Entire home
5BR Winona Lake Home | Walk to Village & Grace | Sleeps 14 & Dog Friendly
Photo gallery for 5BR Winona Lake Home | Walk to Village & Grace | Sleeps 14 & Dog Friendly





Reviews
10 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 14264.8 sq m
Popular amenities
Explore the area

Winona Lake, IN
- Place, Grace College2 min walk
- Place, Billy Sunday Home Museum2 min walk
- Place, Winona Lake3 min walk
- Airport, Goshen, IN (GSH-Goshen Municipal)31 min drive
Rooms & beds
5 bedrooms (sleeps 14)
04 - Paris Ensuite (Upper Level)
1 King Bed
05 - Bed 2 - Sydney (Main Level)
1 King Bed
06 - Bed 3: Santorini (Main Level)
1 Queen Bed
07 - Bed 4: Capri (Upper Level)
1 Queen Bed
08 - Bed 5: Machu Picchu Bunk Room (Upper Level)
1 Single Bed and 2 Double Beds
3 bathrooms
04b - Paris Ensuite Bath (Upper Level)
Bidet · Toilet · Shower only
06b - Main Level Bath
Bathtub · Toilet
08b - Upper Level Bath (Double Vanity)
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden
About this property
5BR Winona Lake Home | Walk to Village & Grace | Sleeps 14 & Dog Friendly
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
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House Rules
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Winona Lake
Winona Lake is home to this holiday home. The area's natural beauty can be seen at Oppenheim Woods and Winona Lake Limitless Park, while Billy Sunday Home Museum and Wagon Wheel Theatre are cultural highlights. Discover the area's water adventures with kayaking and water tubing nearby, or enjoy the great outdoors with hiking/biking trails and mountain biking.

Winona Lake, IN
What's nearby
- Grace College - 2 min walk - 0.2 km
- Billy Sunday Home Museum - 2 min walk - 0.2 km
- Winona Lake - 3 min walk - 0.3 km
- Winona Lake Trails Park - 5 min walk - 0.4 km
- Wagon Wheel Theatre - 2 min drive - 2.1 km
Getting around
Restaurants
- McDonald's - 5 min drive
- Burger King - 3 min drive
- Dunkin' - 3 min drive
- Subway - 4 min drive
- Taco Bell - 3 min drive
Frequently asked questions
About the host
Your host
Hi! We are Courtney and John, the owners of Wanderer's Rest. We are passionate about creating the perfect backdrop for family memories. We love Winona Lake—from the morning coffee on the trails to the evening festivals in the Village—and we want you to experience the best of it.
We designed Wanderer's Rest to solve the biggest problems of large group travel. For this 5-bedroom listing, we wanted to build a space where 14 people could stay comfortably (real beds!), cook easily in a chef-ready kitchen, and relax completely in a home that feels both historic and functional.
To ensure you have a flawless 5-star experience, we partner with our fantastic co-host, Chloe. Chloe manages our guest communications and is your go-to contact for local recommendations or questions during your stay. While you will likely hear from her first, please know we are all working together to make your visit perfect!
We designed Wanderer's Rest to solve the biggest problems of large group travel. For this 5-bedroom listing, we wanted to build a space where 14 people could stay comfortably (real beds!), cook easily in a chef-ready kitchen, and relax completely in a home that feels both historic and functional.
To ensure you have a flawless 5-star experience, we partner with our fantastic co-host, Chloe. Chloe manages our guest communications and is your go-to contact for local recommendations or questions during your stay. While you will likely hear from her first, please know we are all working together to make your visit perfect!
Why they chose this property
Wanderer's Rest offers a rare combination of history, modern comfort, and pure play. It is not often you find a 1910 home with preserved original woodwork that also features a custom indoor climbing wall and monkey bars for the kids! We designed this space specifically to solve the common pain points of large group travel.
THE GATHERING HUB: We provided a massive dining table so all 14 guests can share a meal together—something a hotel block simply cannot offer. The chef-ready kitchen is stocked for big breakfasts and holiday dinners, ensuring the "work" of travel is easy.
SPACE FOR EVERYONE: With 5 distinct bedrooms and 3 full bathrooms, we offer the perfect balance of togetherness and privacy. Whether you are an introvert looking for a quiet nook in the Paris Suite or part of the "fun crowd" in the Machu Picchu room, there is a zone for you.
WALKABLE VILLAGE LIVING: Our location is our greatest amenity. You can park up to 4 cars in our private lot and never touch your keys again. You are a 5-minute stroll from Grace College graduation, Village festivals, artisan dining, and the beach.
UNMATCHED OUTDOOR SPACE: Between the multiple covered porches, the private fenced yard with a playset, and the seasonal garden, you have a private oasis in the center of Winona Lake. We built the place we wanted to stay in—full of character, designed for families, and steps from the best trails in Indiana.
THE GATHERING HUB: We provided a massive dining table so all 14 guests can share a meal together—something a hotel block simply cannot offer. The chef-ready kitchen is stocked for big breakfasts and holiday dinners, ensuring the "work" of travel is easy.
SPACE FOR EVERYONE: With 5 distinct bedrooms and 3 full bathrooms, we offer the perfect balance of togetherness and privacy. Whether you are an introvert looking for a quiet nook in the Paris Suite or part of the "fun crowd" in the Machu Picchu room, there is a zone for you.
WALKABLE VILLAGE LIVING: Our location is our greatest amenity. You can park up to 4 cars in our private lot and never touch your keys again. You are a 5-minute stroll from Grace College graduation, Village festivals, artisan dining, and the beach.
UNMATCHED OUTDOOR SPACE: Between the multiple covered porches, the private fenced yard with a playset, and the seasonal garden, you have a private oasis in the center of Winona Lake. We built the place we wanted to stay in—full of character, designed for families, and steps from the best trails in Indiana.
What makes this property unique
Wanderer's Rest was designed with one goal: to be the most comfortable, thoughtful, and high-functioning place for groups to gather in Winona Lake. We believe that group travel shouldn't mean compromising on comfort or privacy.
FOR FAMILIES & PETS:
With 5 bedrooms, there is true space for everyone. While adults enjoy the quieter historic nooks or coffee on the covered porch, kids have their own "Adventure Zone" in the Machu Picchu room. Featuring a custom indoor climbing wall and monkey bars, it is a space designed for burning energy and making memories. Outside, the private fenced yard, playset, and life-size yard games like Cornhole and Giant Connect 4 keep everyone entertained. The secure fencing ensures your dogs can join the family vacation safely and stress-free.
FOR ADULT GROUPS & ALUMNI:
Skip the hotel shuffle and stay where the action is. Enjoy a sunset BBQ in your private yard or walk just 5 minutes to the Village at Winona for fine dining, artisan shopping, and lakefront festivals. Being a 5-minute walk to Grace College makes this the ultimate home base for Lancer Parents Weekend, Homecoming, and Graduation events.
FOR RETREATS & TEAMS:
Need a place for your team to focus? We offer a dedicated workspace in the Mudroom and high-speed Wi-Fi throughout the home. The massive dining table is perfect for breakout sessions or strategy planning, and there are plenty of "third spaces" throughout the 1910 home to find quiet time between meetings.
WE THOUGHT OF EVERYTHING:
A chef-ready kitchen and fully stocked coffee bar mean you can cook for a crowd with ease. We provide premium baby gear (crib, booster seat), essential kitchen spices, 20+ board games, and even fresh garden produce from our raised beds in the summer. Located just steps from the Limitless Park Splash Pad, Beach, and the 10+ miles of Winona Lake Greenway trails, you are in the heart of the Village while enjoying the quiet privacy of a historic neighborhood.
FOR FAMILIES & PETS:
With 5 bedrooms, there is true space for everyone. While adults enjoy the quieter historic nooks or coffee on the covered porch, kids have their own "Adventure Zone" in the Machu Picchu room. Featuring a custom indoor climbing wall and monkey bars, it is a space designed for burning energy and making memories. Outside, the private fenced yard, playset, and life-size yard games like Cornhole and Giant Connect 4 keep everyone entertained. The secure fencing ensures your dogs can join the family vacation safely and stress-free.
FOR ADULT GROUPS & ALUMNI:
Skip the hotel shuffle and stay where the action is. Enjoy a sunset BBQ in your private yard or walk just 5 minutes to the Village at Winona for fine dining, artisan shopping, and lakefront festivals. Being a 5-minute walk to Grace College makes this the ultimate home base for Lancer Parents Weekend, Homecoming, and Graduation events.
FOR RETREATS & TEAMS:
Need a place for your team to focus? We offer a dedicated workspace in the Mudroom and high-speed Wi-Fi throughout the home. The massive dining table is perfect for breakout sessions or strategy planning, and there are plenty of "third spaces" throughout the 1910 home to find quiet time between meetings.
WE THOUGHT OF EVERYTHING:
A chef-ready kitchen and fully stocked coffee bar mean you can cook for a crowd with ease. We provide premium baby gear (crib, booster seat), essential kitchen spices, 20+ board games, and even fresh garden produce from our raised beds in the summer. Located just steps from the Limitless Park Splash Pad, Beach, and the 10+ miles of Winona Lake Greenway trails, you are in the heart of the Village while enjoying the quiet privacy of a historic neighborhood.
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