Winterstown Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Winterstown

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

Cottage in Yorkana

10.0 out of 10, Exceptional, (126)
"Really clean really amazing place ! Loved the hot tub and the firepit "
United States
Travis L.
The price is ￥20,943
￥61,845 total
includes taxes & fees
Dec 10 - Dec 11
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Exterior
Farmstay with pool and firepit

Cabin in Marietta

10.0 out of 10, Exceptional, (248)
"The cabin had everything we needed.The very friendly goats made the stay extra fun."
United States
Lisa G.
Farmstay with pool and firepit
1 bedroom, desk, iron/ironing board, free WiFi
River Rock Room at Muse House: Secluded Luxury in horse country.

Vacation Home in Willow Street

9.8 out of 10, Exceptional, (270)
"Very comfortable and cozy place that stay! "
United States
Terri H.
The price is ￥34,738
￥43,326 total
includes taxes & fees
Jan 5 - Jan 6, 2026
River Rock Room at Muse House: Secluded Luxury in horse country.
Outdoor spa tub
Restful and Quaint Cottage

Cottage in Conestoga

9.8 out of 10, Exceptional, (124)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveler
The price is ￥29,310
￥53,577 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Restful and Quaint Cottage
Fridge, microwave, oven, stovetop
Waters Edge

Vacation Home in Pequea

10.0 out of 10, Exceptional, (142)
"Beautiful house and property that my extended family consisting of 14 people (ranging from ages 8 to 81) thoroughly enjoyed. Just bring your own groceries and the kitchen is stocked with everything else anyone could need. My brother-in-law brought his own kayaks and body boards so we could explore the river and tiny island across from the property. Brian was a great host; always available to answer all of our questions (and we had a lot) about the house and things to do in the area."
United States
Nicole K.
Waters Edge
Property grounds
Wrightsville Cabin: Outdoor Fire Pit: Hammock by the creek: Long Level Marina

Cabin in Wrightsville

9.6 out of 10, Exceptional, (158)
"We have been around for a bit and this is still one of our favorite places to stay. It’s just…. A little bridge to relaxation. The check I. Situation is very easy and the check out part is almost nonexistent. This place is a steal. "
United States
Adam W.
Wrightsville Cabin: Outdoor Fire Pit: Hammock by the creek: Long Level Marina
Fridge, microwave, oven, stovetop
Private home has WIFI, Fireplace, Fire pit, Full Kitchen, 4 mile from Lancaster!

Vacation Home in Millersville

10.0 out of 10, Exceptional, (75)
"The accommodations exceeded our expectations- the place is updated and well maintained, and had everything we needed."
United States
Kimberly W.
Private home has WIFI, Fireplace, Fire pit, Full Kitchen, 4 mile from Lancaster!
A heated pool
Resort Pickleball Pool Hot Tub Theater Arcade Golf

Vacation Home in Mount Joy

10.0 out of 10, Exceptional, (47)
"This property was great. Very well furnished with an amazing game room. "
United States
David O.
Resort Pickleball Pool Hot Tub Theater Arcade Golf
Terrace/patio
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB

Vacation Home in Pequea

9.8 out of 10, Exceptional, (284)
"We loved the spacious rooms. We used the hot tub every night. The view from this property is so serene and relaxing. 100% recommend!"
United States
Carrie D.
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB
Exterior
A working horse farm in Southern Lanc Co., nestled in Amish country.

Vacation Home in Holtwood

2.0 star property
10.0 out of 10, Exceptional, (26)
"Whole place was top notch! "
United States
Kelly P.
A working horse farm in Southern Lanc Co., nestled in Amish country.
Exterior
Log cabin nestled beside Chiques Creek in historic Lancaster County

Vacation Home in Mount Joy

9.4 out of 10, Exceptional, (125)
"Quiet, lovely stay. This place is great as a homebase for a stay in the area. It is a little dated but everything works, it is clean, roomy, and comfortable. The host is very responsive, check in and out is easy. Highly recommend. "
United States
Lisa M.
Log cabin nestled beside Chiques Creek in historic Lancaster County
Exterior
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster

Vacation Home in Conestoga

9.8 out of 10, Exceptional, (15)
"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 ￥37,386
￥71,381 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster
Fridge, microwave, oven, stovetop
Spacious Hilltop Escape with Basketball, Pingpong & Sunset Firepit

Vacation Home in Lancaster

10.0 out of 10, Exceptional, (77)
"Beautiful and spacious house that perfectly suited our needs as a family with 7 children. The beds were comfortable and the general area was secluded and relaxing. Highly recommend!"
United States
Mrs. C G.
Spacious Hilltop Escape with Basketball, Pingpong & Sunset Firepit
Fridge, microwave, oven, stovetop
Don't miss this Cute, Quaint Brick Cottage which is is located in York, PA.

Vacation Home in York

10.0 out of 10, Exceptional, (17)
"Host was very gracious and kind to me and my family. Great value for excellent accommodations "
United States
Kacie D.
Don't miss this Cute, Quaint Brick Cottage which is is located in York, PA.
Fridge, microwave, oven, stovetop
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

Cabin in Fawn Grove

9.6 out of 10, Exceptional, (12)
"Two night stay was very nice. Great living, kitchen and bedroom spaces. Very quiet area."
United States
Rene S.
The price is ￥34,893
￥53,092 total
includes taxes & fees
Dec 7 - Dec 8
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.
Terrace/patio
Luxury River Front Cottage With Hot Tub & Spectacular Views

Cottage in York

10.0 out of 10, Exceptional, (58)
"The house was just as described and looked just the pictures. Nice quiet area. The host was excellent to deal with. If ever in the are again will stay here. Recommend for anyone in the Lancaster/York area. "
United States
Tracey W.
Luxury River Front Cottage With Hot Tub & Spectacular Views
A heated pool
Stone Cottage at Roundtop Estate couples Retreat

Cottage in Wrightsville

10.0 out of 10, Exceptional, (6)
"Stayed for a week with my sister. We had a great time. The pool house was perfect. We walked the trails on the property everyday. Very peaceful and relaxing. We’ll definitely be back. "
United States
Lori G.
The price is ￥35,509
￥60,881 total
includes taxes & fees
Dec 11 - Dec 12
Stone Cottage at Roundtop Estate couples Retreat
Dining
Spacious 5 bedroom home with large deck and hot tub

Vacation Home in York

9.6 out of 10, Exceptional, (38)
"Very clean, super nice house, and located where it is easy to get to. Tons of resources in the area."
United States
Shawn B.
Spacious 5 bedroom home with large deck and hot tub
Interior
Enola Trail Getaway *bikes*rural

Vacation Home in Pequea

10.0 out of 10, Exceptional, (2)
"I had a great time and the place was very beautiful and peaceful "
United States
Brittany R.
The price is ￥22,641
￥67,793 total
includes taxes & fees
Dec 8 - Dec 9
Enola Trail Getaway *bikes*rural
Terrace/patio
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays

Apartment in Lancaster

9.8 out of 10, Exceptional, (34)
"Excelente"
Mexico
Jairo
The price is ￥16,134
￥42,464 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
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

Extended Stay America Suites Lancaster County

Extended Stay America Suites Lancaster County

10/10 Excellent
"Friendly staff and beautiful surrounding area. The room was very spacious and clean!"
Anthony 1-night trip
Posted 3 days ago
Extended Stay America Suites Lancaster County

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 Hametown Park, or get out into nature at a spot like Rocky Ridge Park. In the larger area, you’ll find John Stevens Gallery and Heritage Hill Golf Course.

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.