Windsor Vacation Rentals

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Check prices for these dates

Tonight
Jul 17 - Jul 18
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Jul 18 - Jul 19
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Vacation Rentals in Windsor

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Relax in a serene outdoor setting with a hot tub, complete with amenities and a cozy patio.

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

10.0 out of 10, Exceptional, (116)
"Loved our Shoe House stay! The house is adorable. The décor is super cute and comfortable. And the hosts have thought of everything to make your stay enjoyable. A fun, whimsical, and memorable experience for all ages. Many thanks!"
The price is ￥34,269
￥77,339 total
includes taxes & fees
Jul 21 - Jul 22
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Mountville Rental w/ Private Patio & Gas Grill!
Stroll along the paved walkway to a serene outdoor space surrounded by lush greenery and a charming residential building.

Mountville Rental w/ Private Patio & Gas Grill!

9.8 out of 10, Exceptional, (11)
"We really enjoyed our stay. It was very go again clean and cozy. The host was exremley nice and friendly. Would definitly go again!"
Mountville Rental w/ Private Patio & Gas Grill!
Farmstay with pool and firepit
Stroll through a serene garden featuring a variety of flowering plants and lush greenery.

Farmstay with pool and firepit

10.0 out of 10, Exceptional, (227)
"Very nice and quiet. The host were very helpful and we would stay again. "
Farmstay with pool and firepit
A working horse farm in Southern Lanc Co., nestled in Amish country.
Relax on the deck with a view of the surrounding hills.

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful place , peaceful, just a breathe of fresh air . They were great and responsive "
A working horse farm in Southern Lanc Co., nestled in Amish country.
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Cozy retreat with a single bed and a door to the right, featuring a ceiling fan and light fixture.

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

2.0 star property
9.6 out of 10, Exceptional, (15)
"Highly recommended!"
The price is ￥13,974
￥22,749 total
includes taxes & fees
Jul 21 - Jul 22
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Lovely Downtown Townhome
Enjoy cooking in this well-equipped kitchen with a gas stove, oven, and ample counter space.

Lovely Downtown Townhome

8.6 out of 10, Excellent, (81)
"We do don’t like parking 3 or 4 blocks away. Didn’t feel safe walking to house at night. "
The price is ￥13,308
￥27,092 total
includes taxes & fees
Jul 27 - Jul 28
Lovely Downtown Townhome
The Loft at Riverside
Enjoy cooking in this well-equipped kitchen with an island, granite countertop, and modern cabinetry.

The Loft at Riverside

9.6 out of 10, Exceptional, (24)
"Super clean, quiet, easy parking, feel like home, definitely will be back soon!"
The price is ￥11,728
￥23,540 total
includes taxes & fees
Jul 23 - Jul 24
The Loft at Riverside
1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
Enjoy cooking in this well-equipped kitchen with a sink, coffee maker, and ample counter space.

1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly

10.0 out of 10, Exceptional, (31)
"We were looking for a place to stay while taking in a show at the Dutch Apple Dinner Theater. This was perfect for us! Very close to the theater and great accommodations. A nice cozy spot to explore the Lancaster area."
1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
Modern Farmhouse Getaway Close to Hershey
Fridge, microwave, oven, stovetop

Modern Farmhouse Getaway Close to Hershey

10.0 out of 10, Exceptional, (63)
"Excellent site for family stay. Many amenities and options to enjoy."
The price is ￥23,659
￥53,703 total
includes taxes & fees
Jul 21 - Jul 22
Modern Farmhouse Getaway Close to Hershey
Waters Edge
Equipped with a stainless steel range, microwave, and exhaust hood, this kitchen offers a clean and contemporary look.

Waters Edge

10.0 out of 10, Exceptional, (130)
"Beautiful scenery, Breath of fresh air. Very clean and comfortable. Very modern, we truly enjoyed our stay. Extra over the top amenities was a definite plus."
Waters Edge
Four Bed Family Stay. Near Sight and Sound. Hot Tub. Full Kitchen.
Features a well-lit kitchen with stainless steel appliances, white cabinetry, and a sink.

Four Bed Family Stay. Near Sight and Sound. Hot Tub. Full Kitchen.

9.8 out of 10, Exceptional, (39)
"Lovely space. Super comfortable and lots of attention to enjoyable stay!"
The price is ￥27,792
￥58,420 total
includes taxes & fees
Jul 28 - Jul 29
Four Bed Family Stay. Near Sight and Sound. Hot Tub. Full Kitchen.
Perfect family getaway with pool and hot tub close to everything!
Relax by the pool surrounded by lush greenery and enjoy a peaceful evening.

Perfect family getaway with pool and hot tub close to everything!

9.8 out of 10, Exceptional, (77)
"Great place to stay for a long weekend in Lancaster! The cottage is super cute and was a perfect spot for our family! Would happily stay again!"
Perfect family getaway with pool and hot tub close to everything!
Beautiful Boho Villa on Vine in the heart of Lancaster
Welcome to this charming home with a welcoming entrance featuring a wreath on the door and a convenient mailbox.

Beautiful Boho Villa on Vine in the heart of Lancaster

9.6 out of 10, Exceptional, (34)
"A great little spot in Lancaster for a quick getaway. check in was smooth, the place was super clean, and the neighbor was friendly. Would be great for a romantic escape or a headquarters for a longer stay in town. "
The price is ￥25,392
￥55,441 total
includes taxes & fees
Jul 30 - Jul 31
Beautiful Boho Villa on Vine in the heart of Lancaster
Modern 1-BR Apt by Train Station
Relax in this stylish living space with a leather sofa, coffee table, and potted plant.

Modern 1-BR Apt by Train Station

9.4 out of 10, Exceptional, (3)
"Cozy and well-equipped apartment"
The price is ￥11,877
￥27,145 total
includes taxes & fees
Jul 21 - Jul 22
Modern 1-BR Apt by Train Station
Circle M RV & Camping Resort - Caravan Park
Play a round of golf amidst lush surroundings and challenging obstacles.

Circle M RV & Camping Resort - Caravan Park

2.0 star property
7.8 out of 10, Good, (29)
"Great experience and looking forward to booking again "
Circle M RV & Camping Resort - Caravan Park
Calla Lily Farmhouse w/ Creekview by Nook
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and stainless steel range hood.

Calla Lily Farmhouse w/ Creekview by Nook

10.0 out of 10, Exceptional, (32)
"Was excellent for the family in be together in one place "
The price is ￥39,126
￥77,299 total
includes taxes & fees
Aug 12 - Aug 13
Calla Lily Farmhouse w/ Creekview by Nook
The River Shack *kayaks*hottub*fishing*quiet*family
Fridge, microwave, oven, stovetop

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

The price is ￥25,308
￥68,757 total
includes taxes & fees
Aug 5 - Aug 6
The River Shack *kayaks*hottub*fishing*quiet*family
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
Surrounded by lush green hills, this serene river landscape offers a tranquil escape.

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

10.0 out of 10, Exceptional, (236)
"Nice, scenic location and very comfortable. It had everything we needed. We hope to come back again!"
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
"City Hideaway: Off-Grid Luxe"
Enjoy meals and socializing in this kitchen with a sink and stovetop, complemented by a cozy seating area.

"City Hideaway: Off-Grid Luxe"

2.0 star property
10.0 out of 10, Exceptional, (15)
"The remodeled camper truck was perfect for our one night stay in Lancaster. It's tiny, but the owners have thought of clever ways to accommodate all your needs. We were able to walk to the downtown area easily. The host is really nice and sends you a nice welcome video showing you how to use all the modular features in the van."
The price is ￥17,168
￥26,295 total
includes taxes & fees
Jul 20 - Jul 21
"City Hideaway: Off-Grid Luxe"
Log cabin nestled beside Chiques Creek in historic Lancaster County
Escape to a cozy retreat with a spacious deck and garage door, perfect for outdoor adventures.

Log cabin nestled beside Chiques Creek in historic Lancaster County

9.4 out of 10, Exceptional, (113)
"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
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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Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, we offer vacation rentals near popular points of interest in Windsor, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Windsor has to offer?

Lovely Downtown Townhome: This vacation home rental near Windsor offers a garden, a selection of books, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Field of Screams, or get out into nature at a spot like Rocky Ridge Park. Heritage Hill Golf Course and Moon Dancer Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are private properties you can stay in for a long or short time in Windsor. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.