Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Windsor vacation rentals

1 bedroom, desk, iron/ironing board, free WiFi

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, (278 reviews)
"Perfect stay "
United States
Dawn M.
The price is ￥35,797
￥45,155 total
includes taxes & fees
Apr 12 - Apr 13
River Rock Room at Muse House: Secluded Luxury in horse country.
House (2 Bedrooms) | Interior

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 ￥19,337
￥62,152 total
includes taxes & fees
Apr 1 - Apr 2
Work & Play! Home 1 Mi to Dtwn & Central Market
Property grounds

Pondview Paradise, Cozy home with pool and pond on 8 acres

Pondview Paradise, Cozy home with pool and pond on 8 acres
Elizabethtown
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place to stay "
United States
Joseph H.
Pondview Paradise, Cozy home with pool and pond on 8 acres
Exterior

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, (139 reviews)
"Highly recommend! We had a fabulous time staying here and learning the history! We spent our days exploring York and found great restaurants and independent vintage/antique stores. The house is super cozy and the hut tub was a bonus!"
United States
Anonymous traveler
The price is ￥31,802
￥76,079 total
includes taxes & fees
Apr 13 - Apr 14
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
Smart TV

Cozy 2-bedroom apartment on the Conestoga River in central Lancaster.

Cozy 2-bedroom apartment on the Conestoga River in central Lancaster.
Lancaster
8.8 out of 10, Excellent, (3 reviews)
"The house was clean. I was disappointed with the limited kitchen basics. Two coffee cups, four plastic plates, no mixing bowls. No soaps for the shower, no where to hang towels, jackets, etc. unable to watch sports programs and the seating was limited. We enjoyed sitting outdoors and easy access to many attractions. "
United States
Bertye D.
The price is ￥28,446
￥56,090 total
includes taxes & fees
Apr 1 - Apr 2
Cozy 2-bedroom apartment on the Conestoga River in central Lancaster.
Outdoor spa tub

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

Four Bed Family Stay. Near Sight and Sound. Hot Tub. Full Kitchen.
East Side
9.8 out of 10, Exceptional, (53 reviews)
"Our two night girls trip was great!! Our Vrbo was beautiful & had a Christmas tree!! Beds were perfect home was beautiful & hope to return when weather is warmer "
United States
Joan M.
The price is ￥27,269
￥62,827 total
includes taxes & fees
Apr 1 - Apr 2
Four Bed Family Stay. Near Sight and Sound. Hot Tub. Full Kitchen.
Exterior detail

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, (37 reviews)
"Great location"
United States
Bruce S.
The price is ￥24,451
￥47,622 total
includes taxes & fees
Apr 5 - Apr 6
Authentic working horse farm stay! Quiet, rural, and close to nature!
Living area

Charming 2-bedroom house with WiFi, AC in enjoyable Lancaster

Charming 2-bedroom house with WiFi, AC in enjoyable Lancaster
Prospect Heights
9.8 out of 10, Exceptional, (8 reviews)
"Perfect for a one night stay. "
United States
Micaiah S.
The price is ￥27,168
￥54,243 total
includes taxes & fees
Apr 22 - Apr 23
Charming 2-bedroom house with WiFi, AC in enjoyable Lancaster
Exterior

The Roundtop Chalet romantic couple’s getaway

The Roundtop Chalet romantic couple’s getaway
Wrightsville
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful and tranquil property. Clean and beautiful chalet for a couples weekend away. Just what we needed for a relaxing weekend. The hot tub was amazing and we hope to come back again. "
United States
Sheila D.
The price is ￥49,295
￥77,382 total
includes taxes & fees
Apr 1 - Apr 2
The Roundtop Chalet romantic couple’s getaway
Smart TV, books

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (129 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 ￥21,718
￥44,606 total
includes taxes & fees
Apr 7 - Apr 8
Restful and Quaint Cottage
Fridge, oven, stovetop, dishwasher

Calla Lily Farmhouse

Calla Lily Farmhouse
Manheim
9.8 out of 10, Exceptional, (45 reviews)
"We had a great stay. The house was conveniently located for our tournament and the house was a great space . We would absolutely come back and stay again. "
United States
Bernadette D.
The price is ￥51,075
￥99,901 total
includes taxes & fees
Apr 5 - Apr 6
Calla Lily Farmhouse
Fridge, microwave, oven, stovetop

Modern Farmhouse Getaway I 2 BR, Sleeps up to 6

Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
Elizabethtown
10.0 out of 10, Exceptional, (78 reviews)
"Everything was wonderful, from the location to the house!"
United States
Amelia F.
The price is ￥16,031
￥46,185 total
includes taxes & fees
Apr 5 - Apr 6
Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
Interior

Stone Cottage at Roundtop Estate couples Retreat

Stone Cottage at Roundtop Estate couples Retreat
Wrightsville
10.0 out of 10, Exceptional, (8 reviews)
"Host was wonderful. Great communication, no issues with our stay. "
United States
Amy k.
The price is ￥45,711
￥70,772 total
includes taxes & fees
Apr 8 - Apr 9
Stone Cottage at Roundtop Estate couples Retreat
Comfort House | Living area

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 ￥26,796
￥56,352 total
includes taxes & fees
Apr 13 - Apr 14
The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
Outdoor pool

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
Lancaster
9.6 out of 10, Exceptional, (38 reviews)
"Everything was very clean and the beds were very comfy. "
United States
Kori B.
The price is ￥20,136
￥48,680 total
includes taxes & fees
Apr 1 - Apr 2
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
Fridge, microwave, oven, stovetop

Newly Renovated, Vintage Inspired, Large 4 BR Home

Newly Renovated, Vintage Inspired, Large 4 BR Home
Mount Joy
9.8 out of 10, Exceptional, (36 reviews)
"Very welcoming and responsive host, 5 star rating."
United States
Pastor R.
The price is ￥30,204
￥72,442 total
includes taxes & fees
Apr 12 - Apr 13
Newly Renovated, Vintage Inspired, Large 4 BR Home
Fridge, microwave, oven, stovetop

Located right at the center of Elizabethtown , Lancaster, York and Hershey park.

Located right at the center of Elizabethtown , Lancaster, York and Hershey park.
Elizabethtown
9.8 out of 10, Exceptional, (38 reviews)
"The place was clean and welcoming. We enjoyed our stay and would recommend to a friend. "
United States
Lorelei F.
The price is ￥20,855
￥53,533 total
includes taxes & fees
Apr 6 - Apr 7
Located right at the center of Elizabethtown , Lancaster, York and Hershey park.
3 bedrooms, travel crib, free WiFi, bed sheets

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

Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
Airville
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful place. Very clean and beds very comfortable and modern. Beautiful outdoor deck with hot tub and fire pit down by the stream. Great place to stay, would recommend!"
United States
Stacey F.
The price is ￥47,783
￥88,077 total
includes taxes & fees
Apr 13 - Apr 14
Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
Interior

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, (27 reviews)
"Great location "
United States
Christina C.
The price is ￥16,780
￥27,337 total
includes taxes & fees
Apr 29 - Apr 30
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Exterior

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)
"This is a great place to stay, plenty of room for a large family or group of friends! "
United States
MELINDA S.
The price is ￥28,306
￥67,934 total
includes taxes & fees
Apr 13 - Apr 14
Victorian Manor on Main w/ 6 beds-10 mins to Lanc!
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 Windsor Hotel Reviews

Lancaster Arts Hotel

Lancaster Arts Hotel

8/10 Good
"Parking in garage, tight spaces but glad to have covered parking, ambiance of entire place was welcoming, breakfast was "okay", staff was very nice. Nice location, enjoyed quality of dining at hotel affiliated restaurant as well."
Nancy 1-night trip
Posted 11 hours ago
Lancaster Arts Hotel

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
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Look no further and take a look at our great range of rental properties in Windsor!

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 Corn Cob Acres Field of Fun, or get out into nature at a spot like Rocky Ridge Park. Heritage Hill Golf Course and AvalancheXpress 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.