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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Windsor vacation rentals

Property grounds

15 Minutes To Sight & Sound Near Downtown Lancaster w/ Firepit

15 Minutes To Sight & Sound Near Downtown Lancaster w/ Firepit
Lancaster
9.2 out of 10, Wonderful, (18 reviews)
"Lovely, clean, and comfortable accommodations!Perfect location, would definitely stay here again!"
United States
Diane C.
The price is ￥8,063
￥21,319 total
includes taxes & fees
Jul 5 - Jul 6
15 Minutes To Sight & Sound Near Downtown Lancaster w/ Firepit
Property grounds

Lancaster Carriage House w/ Fireplace & Jacuzzi

Lancaster Carriage House w/ Fireplace & Jacuzzi
Lancaster
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Cute property!"
United States
Becky R.
The price is ￥12,095
￥27,586 total
includes taxes & fees
Jul 6 - Jul 7
Lancaster Carriage House w/ Fireplace & Jacuzzi
Smart TV, fireplace, books

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

1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
Lancaster
10.0 out of 10, Exceptional, (58 reviews)
"Wonderful stay in Lancaster. Very comfortable accommodations and fantastic host."
United States
Jeremy L.
1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
Family House | Living area | 50-inch Smart TV with digital channels, Netflix, DVD player

Cozy Cape Cod Bungalow

Cozy Cape Cod Bungalow
3.5 star property
York
10.0 out of 10, Exceptional, (4 reviews)
"Cozy cottage vibe. Well stocked kitchen. "
United States
erica h
The price is ￥13,570
￥50,702 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Cape Cod Bungalow
Smart TV, books

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (135 reviews)
"Spotlessly clean. Nice kitchen!"
United States
Julie B.
The price is ￥21,625
￥44,688 total
includes taxes & fees
Jul 14 - Jul 15
Restful and Quaint Cottage
Exterior

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, (40 reviews)
"My family had a wonderful stay at this Pennsylvania home! The house was extremely clean, beautifully decorated, and very comfortable. It had everything we needed during our stay, and you can tell the owners put a lot of thought into making guests feel welcome. We truly enjoyed our time there and would definitely stay again. Highly recommend!"
United States
Jodi
The price is ￥20,028
￥53,973 total
includes taxes & fees
Jul 27 - Jul 28
Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
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, (36 reviews)
"Great location "
United States
Christina C.
The price is ￥13,546
￥23,825 total
includes taxes & fees
Jul 6 - Jul 7
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
TV, fireplace, DVD player, stereo

Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk

Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk
York
7.0 out of 10, Good, (8 reviews)
"Worked out great, thanks for being available on short notice"
United States
Jeremy M.
The price is ￥13,707
￥36,372 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk
Interior

Quaint -2-bedroom house in Lancaster with cool AC breeze

Quaint -2-bedroom house in Lancaster with cool AC breeze
Prospect Heights
8.6 out of 10, Excellent, (4 reviews)
"Very clean….convenient location "
United States
Paris
The price is ￥24,818
￥31,136 total
includes taxes & fees
Jul 14 - Jul 15
Quaint -2-bedroom house in Lancaster with cool AC breeze
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
West Lancaster
9.4 out of 10, Exceptional, (40 reviews)
"Clean and well maintained - quiet neighborhood, priced right."
United States
Ashley R.
The price is ￥26,124
￥56,420 total
includes taxes & fees
Jul 5 - Jul 6
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
Interior

Comfy renovated townhome - heart of Downtown Lancaster

Comfy renovated townhome - heart of Downtown Lancaster
Chestnut Hill
9.8 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay, plenty to do in the neighborhood and walkable to downtown."
United States
Ted S.
The price is ￥21,416
￥55,931 total
includes taxes & fees
Jul 7 - Jul 8
Comfy renovated townhome - heart of Downtown Lancaster
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, (39 reviews)
"Great location"
United States
Bruce S.
The price is ￥28,221
￥52,524 total
includes taxes & fees
Jul 14 - Jul 15
Authentic working horse farm stay! Quiet, rural, and close to nature!
TV

The Garden House

The Garden House
Chestnut Hill
9.8 out of 10, Exceptional, (14 reviews)
"We look forward to staying at the Garden House again when we return to Lancaster. The house was perfect! As an artist appreciated the artwork both inside and out! The house is in perfect walking distance to great restaurants, shops, museums and an amazing dog park! "
United States
Angie B.
The price is ￥26,995
￥59,520 total
includes taxes & fees
Jul 22 - Jul 23
The Garden House
Interior

The Pop Loft | Downtown Lancaster

The Pop Loft | Downtown Lancaster
West End
The price is ￥21,649
￥43,650 total
includes taxes & fees
Jul 19 - Jul 20
The Pop Loft | Downtown Lancaster
Outdoor dining

Enola Trail Getaway *bikes*rural

Enola Trail Getaway *bikes*rural
Pequea
10.0 out of 10, Exceptional, (6 reviews)
"I had a great time and the place was very beautiful and peaceful "
United States
Brittany R.
The price is ￥39,114
￥89,985 total
includes taxes & fees
Jul 20 - Jul 21
Enola Trail Getaway *bikes*rural
Property grounds

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

Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
Delta
The price is ￥22,351
￥58,497 total
includes taxes & fees
Jul 7 - Jul 8
Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
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, (39 reviews)
"A group of coaches loved our stay here!! It was a beautiful home, clean, cozy, spacious, great location."
United States
Alexandra M.
The price is ￥25,427
￥70,601 total
includes taxes & fees
Jul 8 - Jul 9
Victorian Manor on Main w/ 6 beds-10 mins to Lanc!
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, (56 reviews)
"The amenities, the clear communication, and the accommodations are always superb! We love spending time here!"
United States
Laura H.
The price is ￥29,989
￥69,350 total
includes taxes & fees
Jul 27 - Jul 28
Four Bed Family Stay. Near Sight and Sound. Hot Tub. Full Kitchen.
Terrace/patio

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

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.6 out of 10, Exceptional, (7 reviews)
"We had a very quiet and peaceful stay. Would most definitely stay again!"
United States
Nathan D.
The price is ￥33,865
￥82,962 total
includes taxes & fees
Jul 7 - Jul 8
The River Shack *kayaks*hottub*fishing*quiet*family
1 bedroom, travel crib, WiFi, bed sheets

The Church Street Suite - Downtown, Cozy, Parking

The Church Street Suite - Downtown, Cozy, Parking
Churchtowne
8.0 out of 10, Very Good, (8 reviews)
"Great place for a single or couple. Cozy but well appointed. Close to Convention Center."
United States
Pam W.
The price is ￥14,683
￥31,867 total
includes taxes & fees
Jul 6 - Jul 7
The Church Street Suite - Downtown, Cozy, Parking
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

Eden Resort and Suites, BW Premier Collection

Eden Resort and Suites, BW Premier Collection

10/10 Excellent
"Wonderful stay second time visiting in the summer . The property is very clean and housekeeping does a wonderful job with the clean rooms which is makes for a relaxing vacation . Everyone is so friendly . The resort is an amazing especially for families . The amenities are wonderful to keep them busy . It really feels like a vacation away from home . The food is mediocre but so convenient but so reasonable . But i recommend venturing out to nearby restaurants as well . There’s also a diner coffee and co literally 2min away . Lancaster is so beautiful it’s worth venturing out . Thank Eden for a great stay keep up the good work ."
Giovanni 2-night trip
Posted 1 hour ago
Eden Resort and Suites, BW Premier Collection

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:

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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?

River Rock Room at Muse House: Secluded Luxury in horse country. : This vacation home rental near Windsor 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 Windsor?

Explore the area and family-friendly sights such as Shank's Mare, or get out into nature at a spot like Lakewood lake. 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.