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Trail Side in the Heart of Winona Lake

Winona Lake vacation home with kitchen

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Exterior
Smart TV, fireplace
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
2 bedrooms, free WiFi, bed sheets

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4850 sq ft

Popular amenities

  • Parking available
  • Barbecue grill
  • Dryer
  • Pet friendly
  • Washer
  • Fireplace

Explore the area

View in a map
Winona Lake, IN
  • Place, Winona Lake Trails Park
    ‪1 min walk‬
  • Place, Winona Lake
    ‪3 min walk‬
  • Place, Grace College
    ‪9 min walk‬
  • Airport, Goshen, IN (GSH-Goshen Municipal)
    ‪33 min drive‬

Room options

About the neighborhood

Winona Lake

On lake.Your stay at this Winona Lake vacation home places you within a 10-minute walk of Winona Lake Trails Park and Winona Lake. Also, Winona Lake Limitless Park is within half a mile (1 km) and Billy Sunday Home Museum is within 2 miles (3 km).
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What's nearby

  • Winona Lake Trails Park - 1 min walk - 0.1 miles
  • Winona Lake - 3 min walk - 0.2 miles
  • Grace College - 9 min walk - 0.5 miles
  • Billy Sunday Home Museum - 13 min walk - 0.7 miles
  • Wagon Wheel Theatre - 3 min drive - 1.8 miles

Getting around

  • Goshen, IN (GSH-Goshen Municipal) - 37 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Subway - ‬5 min drive
  • ‪Burger King - ‬4 min drive
  • ‪Taco Bell - ‬5 min drive
  • ‪Dunkin' - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Trail Side in the Heart of Winona Lake

In the heart of beautiful Winona Lake & just steps from the acclaimed trail system & greenway, this home offers a great getaway for any occasion! Take a short walk to the Village in Winona to enjoy dining, coffee, ice cream, shops, splash pad & park, & the beach. Our home celebrates the unique culture Winona Lake offers - trails, biking, lake life, the village, and Midwest charm!

Enjoy this peaceful location with 2 bedrooms, an open concept kitchen/ living room, fireplace, space for entertaining outdoors, and a gas fire pit on the cozy but expansive front porch that overlooks a wooded area. The open-concept living room & eat-in kitchen pairs space for dining & a comfortable sitting area with a TV & electric fireplace. The kitchen is fully stocked for your cooking and dining needs. Take your dinner outdoors to the quiet dining area with a gas and charcoal grill available and enjoy the birds and sounds of Winona Lake.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster
  • Water dispenser

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Smart TV

Outdoor areas

  • Charcoal grill
  • Firepit
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a village
  • Near a hospital
  • On a lake

Things to do

  • Basketball nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Recycling
  • Unit size: 850 square feet
  • Water dispenser

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Trail Side in the Heart of Winona Lake to the airport?

This vacation home is 24.7 mi (37-min drive) away from the Goshen, IN (GSH-Goshen Municipal) airport, the closest popular airport to the property.

Does Trail Side in the Heart of Winona Lake have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Trail Side in the Heart of Winona Lake to the beach?

This vacation home is 3.3 mi (8-min drive) from Pike Lake Beach.

Does Trail Side in the Heart of Winona Lake offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Trail Side in the Heart of Winona Lake?

No, there is no casino at this vacation home.

What time is check-in at Trail Side in the Heart of Winona Lake?

Check-in begins at 4:00 PM.

Is there free parking at Trail Side in the Heart of Winona Lake?

Free parking is not available at this vacation home.

Does Trail Side in the Heart of Winona Lake have a pool?

This vacation home does not have a pool.

Does Trail Side in the Heart of Winona Lake have a spa?

There are no spa services available at this vacation home.

How close is Trail Side in the Heart of Winona Lake to downtown Winona Lake?

This vacation home is 0.7 mi away from Winona Lake.

Trail Side in the Heart of Winona Lake Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 36 out of 38 reviews
Rating 8 - Good. 1 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 1 out of 38 reviews

10/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Clay C.

Liked: Cleanliness
I really enjoyed the location being just a block from the lake and within walking distance of parks, trails, the college, a farmer’s market and fun shops. The host had great taste and decorated the house in seasonal decor. Just right for our party of 3.
Stayed 2 nights in Oct 2025

10/10 Excellent

Amber V.

Liked: Cleanliness
My son and I stayed here for family weekend at Grace College. We also brought our pup. We just loved it. A quiet street and well appointed. We particularly loved the fireplace since the first snow of the season happened while we were here. So beautiful. We watched football and played board games and ate great food at local restaurants. We will definitely stay again… Probably just leave the dog at home next time.
Stayed 2 nights in Nov 2025

10/10 Excellent

Janet D.

Liked: Cleanliness
Winona Lake was a gem. It was the perfect town for our little get away. Boutique stores, trails and history, great food (can recommend River coffee shop) and Oak and Alley restaurant (Warsaw). Pottery store holds classes. And the wagon Wheel theatre held their youth production. Amazing talent. The Trailside BNB was the perfect venue for our stay. The owners made you feel very welcome. The little touches - brochures, games, and so much more made our stay feel spa like. Clean and cozy. We both enjoyed the front porch and the propane fireplace, in the chilly fall evening. Many thanks to our hosts We hope to come back, again.
Stayed 2 nights in Oct 2025

2/10 Terrible

Verified traveler

Stayed 1 night in Sep 2025

10/10 Excellent

Susan J.

Liked: Cleanliness
Perfect place to stay. Convenient walking distance to food and shops. The house was so clean and was perfect for my husband and me. Also was convenient for going up into Amish country.
Stayed 4 nights in Oct 2025

10/10 Excellent

Melissa S.

Liked: Cleanliness
The house was perfect for our weekend stay. It was very clean and the check in & check out process were super easy!
Stayed 2 nights in Oct 2025

10/10 Excellent

Katie D.

Liked: Cleanliness
Such a relaxing view of the woods across the street. Loved hearing all the wildlife. Enjoyed hiking the nearby woods. Close proximity to Winona Lake where we enjoyed a beautiful sunset. The house was very comfortable & relaxing. I would definitely rent again.
Stayed 4 nights in Sep 2025

10/10 Excellent

Kurt V.

Liked: Cleanliness
Stayed 1 night in Aug 2025

10/10 Excellent

Kimberly L.

Liked: Cleanliness
Every time I opened a kitchen Cabinet a new surprise! Well stocked amenities! Just one suggestion a step stool for us’ins under 5’2. I did look for one. That’s why the spice’s weren’t put back exactly in the correct spot. I didn’t use the table stool again. My balance on the knee barely worked the first time.The house with the overgrown garden ….to bad it’s outside your back door. Nice back porch and sitting areas. I loved sitting on the front porch and relaxing with coffee and a book. Enjoyed cooking in the kitchen!Thanks again for a great stay!!!
Stayed 3 nights in Sep 2025

10/10 Excellent

Jesse G.

Liked: Cleanliness
Nice, clean, fully updated, little cottage with all amenities in a quaint little village. Perfect place to stay for our weekend getaway. Everyone we met was so friendly and polite. If staying be sure to stop at Trailhouse and rent a bike!
Stayed 2 nights in Sep 2025

10/10 Excellent

Kathie S.

Liked: Cleanliness
Spotless!! Well-appointed, comfortable furnishings and beds. Walkable location close to lake, village and walking/hiking trails.
Stayed 3 nights in Aug 2025

10/10 Excellent

Tammy B.

Liked: Cleanliness
This is an immaculate home. It is very close to some nice trails. It is close to the park at Winona Lake, who’s is a GREAT park with a splash pad, pickle ball and tennis courts, a nice playground and even a sandy beach area. The kitchen is really well stocked. A roomy 2 bedroom. Great place to stay.
Stayed 1 night in Aug 2025

10/10 Excellent

William B.

Liked: Cleanliness
Wonderful place! So many thoughtful amenities. Comfortable, homey, welcoming. One of the best in our experience.
Stayed 2 nights in Aug 2025

10/10 Excellent

Eric B.

Liked: Cleanliness
This is a fantastic property. Very clean and comfortable! Great neighborhood for walking and close to shops and restaurants. Will definitely stay here again.
Stayed 4 nights in Aug 2025

10/10 Excellent

Julene T.

Liked: Cleanliness

Great house!

Everything was as described, and honestly everything you needed they had! Great yard space with fire pit, front porch with seating space, all new appliances and washer/dryer! It was perfect!
Stayed 2 nights in Jul 2025

10/10 Excellent

Luann V.

Liked: Cleanliness

Location Qualit Outstanding!

This was a perfect cottage experience - the house itself is so charming and well kept but what puts it over the top is the location! It is literally minutes from the wonderful forest trails or the lake. You can't go wrong with a walk in either direction! And it is an easy walk to the beach park and Village! I stayed two weeks to work on a writing project and could have stayed longer. Two of my favorite features of the house are the electric fireplace indoors and the gas fire pit on the porch. And the fact that they welcome dogs is a wonderful accommodation. All communication was fast and responsive to help with some issues that needed attention. I hope to return!
Stayed 14 nights in Apr 2025

10/10 Excellent

Kerry M.

Liked: Cleanliness

Great location; clean home

Perfect location for the lake and the trails. Would stay here again
Stayed 2 nights in Apr 2025

10/10 Excellent

William S.

Liked: Cleanliness

Weekend Stay

Very clean, well appointed bungalow in a great location.We would definitely return when visiting the area again.
Stayed 2 nights in Mar 2025

10/10 Excellent

Dennis A.

Liked: Cleanliness

Great place to stay

House very comfortable, we enjoyed being close to the trails
Stayed 3 nights in Feb 2025

10/10 Excellent

Robert G.

Liked: Cleanliness

Nice place to stay in a good area

very newly remodeled property with nice touches
Stayed 1 night in Feb 2025

10/10 Excellent

jodi L.

Liked: Cleanliness

Winona stay

Loved the house and the location. Everything was perfect for our stay. Can’t wait to try it in the summer
Stayed 4 nights in Nov 2024

10/10 Excellent

Sandy A.

Liked: Cleanliness

Cute and Comfortable!

Loved the fireplace. Great property for 4 sisters trip. Very clean and updated. Nice neighborhood. Will book again.
Stayed 1 night in Dec 2024

10/10 Excellent

Jim M.

Liked: Cleanliness

Fall getaway

Last minute getaway to the beautiful fall foliage. Couldn’t have asked for a better area or Accommodations to stay in.
Stayed 1 night in Oct 2024

10/10 Excellent

Kelly L.

Liked: Cleanliness

Great spot!

Stayed here for an ND weekend. Two bedroom was perfect for my older parents and I, plus it was pet friendly and my dog loved the walking trails.
Stayed 3 nights in Nov 2024

10/10 Excellent

Calvin J., Johnson City

Liked: Cleanliness

Fall in Winona

The property is very comfortable and quiet within easy walking distance of the shops in Winona. Everything was beautiful and casual and brand new. Our stay was too short and we look forward to returning.
Stayed 3 nights in Oct 2024