Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Winchester vacation rentals

Room, 1 King Bed, Non Smoking | Premium bedding, down comforters, desk, laptop workspace

Leavenworth Local Hotel

Leavenworth Local Hotel
2.5 star property
Leavenworth
8.8 out of 10, Excellent, (378 reviews)
"Very unique and relaxing place "
United States
Andrew
The price is ￥17,197
￥20,207 total
includes taxes & fees
Apr 12 - Apr 13
Leavenworth Local Hotel
Building design

Condotels

Condotels
3.0 star property
Lansing
9.0 out of 10, Wonderful, (189 reviews)
"Nice place staff was great and nice location "
United States
Steven
The price is ￥19,116
￥22,251 total
includes taxes & fees
Mar 15 - Mar 16
Condotels
Interior

Charming 2-bedroom house in Atchison on quiet brick and tree lined street.

Charming 2-bedroom house in Atchison on quiet brick and tree lined street.
Atchison
10.0 out of 10, Exceptional, (16 reviews)
"The house was clean, beds were comfortable, host was easy to get ahold of, and well-located for a visit to Benedictine College."
United States
Daniel C.
The price is ￥23,656
￥35,366 total
includes taxes & fees
Mar 16 - Mar 17
Charming 2-bedroom house in Atchison on quiet brick and tree lined street.
TV

Wild Feline Retreat

Wild Feline Retreat
Weston
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful place in a perfect location!"
United States
Alison E.
The price is ￥61,155
￥73,762 total
includes taxes & fees
Mar 16 - Mar 17
Wild Feline Retreat
Fridge, microwave, oven, stovetop

Cottage On Main- In The Heart Of Weston

Cottage On Main- In The Heart Of Weston
Weston
8.8 out of 10, Excellent, (116 reviews)
"Location was perfect, the checking was very easy, adequate parking available and the house was very nice. Had a great time."
United States
Bill G.
The price is ￥39,029
￥47,668 total
includes taxes & fees
Mar 19 - Mar 20
Cottage On Main- In The Heart Of Weston
Fridge, microwave, oven, stovetop

Secluded Cabin near Lake Perry

Secluded Cabin near Lake Perry
Oskaloosa
9.2 out of 10, Wonderful, (5 reviews)
"Very clean! Very comfortable. Host answered all questions quickly. Great place to stay. "
United States
Rodney A.
The price is ￥19,913
￥45,302 total
includes taxes & fees
Apr 12 - Apr 13
Secluded Cabin near Lake Perry
Interior

Newly Remodeled Classic Old Leavenworth Home in the heart of town

Newly Remodeled Classic Old Leavenworth Home in the heart of town
Leavenworth
9.4 out of 10, Exceptional, (28 reviews)
"My sister and I stayed 6 days. Check in was easy, and the house was clean and comfortable. The neighborhood felt safe and friendly. We would definitely stay there again."
United States
Valerie V.
The price is ￥34,250
￥56,620 total
includes taxes & fees
Mar 16 - Mar 17
Newly Remodeled Classic Old Leavenworth Home in the heart of town
Outdoor dining

Charming 1-bedroom apartment in downtown historic Weston

Charming 1-bedroom apartment in downtown historic Weston
Weston
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful, quite little basement appt that was clean and all the shops and wineries are in walking distance."
United States
Jeremy
The price is ￥26,523
￥34,466 total
includes taxes & fees
Mar 15 - Mar 16
Charming 1-bedroom apartment in downtown historic Weston
Fridge, microwave, oven, stovetop

Terrific Townhome w/fenced in yard and patio

Terrific Townhome w/fenced in yard and patio
Lawrence
9.8 out of 10, Exceptional, (39 reviews)
"Great, the location was perfect and it was a quiet safe area. "
United States
Adrianne F.
The price is ￥21,506
￥46,585 total
includes taxes & fees
Mar 18 - Mar 19
Terrific Townhome w/fenced in yard and patio
Stovetop

Wild Equine Loft Apartment

Wild Equine Loft Apartment
Weston
10.0 out of 10, Exceptional, (30 reviews)
"The place was absolutely beautiful. It was in walking distance to everything really had a great time we definitely will be back."
United States
Dorothy S.
The price is ￥61,155
￥73,762 total
includes taxes & fees
Mar 16 - Mar 17
Wild Equine Loft Apartment
Property grounds

Spacious 7-bedroom house with WiFi and game room in charming Meriden.

Spacious 7-bedroom house with WiFi and game room in charming Meriden.
Meriden
10.0 out of 10, Exceptional, (7 reviews)
"We loved it!"
United States
Jeri B.
The price is ￥79,650
￥132,139 total
includes taxes & fees
Mar 15 - Mar 16
Spacious 7-bedroom house with WiFi and game room in charming Meriden.
Fridge, microwave, oven, stovetop

Cozy Cabin Rental on Sacred Land Ideal for Glamping in Kansas

Cozy Cabin Rental on Sacred Land Ideal for Glamping in Kansas
Tonganoxie
10.0 out of 10, Exceptional, (1 review)
"This place was absolutely perfect! So many thoughtful touches to make this a memorable stay!"
United States
Cristi K.
The price is ￥26,796
￥32,394 total
includes taxes & fees
Mar 23 - Mar 24
Cozy Cabin Rental on Sacred Land Ideal for Glamping in Kansas
Living area

NEW Charming 2 bedroom, with cozy, quiet backyard, close to campus and LMH,

NEW Charming 2 bedroom, with cozy, quiet backyard, close to campus and LMH,
Lawrence
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and new decorations, linens, bedding, kitchen items. Very attentive to needs too! :) "
United States
Jill C.
NEW Charming 2 bedroom, with cozy, quiet backyard, close to campus and LMH,
Smart TV

Farmhouse on the Prairie - You can see for miles!

Farmhouse on the Prairie - You can see for miles!
valley falls
10.0 out of 10, Exceptional, (17 reviews)
"This stay was super amazing. It was very cute, clean, quiet, no real close neighbors. The perfect little getaway for our anniversary, that we definitely needed... "
United States
Courtney S.
The price is ￥14,887
￥33,525 total
includes taxes & fees
Mar 16 - Mar 17
Farmhouse on the Prairie - You can see for miles!
Interior

Family & Pet-Friendly 3BR Home w/Fenced Yard - Near Kansas City

Family & Pet-Friendly 3BR Home w/Fenced Yard - Near Kansas City
Tonganoxie
10.0 out of 10, Exceptional, (1 review)
"Becky was a fantastic host and her place was perfect for our stay! The location is great—close to Kansas City but in a quiet, peaceful neighborhood. We especially appreciated the pet-friendly setup and the fully fenced backyard, which was perfect for our dog. The home was clean, comfortable, and exactly what we needed. We would absolutely stay here again and highly recommend it!"
United States
Elizabeth S.
The price is ￥42,294
￥81,671 total
includes taxes & fees
Apr 10 - Apr 11
Family & Pet-Friendly 3BR Home w/Fenced Yard - Near Kansas City
Outdoor dining

1 night or more. A Charming 3-bedroom-Spacious, Quiet, Comfortable Home

1 night or more. A Charming 3-bedroom-Spacious, Quiet, Comfortable Home
Lawrence
10.0 out of 10, Exceptional, (7 reviews)
"Host was timely and responsive. Also accommodating for the group I had, blew up air mattresses, let me know about left items, etc. Would for sure stay here again! "
United States
Emily Z.
The price is ￥47,790
￥89,375 total
includes taxes & fees
Apr 1 - Apr 2
1 night or more. A Charming 3-bedroom-Spacious, Quiet, Comfortable Home
Smart TV, fireplace, stereo

Country Living on 32 Acre Farm

Country Living on 32 Acre Farm
Leavenworth
10.0 out of 10, Exceptional, (3 reviews)
"My granddaughter loved the farm animals. Great camping stay. "
United States
DeAnn B.
The price is ￥14,018
￥22,238 total
includes taxes & fees
Apr 1 - Apr 2
Country Living on 32 Acre Farm
Private kitchen

Cozy 3-bedroom home, family friendly

Cozy 3-bedroom home, family friendly
Lansing
The price is ￥10,753
￥31,634 total
includes taxes & fees
Mar 25 - Mar 26
Cozy 3-bedroom home, family friendly
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 Winchester Hotel Reviews

Comfort Inn & Suites Lawrence - University Area

Comfort Inn & Suites Lawrence - University Area

10/10 Excellent
"Nice hotel for the price "
Veronica 1-night trip
Posted 4 hours ago
Comfort Inn & Suites Lawrence - University Area

Find out more about Winchester

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Frequently asked questions

Can I find a vacation rental in Winchester?

Yes, we have vacation rentals close to the most popular attractions in Winchester, 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 Winchester has to offer?

Cottage On Main- In The Heart Of Weston: Visitors like this Winchester vacation home rental. It is located near skiing and has a garden, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Winchester?

While exploring the area, visit family-friendly sights like Nell Hill's, or get outside and enjoy nature at Perry Lake. In the larger area, you’ll find Perry Lake Recreation Area and Ozawkie Township Hall.

What’s a vacation rental in Winchester like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Winchester. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family getaway.