Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
House in Indiana
40 guests · 11 bedrooms · 7 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Beautiful, executive home with 3 levels, living room, conference/large dining room (seats 24) , small dining room (seats 6-8), theater/billiard room, huge indoor swimming pool and outdoor hot tub, 8 private sleeping rooms + 2 common sleeping areas (10 sleeping areas total) and 7 bathrooms. Beds/sofa beds to sleep 34 people. Extra portable bedding for a total of up 40 people for larger family reunions and certain group situations - submit inquiry for details. Exceptional for family reunions and retreats.
Note: Pool and pool room heating fee will be added for the months of November through March if you wish to use the pool for your group during those months. Both the pool and pool room are heated with natural gas. The fee depends on the expected outdoor temperatures and the number of nights reserved. Please submit an inquiry with your dates and number of adults and kids rather than an instant booking for an accurate quote for these months. We heat the pool to 84 degrees and the pool room to 80 degrees for your comfort during these months.
Features include:
Indoor Pool
Outdoor Hot Tub
Theater Area with 10' HDTV Projector screen
Billiard Room
Conference/Dining Room with huge conference table that seats 20
Table Shuffleboard
Foosball Table
High Speed Wireless Internet (free)
Living Room with Leather Seating & Gas Fireplace
Formal Dining Room (seats up to 6 to 8)
Catered Meals available for conference/retreat groups
4K TVs in most rooms with streaming tv/movies
We feature nearly 6 acres of park-like grounds for strolling, relaxing, and playing. On the property you will find:
Volleyball Court
Badminton Court
Fire Pit
Swing for Two under the Maple Tree
Lighted Patio Area with Seating for up to 18
Field large enough for the team sport of your choice.
Within 5 minutes you will find:
Award Winning 27 Hole Golf Course
Hiking Trails
High Bank Motor Speedway
Tennis Courts
Drive-In Movie Theater
3 Screen Cinema
Antique Shopping
Family Dining
Sports Bar
Museum
Walmart for groceries and incidentals
Please note: There are BLINK security cameras outdoors covering the EXTERIOR of the property and a security camera covering the indoor swimming pool (for insurance reasons). We electronically DISARM/DEACTIVATE all these cameras upon guest arrival and reactivate them once guests depart so for your privacy, these cameras are NOT CAPTURING/STORING IMAGES during your stay.
Note: Pool and pool room heating fee will be added for the months of November through March if you wish to use the pool for your group during those months. Both the pool and pool room are heated with natural gas. The fee depends on the expected outdoor temperatures and the number of nights reserved. Please submit an inquiry with your dates and number of adults and kids rather than an instant booking for an accurate quote for these months. We heat the pool to 84 degrees and the pool room to 80 degrees for your comfort during these months.
Features include:
Indoor Pool
Outdoor Hot Tub
Theater Area with 10' HDTV Projector screen
Billiard Room
Conference/Dining Room with huge conference table that seats 20
Table Shuffleboard
Foosball Table
High Speed Wireless Internet (free)
Living Room with Leather Seating & Gas Fireplace
Formal Dining Room (seats up to 6 to 8)
Catered Meals available for conference/retreat groups
4K TVs in most rooms with streaming tv/movies
We feature nearly 6 acres of park-like grounds for strolling, relaxing, and playing. On the property you will find:
Volleyball Court
Badminton Court
Fire Pit
Swing for Two under the Maple Tree
Lighted Patio Area with Seating for up to 18
Field large enough for the team sport of your choice.
Within 5 minutes you will find:
Award Winning 27 Hole Golf Course
Hiking Trails
High Bank Motor Speedway
Tennis Courts
Drive-In Movie Theater
3 Screen Cinema
Antique Shopping
Family Dining
Sports Bar
Museum
Walmart for groceries and incidentals
Please note: There are BLINK security cameras outdoors covering the EXTERIOR of the property and a security camera covering the indoor swimming pool (for insurance reasons). We electronically DISARM/DEACTIVATE all these cameras upon guest arrival and reactivate them once guests depart so for your privacy, these cameras are NOT CAPTURING/STORING IMAGES during your stay.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Garden
Family friendly
Map of Indiana
$$$$
Reviews
5.0
A group of 65 plus year old men, played golf and had our draft. House was prefect.
4.0
We enjoyed it.
4.0
great time together
5.0
The whole family enjoyed our stay in the Winchester house. The perfect spot for a family vacation, we spent most of our days on the volleyball/badminton court and in the pool. Enjoyed by all ages! Loved the large dining areas to allow everyone to eat together. Overall
One of our favorite vacations and we will definitely be back!
5.0
We had all of our kids, their spouses, and our grandkids at this property for three nights! The pool was a hit with the grandkids, we loved the outdoor spaces for volleyball and badminton, the outside picnic table was perfect for our meals. Great kitchen with everything we needed to prep meals. Plenty of bedrooms and bathrooms for our group of 25 people. Would definitely come back for another stay.
5.0
Our group consists of eight adults and seven kids ranging from 2mos to 10yo. The Winchester Guesthouse was a great fit for us. There are king bedrooms for all the adults and multiple rooms available for the kids to be close to parents or to have a cousin camp out in one of the other rooms. The house has numerous bathrooms to help get everyone ready in the morning. The grounds include badminton and volleyball counts and there is plenty of room for kickball or softball at the back of the lot. The owner Ted stays in an RV adjacent to the property and was readily available if we had questions or needed help with something. The pool and hot tub are well maintained and were a big hit with the family. Winchester, IN and the surrounding area has many tourist attractions and family activities. Do yourself a favor and check out this property when planning a large group outing.
5.0
My Group had a wonderful and memorable stay at the Winchester Guest house! Ted is an incredible host and was always quick to reply to any of my messages and checked in throughout the stay to make sure everything was going smoothly. The house is perfect for large Groups, The kitchen is fully stocked and there was plenty of towels/blankets etc. For the whole group. Pool and hot tub were awesome too! Plenty of stuff to do outside and great seating as well. Check in process was smooth and Check out process was perfectly reasonable given the size of the place.
5.0
the whole family had a great time, the accommodations were great for a large group. lots of seating for the whole group inside and outside.
5.0
The property was perfect for our birthday weekend of 16 adults. There was plenty of room for us, and the host, Ted, was spectacular with communicating. We loved the property as there was enough space for frisbee, croquet, even capture the flag if that’s more your speed. As the house itself you could play a killer game of hide and seek. The only negatives we could possibly give and it’s pressing to do such, the pool lights were not working but are scheduled to be fixed this fall as the pool has to be drained to do such, and the temp was a bit low for some, but those of us that run hot, the temp was perfect! There were some very minute issues with the house itself but we voiced them to Ted and they have most likely already been resolved. Overall 5 stars, would definitely book again
5.0
The host was great and the house was amazing. My group can't stop talking about how awesome the indoor pool and hot tub were!
5.0
The property is very large. Every thing you need is there. Our family was quite happy. The beds were very comfortable. The pull out couches could use some memory foam or newer mattresses. We would definitely stay here again!
5.0
The property was very nice and spacious and alot to keep you busy‼️
5.0
Our group had a wonderful time staying at the Winchester Guest House. The place was very clean and had so much space! The kids absolutely loved playing in the pool. Ted was fantastic to work with and we would absolutely recommend staying here if you are looking for a family and friends gathering!
5.0
Had a great time with our friends and their husbands and children. Indoor pool was a hit for a chilly new year’s weekend! Plenty of room for all of us . Ted was great to work with, answered questions promptly, helped us get a TV working and was very attentive! Will book again.
5.0
This home was what it advertised. Lots of room for our larrge extended family. Plenty of games and room to play them. The pool was wonderful. The host communicated clearly expectations and other information we needed.. would definitely recommend this property to anyone.
5.0
This was a wonderful house with plenty of space and room for people to gather. Adequate sleeping for the number of guests that were present. Plenty of bathrooms, extra towels and blankets. There were several big TV’s, but be aware that you have to use streaming services. Pool table, foosball table, shuffle board and darts on the lower level as well as a cupboard full of games makes sure you have plenty to do. The pool was amazing and big. The outside area was nice also with a hot tub, fire pit and a swing under the tree as well as a covered picnic area. Our group was very pleased.
5.0
Great time had by all. From 3 months old to 87 years old. Thankful for indoor pool since it rained one of our days. Plenty of games and very nice large tables to gather at for meals.
5.0
This property was amazing! It’s slept 40 of us comfortably, had everything we needed, and Ted was very easy to reach and communicate with!
5.0
The Winchester House was a great place for us to have our family reunion with 9 adults and 16 kids! The house was spacious, so we weren’t on top of each other. There was the pool which was great fun for the kids and the adults. The backyard is huge with some shade near the badminton and volleyball nets and equipment is provided and the very large, covered picnic table on the patio was great to have. We could almost fit all 25 of us at the dining room table with two little ones in booster seats off to the side, and the swing out front was a nice touch.
Ted was very responsive beforehand as we were planning our stay and when we needed more supplies while we were there. There were some routine repairs that we discovered, plus a few cleanliness issues and we made them known to him and since our stay, he has replaced the difficult sliding door off the kitchen to the patio. Also, it would be nice to have some places to dry bathing suits and pool towels with such a large group. We also made that suggestion to Ted for future guests. Overall, our stay was lovely!
5.0
26 of us were very comfortable in this spacious house. Plenty to do. The littles were worn out both nights and the adults were able to unwind and catch up. The theme of the weekend was stories of the relatives before us that had been passed down.
Ted was the most gracious host and made sure we had everything we needed.
Quiet country setting but anything you would ever need is within two miles. Huge yard was a plus and the pool was rarely unoccupied.
My wife said we would have to put on the list of return sites.
5.0
Was a little apprehensive when making the reservation that having 18 adults and 13 kids staying in a single house would cramp us for room for our family reunion, however, I was pleasantly surprised. The bedrooms worked out great for the families, although there were a couple noisy beds in some of the rooms. The kitchen was small but was adequately stocked with pans and utensils. Having two refrigerators available made it easy to store supplies for our large group. We had no problems preparing and eating all meals at the house for the week. The large dining room table and huge outdoor picnic table made it easy to seat everybody. When adults wanted to chat and hangout, we used the living room with the bay window or the dining room next to it or some of the outdoor seating. The firepit in the backyard was a bonus that we used several times. The indoor swimming pool kept the kids busy, day or night, when they weren’t playing games at the volleyball or badminton nets or in the field. There was plenty of room to get a game of soccer, football, or ultimate frisbee in the large grassy area next to the nets. When the kids tired of swimming or playing games outside, the games in the basement got used regularly. The hot tub was a good way to end the day.
Never left the house during our stay except to get supplies at the Wal-Mart about a mile away.
The host was great to work with and promptly addressed any concerns.
5.0
There isn't much to do in the small town of Winchester but we didn't need to go looking! There's plenty to do at this home from the team sitting in the hot tub discussing the state of the world to the old folks in the living room discussing the state of the world and the kids splashing in the pool we had a wonderful day
4.0
Plenty of room for our family reunion! We had dinner almost every night, and used the dining room so we could talk together. But the kitchen is a little small. Helpful to have a coffee maker and Keurig. Wish that the trash compactor worked.
It was kind of nice that the house had spaces away from each other. Ha! We used the small dining room and the living room with the bay window... When the adults wanted to chill and chat. (Every morning a little cardinal came to say hello !) The kids from age 5 to 16, absolutely love the inside pool! And it was perfect because we had about 2 days of raining.
It would be nice to take a look and replace mattresses, or add foam mattress pads to each.
Also, it was very helpful to have the Walmart right across the field! And if you're looking for a little diner... Mrs. Wick's was delicious!
5.0
We book a Vacation for our family which consists of 30 adults and 4 kids under 10 every year. It is hard to find a property that can hold us all. This place did that and more! The indoor pool was a big hit with the kids and adults. The outdoor space was great! Loved the massive covered picnic table! And if you need anything, Walmart is a quick drive. Ted was a great host, very responsive to all our questions.
5.0
The Winchester Guest House was a great choice for a large family reunion. The grounds are beautiful. The guest house is very nice. The indoor pool is outstanding. The host is one of the best I've encountered.
5.0
Everything was clean and as advertised. We will be back!
5.0
This was the absolute best house we've rented yet. Ted was a phenomenal host and would like to thank him for the hospitality. We would love to come back and stay again!
5.0
Had a great time here with friends. Pool is excellent. Lots of room, easy to make meals. Plenty of space for everyone. we had adults for this stay but this would be a great spot for kids too. Much thanks to our host!
5.0
This is our second time at this place. Great place for large groups.
5.0
The house was very spacious and perfect for our group. Would definitely recommend
5.0
An absolutely amazing property that was perfect for our large family gathering. The pool was huge and the highlight for us (especially the kids) and made us never want to leave the house. I don’t think we’ve ever had a family get together where the house was more perfect. The dining table is huge and can hold close to 20 people. It’s little things like that really enhance a large groups experience. Usually when we eat at different rentals there are people at an island, people at the table, people in the living room sitting on the couch etc. Here we all sat at the table together. Even though a rental may be advertised as a 15-20 person house, some part of the house is really only good for 6-8 people. This house is truly good for 20-30 people in every possible way. The host is very accommodating and helpful. An overall great experience.
4.0
Had a great Christmas together with family. Plenty of space for all of us. Can openers in kitchen didn't work the greatest and the grill was extremely dirty, but we were able to work with what we had. Appreciated the extra heaters in rooms when dealing with the negative temps outside. Overall a great place, especially with a large group.
4.0
The house is amazing! We had everyone at one table for our thanksgiving dinner. The cardinals visit everyday was awesome! Kids enjoyed having the pool and outdoor activities! Thanks
5.0
WELL KEPT PROPERLY WITH LOTS OF THINGS TO DO FOR ALL AGES. INDOOR POOL, HOT TUB, PLAY AREA IN THE BASEMENT.QUIET AREA NEAR CONVENIENCES; WALMART, GAS STATIONS, ETC . LARGE GROUP BUT STILL HAD PLENTY OF PRIVACY IF NEEDED
5.0
We enjoyed our friends trip and this location was a huge part! It’s perfect for a large group and if we ever brought the kids back it would work for that too. Pretty cool that it was once a Bed and Breakfast. The communication with the owners was fantastic and the accommodations met all our needs. Thank you!
5.0
I highly recommend this VRBO. Especially if you have a larger group. The house is great. The property is massive and the owners are very responsive and helpful. I’d book it again.
5.0
This place was the perfect spot for our staff team retreat. There was more than enough room to accommodate several families, some with small children. We enjoyed the big yard, pool, hot tub, and giant table that accommodated our entire group. Ted was also great at responding quickly and going above and beyond to help fix the thermostat quickly. Thanks, Ted!
5.0
This home is a remarkable 7-bedroom 7400 sq. ft. masterpiece. The indoor pool is excellent. Attention to detail in each room is marvelous. Very comfortable. Beautiful setting. A wonderful facility for a family gathering. Owners have thought of everything!
5.0
Outstanding
Amazing people to work with and communication was very easy. Enjoyed our stay very much from indoor pool to game activities and sitting around the camp fire. Family members came and went according to schedules which made our stay pleasant. The property was nice and clean making it warm and cozy. Thank you Ted and Debbie !
5.0
Perfect place for our family reunion
The house was great. So much space, a huge table, and the kids really enjoyed the pool! We just enjoy being together so we didn’t need a lot of activities outside of the house, though we did go for ice cream and some went golfing. We would definitely recommend this property to anyone.
FAQs
How much does this house cost compared to others in Indiana?
The average price for a rental in Indiana is $212 per night. This rental is $1,495 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!. Enjoy the water!
Is Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!?
We found 13 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.
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