Winterstown Vacation Rentals from ￥24,722: Search Short-Term Rentals

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Our top choices for Winterstown vacation rentals

A two-story house with a balcony, a front door, and a small porch area.

1. The Quiet House on Main Street minutes from Everywhere

Shrewsbury

Clint R.

￥51,350 total

includes taxes & fees

Oct 7 - Oct 8

An outdoor patio area with string lights, seating, and planters.

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

York

Adam B.

￥76,604 total

includes taxes & fees

Oct 6 - Oct 7

A unique, modern building with a curved facade, a central entrance with a staircase, and a small porch area.

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

Yorkana

Janelle C.

￥75,481 total

includes taxes & fees

Oct 6 - Oct 7

A bedroom with a bed, bedside tables, a lamp, a TV, and a window with curtains.

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

York

￥61,473 total

includes taxes & fees

Oct 26 - Oct 27

A living room with a television, a sofa, a chair, and a patterned rug.

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

York

￥74,093 total

includes taxes & fees

Oct 27 - Oct 28

A cabin with a deck, surrounded by trees and a small stream.

6. The Roundtop Chalet romantic couple’s getaway

Wrightsville

Amy S.

￥85,074 total

includes taxes & fees

Nov 5 - Nov 6

A round dining table with a white tablecloth, a woven placemat, and a small plant centerpiece. There are four chairs with woven seats and backs. The room has a window with white curtains and a wooden chair in the corner.

7. Historic Schoolhouse Getaway with Private Hot Tub Retreat in York, Pennsylvania

York

￥96,110 total

includes taxes & fees

Oct 6 - Oct 7

A bedroom with a sliding glass door, a bed with white bedding, and a nightstand.

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

Airville

Emily L.

￥89,251 total

includes taxes & fees

Oct 13 - Oct 14

A wooden cabin with a circular entrance, a fire pit, and a stone pathway leading to it.

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

Delta

"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....

Megan K.

￥63,131 total

includes taxes & fees

Oct 6 - Oct 7

A kitchen with a black backsplash, white countertops, a black faucet, and a window with greenery above the sink.

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

Conestoga

George

￥50,432 total

includes taxes & fees

Oct 8 - Oct 9

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

York

Christopher A.

￥61,885 total

includes taxes & fees

Oct 26 - Oct 27

A Victorian-style house with a wrap-around porch, a turret, and a brick chimney.

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

Mountville

Emmy Lou H.

￥48,244 total

includes taxes & fees

Nov 3 - Nov 4

Cozy living room with a blue sectional sofa, neutral decor, and wall art

13. Lady Grey Cottage | Hot Tub, Fireplace, King Bed, Countryside Escape

Conestoga

Charles

A cozy outdoor patio area with wicker furniture, string lights, and a dining table set for a meal.

14. Lancaster County Townhome Near Amish Country

Columbia

Shannon S.

￥84,878 total

includes taxes & fees

Oct 14 - Oct 15

A hallway with wooden floors, a floral rug, a chair, a radiator, and a door with blinds.

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

York

Stephen N.

￥56,486 total

includes taxes & fees

Nov 2 - Nov 3

A swimming pool with a covered patio area, a two-story house, and a small shed.

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

West Lancaster

Anna

￥44,427 total

includes taxes & fees

Oct 6 - Oct 7

A wooden cabin with a fire pit in the center, surrounded by Adirondack chairs.

17. The River Shack kayakshottubfishingquiet*family

Airville

Barb R.

￥73,748 total

includes taxes & fees

Oct 14 - Oct 15

A Victorian-style house with a wrap-around porch, brick foundation, and a turret.

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

Mountville

Melissa S.

￥63,330 total

includes taxes & fees

Oct 13 - Oct 14

A covered porch with wicker furniture, a table, and a ceiling fan.

19. THE RIVERFRONT BOATHOUSE

York

Amanda M.

￥66,196 total

includes taxes & fees

Oct 14 - Oct 15

A dining area with a wooden table and chairs, a chandelier, and sheer curtains.

20. 4-bedroom house in amazing Lancaster County in quaint village of Conestoga.

Conestoga

Joseph F.

￥55,752 total

includes taxes & fees

Oct 6 - Oct 7

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Top Winterstown Hotel Reviews

Heritage Hotel Lancaster

10/10 Excellent

"Great place A+"

Wyndham Garden York

8/10 Good

"We’ve stayed here many times over the years and the pool is a major draw for us. But it feels like the pool gets zero major maintenance (and it shows). This time the lights around the pool were all burnt out, the pool itself was cloudy and cold, the deck area was dirty and cracked, and it just generally felt like it was falling into disrepair. The staff and cleaning personnel are awesome and clearly trying to do a great job, but ownership needs to just invest in electrical, cleaning, and other maintenance. My kids and I stay here for about a week every year visiting family and this year I felt like this might be the last one."

Find out more about Winterstown

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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?

River Rock Room at Muse House: Secluded Luxury in horse country. : This vacation home rental near Winterstown is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winterstown vacation rentals

1. The Quiet House on Main Street minutes from Everywhere

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

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

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

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

6. The Roundtop Chalet romantic couple’s getaway

7. Historic Schoolhouse Getaway with Private Hot Tub Retreat in York, Pennsylvania

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

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

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

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

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

13. Lady Grey Cottage | Hot Tub, Fireplace, King Bed, Countryside Escape

14. Lancaster County Townhome Near Amish Country

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

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

17. The River Shack kayakshottubfishingquiet*family

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

19. THE RIVERFRONT BOATHOUSE

20. 4-bedroom house in amazing Lancaster County in quaint village of Conestoga.

Find vacation rentals that suit your style

Top Winterstown Hotel Reviews

Heritage Hotel Lancaster

Best Western Plus Heritage Rail-South York/I-83

Wyndham Garden York

Comfort Inn & Suites York North

Sleep Inn & Suites of Lancaster County

Heritage Hills Golf Resort

Extended Stay America Suites Lancaster County

Quality Inn & Suites York East

Find out more about Winterstown

Frequently asked questions

Go further with the Expedia app

Winterstown Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winterstown vacation rentals

1. The Quiet House on Main Street minutes from Everywhere

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

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

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

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

6. The Roundtop Chalet romantic couple’s getaway

7. Historic Schoolhouse Getaway with Private Hot Tub Retreat in York, Pennsylvania

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

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

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

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

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

13. Lady Grey Cottage | Hot Tub, Fireplace, King Bed, Countryside Escape

14. Lancaster County Townhome Near Amish Country

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

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

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

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

19. THE RIVERFRONT BOATHOUSE

20. 4-bedroom house in amazing Lancaster County in quaint village of Conestoga.

Find vacation rentals that suit your style

Top Winterstown Hotel Reviews

Heritage Hotel Lancaster

Find out more about Winterstown

Frequently asked questions

Go further with the Expedia app

17. The River Shack kayakshottubfishingquiet*family