Holiday Rentals in Winterstown

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winterstown holiday rentals

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

2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Mount Joy
9.8 out of 10, Exceptional, (28 reviews)
"Great location "
United States
Christina C.
The price is €135
includes taxes & fees
6 May - 7 May
2-bedroom 2nd Floor apartment in Mount Joy with off street parking

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

Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
Mountville
9.8 out of 10, Exceptional, (36 reviews)
"Lovely home! Perfect if visiting the area for Lancaster or Spooky Nook!"
United States
Jena R.
The price is €220
includes taxes & fees
6 May - 7 May
Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!

Victorian Manor on Main w/ 6 beds-10 mins to Lanc!

Victorian Manor on Main w/ 6 beds-10 mins to Lanc!
Mountville
9.8 out of 10, Exceptional, (36 reviews)
"House was very clean and well stocked. All the beds are very comfortable. The only drawback is the house is out dated that need some TLC. Overall great stay, would recommend and stay again."
United States
Minh Q.
The price is €310
includes taxes & fees
6 May - 7 May
Victorian Manor on Main w/ 6 beds-10 mins to Lanc!

Cozy Cape Cod Bungalow

Cozy Cape Cod Bungalow
3.5 star property
York
10.0 out of 10, Exceptional, (3 reviews)
"House is perfect to be near York hospital and staff. Perfect for rehab for my sister, with nurse visits and PT while awaiting her brain surgery. Owner very willing to accomodate your needs. His maintenance man was just a phone call away if needed."
United States
Linda
Cozy Cape Cod Bungalow

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (131 reviews)
"It was so peaceful and had plenty of room for me and my friends to have my bachelorette weekend! Everything was so cute and easily accessible!"
United States
Emily S.
The price is €237
includes taxes & fees
13 May - 14 May
Restful and Quaint Cottage

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

The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster
Conestoga
9.8 out of 10, Exceptional, (17 reviews)
"Very nice stay in this beautiful home and neighborhood. Peaceful and quiet with all everything we needed for our stay without being in the busy, downtown area. "
United States
L B.
The price is €301
includes taxes & fees
6 May - 7 May
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster

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

Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
West Lancaster
9.6 out of 10, Exceptional, (39 reviews)
"Parking was no problem, in driveway or near in the street. "
United States
Maria
The price is €271
includes taxes & fees
6 May - 7 May
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays

The Conservatory-20 min to Lanc!

The Conservatory-20 min to Lanc!
Mount Joy
9.6 out of 10, Exceptional, (39 reviews)
"The house was perfect for our family. Very clean. Also very convenient to spooky nook."
United States
Lisa L.
The price is €293
includes taxes & fees
19 May - 20 May
The Conservatory-20 min to Lanc!

Newly Renovated, Vintage Inspired, Large 4 BR Home

Newly Renovated, Vintage Inspired, Large 4 BR Home
Mount Joy
9.8 out of 10, Exceptional, (37 reviews)
"Very welcoming and responsive host, 5 star rating."
United States
Pastor R.
The price is €399
includes taxes & fees
6 May - 7 May
Newly Renovated, Vintage Inspired, Large 4 BR Home

Enola Trail Getaway *bikes*rural

Enola Trail Getaway *bikes*rural
Pequea
10.0 out of 10, Exceptional, (6 reviews)
"I had a great time and the place was very beautiful and peaceful "
United States
Brittany R.
The price is €373
includes taxes & fees
11 May - 12 May
Enola Trail Getaway *bikes*rural

The Quiet House on Main Street minutes from Everywhere

The Quiet House on Main Street minutes from Everywhere
Shrewsbury
10.0 out of 10, Exceptional, (5 reviews)
"Our host decorated the house for Christmas so we were very excited to celebrate the holidays with this added touch. Plenty of everything in the house and the fenced in yard was just what we needed for our pups. Great stay!!!"
United States
William Y.
The price is €230
includes taxes & fees
6 May - 7 May
The Quiet House on Main Street minutes from Everywhere

The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP

The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
3.5 star property
York
The price is €417
includes taxes & fees
6 May - 7 May
The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP

The River Shack *kayaks*hottub*fishing*quiet*family

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.4 out of 10, Exceptional, (6 reviews)
"We had a very quiet and peaceful stay. Would most definitely stay again!"
United States
Nathan D.
The price is €356
includes taxes & fees
6 May - 7 May
The River Shack *kayaks*hottub*fishing*quiet*family

Work & Play! Home 1 Mi to Dtwn & Central Market

Work & Play! Home 1 Mi to Dtwn & Central Market
3.0 star property
York
The price is €332
includes taxes & fees
6 May - 7 May
Work & Play! Home 1 Mi to Dtwn & Central Market

Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!

Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
Yorkana
10.0 out of 10, Exceptional, (143 reviews)
"The property was lovely and very welcoming. Nicely appointed and comfortable accommodations. We loved the history and looking forward to coming back!!!"
United States
Sharon R.
The price is €409
includes taxes & fees
13 May - 14 May
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!

Working horse farm retreat! Convenient to wedding venue!

Working horse farm retreat! Convenient to wedding venue!
White Hall
9.8 out of 10, Exceptional, (53 reviews)
"The place was amazing and had everything we needed. "
United States
Kate and Ray T.
Working horse farm retreat! Convenient to wedding venue!

Stylish Studio Apartment

Stylish Studio Apartment
York
9.4 out of 10, Exceptional, (3 reviews)
"Very nice property. Will stay at again. "
United States
Bryon B.
Stylish Studio Apartment

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

River Rock Room at Muse House: Secluded Luxury in horse country.
Willow Street
9.8 out of 10, Exceptional, (281 reviews)
"Perfect stay "
United States
Dawn M.
The price is €243
includes taxes & fees
6 May - 7 May
River Rock Room at Muse House: Secluded Luxury in horse country.

The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature

The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature
Conestoga
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great. Comfy beds and nice kitchen with all the cookware you need. The yard is nice and big with plenty of deer roaming the property. I would definitely stay again."
United States
Shannon S.
The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature

Work & Play! Home 1 Mi to Dtwn & Central Market

Work & Play! Home 1 Mi to Dtwn & Central Market
York
7.2 out of 10, Good, (5 reviews)
"House was in a good, central location. Cute home. Nice, comforting touches to the house. Beds were comfortable. "
United States
Melissa
Work & Play! Home 1 Mi to Dtwn & Central Market
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

Top Winterstown Hotel Reviews

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, apart-hotels, 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 €135 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 Steam Into History and Heritage Hill Golf Course.

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.