Default HTG hotel image

Winterstown Vacation Rentals

  • Bundle & Save

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

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

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

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winterstown vacation rentals

Exterior

1. 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, (11 reviews)
"The house was perfect, it was everything we were expecting! Very clean and smelled so good when we entered! Kitchen was well stocked, would definitely recommend and rent again."
United States
Cindy S.
$310 nightly
The price is $342
Sep 21 - Sep 22
Total with taxes and fees
The Quiet House on Main Street minutes from Everywhere
Exterior

2. 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, (150 reviews)
"Fun house to stay in. Despite uniqueness of home, it has everything you need for a comfortable stay. We enjoyed the hot tub in the evening and a couple trip to York for good food."
United States
Abigail H.
$378 nightly
The price is $417
Sep 8 - Sep 9
Total with taxes and fees
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
Smart TV

3. Close to Wellspan, York College, Appell! Washer/dryer in unit.

Close to Wellspan, York College, Appell! Washer/dryer in unit.
York
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing stay "
United States
Eugene-Marinel B.
$257 nightly
The price is $284
Sep 9 - Sep 10
Total with taxes and fees
Close to Wellspan, York College, Appell! Washer/dryer in unit.
Exterior detail

4. Authentic working horse farm stay! Quiet, rural, and close to nature!

Authentic working horse farm stay! Quiet, rural, and close to nature!
White Hall
9.8 out of 10, Exceptional, (39 reviews)
"Clean, quiet location perfect for a relaxing get away."
United States
Scott J.
$310 nightly
The price is $358
Sep 7 - Sep 8
Total with taxes and fees
Authentic working horse farm stay! Quiet, rural, and close to nature!
Comfort House | Living area

5. 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
$433 nightly
The price is $481
Sep 21 - Sep 22
Total with taxes and fees
The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
Outdoor pool

6. 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
9.4 out of 10, Exceptional, (41 reviews)
"Property was very clean very homey"
United States
Anna
$254 nightly
The price is $280
Sep 7 - Sep 8
Total with taxes and fees
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
Terrace/patio

7. Historic York Schoolhouse Retreat | Hot Tub • Game Room • Fire Pit • Sleeps 9

Historic York Schoolhouse Retreat | Hot Tub • Game Room • Fire Pit • Sleeps 9
York
10.0 out of 10, Exceptional, (1 review)
"Everything was as advertised it’s was a really wonderful stay and home. And me and my family will be looking forward to booking with host of this property again. It’s was very private and a wonderful experience for my children who didn’t want to leave. The whole group actually wanted to stay longer we really enjoyed ourselves and the peace that came with this rental. Also the host is wonderful and very friendly and helpful. Thank you so much!"
United States
Jimmy
$448 nightly
The price is $495
Sep 8 - Sep 9
Total with taxes and fees
Historic York Schoolhouse Retreat | Hot Tub • Game Room • Fire Pit • Sleeps 9
Interior

8. 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, (20 reviews)
"It was very clean and very fun staying there"
United States
Henry g.
$337 nightly
The price is $372
Sep 10 - Sep 11
Total with taxes and fees
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster
Exterior

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

Victorian Manor on Main w/ 6 beds-10 mins to Lanc!
Mountville
10.0 out of 10, Exceptional, (42 reviews)
"Great house in a great location"
United States
Kate H.
$364 nightly
The price is $401
Sep 8 - Sep 9
Total with taxes and fees
Victorian Manor on Main w/ 6 beds-10 mins to Lanc!
Exterior

10. 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, (43 reviews)
"Everything was clean and as described. Great location, and easy check in/out."
United States
Joseph S.
$269 nightly
The price is $297
Sep 8 - Sep 9
Total with taxes and fees
Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
Interior

11. 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, (40 reviews)
"The property was clean the communication with the owner was very clear for parking and how to access the property, and everything was in working order."
United States
Craig
$128 nightly
The price is $141
Sep 8 - Sep 9
Total with taxes and fees
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Coffee/tea maker, fridge, microwave, oven

12. 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, (4 reviews)
"Secluded getaway with historic history. Definitely great for those who love the outdoors. Several cool hikes nearby. "
United States
George
$301 nightly
The price is $333
Sep 27 - Sep 28
Total with taxes and fees
The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature
Dining

13. Charming 3-bedroom house with AC outside of Spring Grove in a peaceful area

Charming 3-bedroom house with AC outside of Spring Grove in a peaceful area
Spring Grove
8.0 out of 10, Very Good, (1 review)
"Was really quiet and nice veiw"
United States
Anna R.
$159 nightly
The price is $175
Sep 8 - Sep 9
Total with taxes and fees
Charming 3-bedroom house with AC outside of Spring Grove in a peaceful area
Interior

14. Victorian Home Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP

Victorian Home Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
York
4.6 out of 10, (8 reviews)
"The house itself has beautiful antique features, particularly the wooden entryway. Despite the unusual cold snap, the radiators kept us very warm."
United States
Stephen N.
$348 nightly
The price is $368
Sep 21 - Sep 22
Total with taxes and fees
Victorian Home Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
Property grounds

15. Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy

Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
Delta
10.0 out of 10, Exceptional, (3 reviews)
"We had a perfect weekend at this little cabin get-away! The listing pictures portrayed the site perfectly. Well before check-in, the D-Lux team was in touch to make sure we had check-in codes and to answer any questions if we would have had them. Upon arrival the place was spotless and very inviting. It was adequately stocked with necessities and even had a few extra touches that we appreciated. The hammock, hottub, and sauna were clean and perfect and helped us have a truly relaxing weekend....
United States
Megan K.
$403 nightly
The price is $445
Sep 21 - Sep 22
Total with taxes and fees
Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
TV

16. The Conservatory-20 min to Lanc!

The Conservatory-20 min to Lanc!
Mount Joy
9.6 out of 10, Exceptional, (45 reviews)
"The house was as advertised. Very clean and easy check in process. Close and easy drive to Spooky Nook Sports."
United States
Julie L.
$335 nightly
The price is $369
Sep 8 - Sep 9
Total with taxes and fees
The Conservatory-20 min to Lanc!
Outdoor dining

17. Enola Trail Getaway *bikes*rural

Enola Trail Getaway *bikes*rural
Pequea
10.0 out of 10, Exceptional, (6 reviews)
"This was a wonderful stay, huge yard, beautiful. Calm and quiet had everything we needed for 3 families "
United States
Ryan B.
$407 nightly
The price is $450
Sep 8 - Sep 9
Total with taxes and fees
Enola Trail Getaway *bikes*rural
TV, fireplace

18. Farmhouse|HOT TUB|Fireplace|King Bed|4 Bedroom

Farmhouse|HOT TUB|Fireplace|King Bed|4 Bedroom
Columbia
9.6 out of 10, Exceptional, (15 reviews)
"We loved staying here. Perfect for what our family needed."
United States
Debbie E.
$405 nightly
The price is $426
Sep 8 - Sep 9
Total with taxes and fees
Farmhouse|HOT TUB|Fireplace|King Bed|4 Bedroom
Terrace/patio

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

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.6 out of 10, Exceptional, (10 reviews)
"This property was great, everything you could need was provided. We really enjoyed our stay"
United States
Barb R.
$416 nightly
The price is $459
Sep 15 - Sep 16
Total with taxes and fees
The River Shack *kayaks*hottub*fishing*quiet*family
3 bedrooms, travel crib, WiFi (free), bed sheets

20. Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.

Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
Airville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful peaceful spot."
United States
Emily L.
$515 nightly
The price is $569
Sep 8 - Sep 9
Total with taxes and fees
Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
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.
View all properties
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

Ramada by Wyndham York Harrisburg Hershey

Ramada by Wyndham York Harrisburg Hershey

10/10 Excellent
"Very comfortable 😌"
terri 7-night trip
Posted 8 hours ago
Ramada by Wyndham York Harrisburg Hershey

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 $141 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.

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 Shank's Mare, 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.