
Family-friendly vacation rentals in Winona Lake
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Winona Lake

Total vacation rentals
Explore 20 vacation rentals in Winona Lake

Nightly prices starting at
Winona Lake vacation rentals start at G$23,008 GYD per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winona Lake vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winona Lake rentals

5 Average rating
Winona Lake stays are highly rated by guests—averaging 5 out of 5!
Top-rated family-friendly rentals in Winona Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Off The Beaten Pass II - Winona
“Off The Beaten Pass II” (directly next to ORIGINAL Off The Beaten Pass airbnb), has been cosmetically updated, maintaining its cottage style, character, & charm. Home away from Home... an inviting space to relax, unwind or do work in a spacious office area. Greenway walk+bike Trail is just feet away for exploring & connecting to other areas like Grace College. The Park, Beach, Shopping, Restaurants are about 1/3 mile walk. Watching Sunsets from any Winona green space is a treat to end the day!

Pool House On The Lake
The Pool House on the lake has several great features and is more the just a lake house. The house sets on a 5 acres wooded lot with a private gated drive. The 1950s home has the original bathrooms and kitchen but has been updated with great wifi ( for work or school) and new HD TVs through out. The view to the lake is one of a kind with its own private sandy beach and fire pit. No matter what the weather is there's something to do because this house also has a heated indoor pool(all year long).

Dock of the Bay Fishing Cabin with Boat Dock
"Livin Easy" is close to town, creating the perfect space to have access to peace & quiet while being close to town & water. This cabin is on a private property that guests will have all to themselves while they are here. You will have access to a full kitchen, living room, private bathroom, and a loft which has two beds. This cabin comes w/channel dock space on the S. side of Lake Webster. There is space for your boat & water toys to bring along with you or you to rent @ a marina while here.

Peaceful lake house
Take a break and unwind at this peaceful oasis where you will see Bold Eagles hanging out in our backyard tree. Enjoy kayaking and fishing during the day and beautiful sunsets in the evening. For the boating and fishing enthusiast, local boat launch just around the corner. Warsaw is 20 minutes away, where you can enjoy shopping, dining and sightseeing. For anyone seeking a larger city, Fort Wayne is a 45 minutes' drive, where you can visit the Zoo, Theatres and Botanical Conservatory.

The Loft: 1880
Located near, Zimmer-Biomet, and Cinema. Perfect for business travelers & those visiting family & friends. We've hosted contract workers & parents visiting Grace College students. The Loft is a second-story self-contained annex attached via a private entrance. On-Site Parking. We are situated on 3 acres and love our 1909 farmhouse and The Barn 1880: Historic Venue. Open plan living/dining w/fully equipped kitchen w/coffee bar, separate private queen bedroom & private bathroom. See Reviews.

Guesthouse Suite (C)
Experience the rich history of lovely Winona Lake when you book your stay in our GuestHouse Suites. Next to the heart of the Village At Winona, just steps up to Grace College or a short walk to visit the shops and restaurants. Enjoy a relaxing afternoon on the patio with the views of Spring Fountain park. WL Limitless Park and public beach, splash pad, tennis, pickleball and basketball courts, paved walking/bike trails, challenging mountain bike trails, are all within walking distance !

Charming Lake House
New Cleaners- On Crystal Lake in Warsaw, Indiana is a 6-bedroom house fully stocked with everything you need for a comfortable stay- Wi-Fi,, a fully equipped kitchen, washer/dryer, and all the necessary linens/towels. The lake house is located on a no-wake lake, making it ideal for swimming, fishing, and paddleboarding. The house also has a kayak and canoe available for guests to use. After a day on the lake, guests can relax on the deck or around the fire pit. No pets. EV charger.

Short Walk to the Lake and Trails
The 123 Cottage is perfect for a peaceful getaway. You will be staying in an ideal central location with the ability to explore the historical Winona Lake. In just a short walk, you can visit The Village with local shops/restaurants along the canal or The Limitless park with a public beach, playground, splash pad, volleyball courts, tennis courts, pickle ball courts, and basketball courts. Feeling a bit more adventurous? Take a scenic walk on the Greenway or ride the bike trails.

Modern Webster Lake cottage
This home has a great floor plan for 2-4 people with a small loft bed for a youngster. It has high end kitchen accessories and in-unit washer and dryer. Water softener for great water, maple hardwood floors and a front deck for outdoor barbecuing. Parking for 3 cars and a shed with lots of amenities including bikes and hammock for recreation and relaxing. New in 2024, new rug, blackout curtains and solar panels! EV charger free for guests!

Lakewood Cottage on Winona Lake
Modern and light filled lakefront cottage on beautiful Winona Lake. Great views from the lakefront dining area. You walk in the front door and you feel surrounded by the water. Quiet neighborhood is great for biking and walks. You can access the Greenway trail a mile away which takes you to the Village of Winona. Check out our custom video on youtube, just copy and paste the below code into the youtube search bar. AMErvK41MSo

Sky High Haven in the Heart of Downtown Warsaw
Stay in our condo amidst the backdrop of Warsaw history. Centered in the middle of downtown our unit is the perfect escape from the hustle and bustle of city life. It combines luxury and charm and does so in a quiet urban setting. Outside the unit enjoy the beauty of the downtown lifestyle with great dining options, coffee shops, shopping, and more, just steps from your front door.

Mineral Springs Hideaway
The Mineral Springs hideaway is a perfect peaceful getaway. Located two blocks from the beautiful Lake Winona and the The village of Winona a vibrant destination steeped in history. If you love to hike and bike the greenway is less than a block away. Grace College is a three minute walk. We know you’ll love experiencing a peaceful hideaway in northern Indiana.
Popular amenities for Winona Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic A-frame · HeartJacuzzi · Firepit · Kayaks

Charming Newly Renovated House | HOT TUB

Cozy Lakefront Tiny Home w/ Hot Tub

The Tulip House

Lakefront, Pets, Hot Tub, dock, fishing, kayaks.

Lakefront Retreat! Spacious & Cozy

Lake Of The Woods Sunset Shore - Notre Dame

Small Town Lake Getaway w/HOT TUB!
Family- and pet-friendly home rentals

Esterline Farms Cottage/ Brewery

Relax 15 guests can enjoy Holidays & Everyday

Webster Lakefront Updated Studio with Pier & Deck

The Ruby Slipper Suite A: Historic Downtown Apt

The Villa Goshen (Exclusive Use/All Guest Spaces)

Old Fox Farm - Cozy Country

The Rentschler Farmhouse- 5 Acres of Relaxation

Walk to Grace, Lake, Village, Indoor Climbing Wall
Family-friendly home rentals with a pool

North Manchester Tranquil Retreat

Mirror Lake Bunkhouse

Biscayne Ln Retreat/Pool, Game Room & Wawasee Fun

Bearfoot Bungalow

Private Indoor Pool make memories all year long!
When is the best time to visit Winona Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,283 GYD | G$30,329 GYD | G$30,329 GYD | G$34,931 GYD | G$39,533 GYD | G$44,971 GYD | G$44,971 GYD | G$43,925 GYD | G$35,768 GYD | G$34,513 GYD | G$34,513 GYD | G$32,839 GYD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
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- University of Notre Dame
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- Fort Wayne Children's Zoo
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- Foellinger-Freimann Botanical Conservatory
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- Blue Gate Theater
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- Parkview Field
- St. Patrick's County Park
- Clyde Theatre
- Potawatomi Zoo





