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Compare 37 Vacation Homes in Winchester with updated reviews, rates, and availability.

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Interior of Gym- Basketball, Volleyball, Pickleball, Dodgeball

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

10.0 out of 10, Exceptional, (176)
"This property was all we were hoping it would be. This Fall gave us dry, sunny weather all except the days we were here!! BUT that didn't matter because of the many activities offered here. We had an all family pickle ball tournament, a paper airplane contest, the boys played basketball. There was plenty of room for games, pool, puzzles and more. The kids used the pool (too cold for adults), but everyone used the hot tub! When it was nice out the kids hiked and played in the leaves. The...
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
5 min walk to BSU Campus - Quiet Neighborhood
Room

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (53)
"A group of us were in town for Ball State Hoco. The house location was conveniently located near campus and tailgating. Plenty of room for us all. House was clean and comfy. It did have a musty odor to it when first entering. That would be the only draw back. "
5 min walk to BSU Campus - Quiet Neighborhood
Cardinal Cottage - 2 bedroom cozy home
Exterior

Cardinal Cottage - 2 bedroom cozy home

9.2 out of 10, Wonderful, (7)
"My wife and I enjoyed staying at this house. It was just what we needed for the night! It was clean, cozy and comfortable. We’d stay here again."
The price is SAR 376
SAR 673 total
includes taxes & fees
30 Nov - 1 Dec
Cardinal Cottage - 2 bedroom cozy home
Beautiful 2 bedroom house -Close to IU Health Hospital & Ball State University
Living room with 65" tv

Beautiful 2 bedroom house -Close to IU Health Hospital & Ball State University

10.0 out of 10, Exceptional, (14)
"We traveled to Muncie for a family wedding and were so happy to have found Kyle and Shannah’s place. It was clean, in a quiet neighborhood, and close to Ball State. The hosts were quick and easy to communicate with! We would happily stay there again."
Beautiful 2 bedroom house -Close to IU Health Hospital & Ball State University
Pet-Friendly Greenville Home w/ Private Yard
Greenville Vacation Rental | 3BR | 1BA | Stairs Required | 1,058 Sq Ft

Pet-Friendly Greenville Home w/ Private Yard

10.0 out of 10, Exceptional, (18)
"We stayed here for 3 night with our two dogs. The house was very well decorated. The kitchen was well stocked with pots, pans, cooking utensils, they even supplied k-cup for your morning coffee. Looking forward to staying here again for longer."
Pet-Friendly Greenville Home w/ Private Yard
Boho Bungalow off Main-one block from Lovely Park
Room

Boho Bungalow off Main-one block from Lovely Park

9.4 out of 10, Exceptional, (6)
"My husband, son, and I stayed here the weekend of our daughter’s graduation from Miami University. It was so cute and easy to access. The communication was awesome and check in/check out process was simple. Would definitely recommend."
Boho Bungalow off Main-one block from Lovely Park
Exquisite Hagerstown Home with Deck & Gazebo!
Hagerstown Vacation Rental | 3BR | 3.5BA | 1 Step to Enter | 1,800 Sq Ft

Exquisite Hagerstown Home with Deck & Gazebo!

10.0 out of 10, Exceptional, (4)
"This property was fantastic and had all the amenities we were looking for in a long weekend away. "
Exquisite Hagerstown Home with Deck & Gazebo!
Charming Home! Prime Location! Dog-Friendly!
Exterior

Charming Home! Prime Location! Dog-Friendly!

9.6 out of 10, Exceptional, (5)
"We thoroughly enjoyed our stay. Mara was very communicative and the house was very cozy and charming. It was a delight to walk around the neighborhood and see all the beautiful historic homes. Our group of 5 adults had a great stay and we were able to bring our dog, which was great!"
The price is SAR 657
SAR 1,325 total
includes taxes & fees
2 Dec - 3 Dec
Charming Home! Prime Location! Dog-Friendly!
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
Exterior

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

2.0 star property
2.0 out of 10, (1)
"Didn’t get in the house"
The price is SAR 672
SAR 751 total
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
Westcott Mansion with Pickleball Court & Huge Gazebo
Room

Westcott Mansion with Pickleball Court & Huge Gazebo

10.0 out of 10, Exceptional, (25)
"This rental met all my expectations. We were a group of 14 ladies and the space was more than enough. Great kitchen supplies, very comfortable outside and parking. The communication was timely and informative. Thanks Richmond for a great weekend."
The price is SAR 620
SAR 1,245 total
includes taxes & fees
5 Dec - 6 Dec
Westcott Mansion with Pickleball Court & Huge Gazebo
La Dolce Vita
Room

La Dolce Vita

2.0 out of 10, (2)
"The pictures uploaded are either very old, or doctored. Bed sheets had stains on them with black light. Cameras installed throughout the inside of the home. No running water when we arrived. We checked into a motel, and then owner tried to charge me $2000.00 for "water damage", when there was no running water and we never stayed."
The price is SAR 676
SAR 951 total
includes taxes & fees
28 Nov - 29 Nov
La Dolce Vita
3 br country home close to town with hot tub
one car garage

3 br country home close to town with hot tub

9.4 out of 10, Exceptional, (22)
"Perfect place for our needs. Spacious house, only 15 minutes from our destination, Muncie. The ONLY knock on the place is that it is a little dated especially the bathrooms which need to be updated."
3 br country home close to town with hot tub
Recently remodeled Colonial-style home with room for the whole family!
Exterior

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (28)
"Lovely quiet home with pleasant outdoor area "
Recently remodeled Colonial-style home with room for the whole family!
Elegant House 2 min from BSU/Hospital/Downtown
Living area

Elegant House 2 min from BSU/Hospital/Downtown

9.4 out of 10, Exceptional, (3)
"Property worked great for visiting family in Yorktown. House was very clean and very welcoming for guests. Traffic on the main drag was a bit heavy at times and also at above average rate of speeds making it somewhat worrisome when having to get to our vehicles with smaller children in our group. Certainly fit our needs and have no complaints. Thanks Roman."
The price is SAR 519
SAR 1,566 total
includes taxes & fees
2 Dec - 3 Dec
Elegant House 2 min from BSU/Hospital/Downtown
!Country Home Get Away! !Private Backyard!
King Bedroom - Very Large! Room for a blow up mattress (provided) on the floor.

!Country Home Get Away! !Private Backyard!

10.0 out of 10, Exceptional, (12)
"Great time "
!Country Home Get Away! !Private Backyard!
2 Bedroom Retreat near Earlham College in Richmond IN
Property grounds

2 Bedroom Retreat near Earlham College in Richmond IN

10.0 out of 10, Exceptional, (25)
"We loved the home along with all of the amenities. If your contemplating on which house to stay in choose this one! Cindy provided so many extras! From blankets, towels, kitchen dishes to seasonings & even the basic “staples” in the refrigerator along w snacks. Very beautiful home with character . Thankyou opening your home up to us . We will return! "
2 Bedroom Retreat near Earlham College in Richmond IN
Cozy 2-bedroom bungalow with WiFi and AC in delightful Muncie
Living area

Cozy 2-bedroom bungalow with WiFi and AC in delightful Muncie

7.0 out of 10, Good, (4)
"Wasn't sure about the neighborhood at first but we had zero issues. House is a bit dated and the front bedroom smelled of smoke. When we arrived there were no towels or washcloths and the bathroom sink was very slow to drain. Messaged the property owner and everything was taken care of within an hour!! EXCELLENT customer service! Overall not a bad experience and it was very convenient to my activity."
Cozy 2-bedroom bungalow with WiFi and AC in delightful Muncie
Quaint Economy Retreat w/ Patio & Spacious Yard!
Economy Vacation Rental | 3BR | 2BA | 1,418 Sq Ft | 3 Steps to Enter

Quaint Economy Retreat w/ Patio & Spacious Yard!

9.4 out of 10, Exceptional, (6)
"This property is maintained very well and is clean. Three people stayed and there was more than enough room. The owners were very responsive and accommodating. We would recommend this property and owner. "
Quaint Economy Retreat w/ Patio & Spacious Yard!
3 Bedroom House in Fort Recovery
Complete kitchen with refrigerator, microwave, oven, and dishwasher

3 Bedroom House in Fort Recovery

10.0 out of 10, Exceptional, (18)
"Nice house, clean, nice rear deck, quiet neighborhood, great rental."
3 Bedroom House in Fort Recovery
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
Richmond Vacation Rental | 2BR | 1.5BA | 2 Steps Required | 960 Sq Ft

Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!

10.0 out of 10, Exceptional, (3)
"The house was clean, quiet, well stocked and convenient to Earlham College, with a pair of pretty horses next door. A 15-minute drive to downtown Richmond on a pretty lot, out in the country."
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
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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Other property types in Winchester

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Interior of Gym- Basketball, Volleyball, Pickleball, Dodgeball

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

10.0 out of 10, Exceptional, (176)
"This property was all we were hoping it would be. This Fall gave us dry, sunny weather all except the days we were here!! BUT that didn't matter because of the many activities offered here. We had an all family pickle ball tournament, a paper airplane contest, the boys played basketball. There was plenty of room for games, pool, puzzles and more. The kids used the pool (too cold for adults), but everyone used the hot tub! When it was nice out the kids hiked and played in the leaves. The...
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Updated condo in the heart of Historic District with patio, streaming, fast WiFi

Updated condo in the heart of Historic District with patio, streaming, fast WiFi

10.0 out of 10, Exceptional, (9)
"Loved everything from the location to the decor! Perfect ladies spa/refresh weekend!"
The price is SAR 394
SAR 1,191 total
includes taxes & fees
2 Dec - 3 Dec
Updated condo in the heart of Historic District with patio, streaming, fast WiFi
5 min walk to BSU Campus - Quiet Neighborhood
Room

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (53)
"A group of us were in town for Ball State Hoco. The house location was conveniently located near campus and tailgating. Plenty of room for us all. House was clean and comfy. It did have a musty odor to it when first entering. That would be the only draw back. "
5 min walk to BSU Campus - Quiet Neighborhood
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.