect for our stay in York."
Spacious 5 bedroom home with large deck and hot tub

250yo Stone House - Stargazing, Fireflies, Streams, and room to Run!

10.0 out of 10, Exceptional, (56)
"This property is exactly as the pictures show. Absolutely beautiful. Host is very very responsive and super quick to help. Not at all overbearing. Stayed an entire week and loved every minute. Had 6 adults and an 11 year old. Relatively close to all attractions but out of the way and quiet. Love the chickens!!"
250yo Stone House - Stargazing, Fireflies, Streams, and room to Run!

Cute family home located in the perfect for exploring the area

8.0 out of 10, Very good, (2)
"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

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

2.0 star property
9.8 out of 10, Exceptional, (23)
"Cozy accommodations and quiet but bustling area! Definitely made the trip more enjoyable!! Would definitely stay again next time I’m in the area! "
The price is NZ$262
includes taxes & fees
28 Sept - 29 Sept
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.

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.

Farmstay with pool and firepit

10.0 out of 10, Exceptional, (241)
"Absolutely amazing…we enjoyed every minute "
Farmstay with pool and firepit

Wrightsville Cabin: Outdoor Fire Pit: Hammock by the creek: Long Level Marina

9.6 out of 10, Exceptional, (154)
"What a nice view from the cabin. We had a great time spending time with family and friends."
Wrightsville Cabin: Outdoor Fire Pit: Hammock by the creek: Long Level Marina
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.
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Top Winterstown Hotel Reviews

Find out more about Winterstown

Find out more about Winterstown

Everything you need to know about Winterstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winterstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winterstown holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winterstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winterstown holiday rentals we have selected for you start as low as NZ$262 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winterstown rentals

At Expedia, we put the best Winterstown holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Winterstown?

Yes, there are holiday rentals close to the most popular sights in Winterstown, or you can select a more secluded option if you're looking for a relaxing stay.

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

Waters Edge: This holiday home rental outside of Winterstown is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 wider area, you’ll find Heritage Hill Golf Course and Penn State York.

What’s a holiday rental in Winterstown like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winterstown. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip or a small group gathering.