
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 ﺩ.ﺇ 404 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!
KitchenFamilySleep quality

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).
FamilyKitchenTV

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.
KitchenIndoor spacesDecor

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.
KitchenFamilyAccuracy

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 !
FamilyIndoor spacesQuiet

Esterline Farms Cottage/ Brewery
Welcome to E Brewing Company at Esterline Farms Cottage. The first farmhouse brewery Air BNB in our state. We offer a beautiful new Cottage with spectacular views of our quaint hobby farm filled with miniature goats, chickens, rabbits, our resident paint horse. We have a full onsite brewery and taproom that is approximately 50 ft from the Cottage. It’s open Thurs, Fri, Sat, Sun. We are only 1/4 mile from South Whitley, 10 miles from Columbia City, and 20 miles from Fort Wayne and Warsaw.
FamilyIndoor spacesGrill

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.
FamilyIndoor spacesWifi

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.
KitchenIndoor spacesCleanliness

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!
KitchenFamilyValue

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
KitchenIndoor spacesHiking

Studio Apt minutes from Downtown/Central Park
Our studio apartment is located in the center of Warsaw and a great place for both business and vacation travelers. It is two blocks from downtown and within walking distance of Center Lake. The driving distance to most business locations is within 3 miles. Vacation in comfort or if you are on short term contract with a local business this is the place for you. Working remotely? The high speed internet provides great coverage.
KitchenIndoor spacesCheck-in

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.
FamilyKitchenWalkability
Popular amenities for Winona Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic A-frame · HeartJacuzzi · Firepit · Kayaks
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Charming Newly Renovated House | HOT TUB
KitchenFamilyCondition

Cozy Lakefront Tiny Home w/ Hot Tub
Indoor spacesKitchenParking

The Tulip House
Indoor spacesKitchenOutdoor spaces

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

Lakefront Retreat! Spacious & Cozy
FamilyKitchenAmenities

Lake Of The Woods Sunset Shore - Notre Dame
Indoor spacesFamilyLocation

Rock Run Creek House
FamilyKitchenComfort
Family- and pet-friendly home rentals

Peaceful lake house
Indoor spacesFamilyWalkability

Relax 15 guests can enjoy Holidays & Everyday
KitchenIndoor spacesNearby

Webster Lakefront Updated Studio with Pier & Deck
KitchenFamilyView

The Ruby Slipper Suite A: Historic Downtown Apt
Indoor spacesFamilyValue

The Villa Goshen (Exclusive Use/All Guest Spaces)
Indoor spacesFamilyLayout

Old Fox Farm - Cozy Country
Indoor spacesKitchenWifi

The Rentschler Farmhouse- 5 Acres of Relaxation
Indoor spacesKitchenLaundry

Cozy Winona Lake Apt. -Grace, The Village, & Lake!
FamilyIndoor spacesAmenities
Family-friendly home rentals with a pool

Summer of Fun - Luxury Home, Pool, Hot Tub, Arcade
KitchenIndoor spacesGetting around

North Manchester Tranquil Retreat
KitchenFamilySleep quality

Mirror Lake Bunkhouse
KitchenFamilyGetting around

Biscayne Ln Retreat/Pool, Game Room & Wawasee Fun
Outdoor spacesHospitalityGrill

Bearfoot Bungalow
When is the best time to visit Winona Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 514 | ﺩ.ﺇ 533 | ﺩ.ﺇ 533 | ﺩ.ﺇ 613 | ﺩ.ﺇ 694 | ﺩ.ﺇ 790 | ﺩ.ﺇ 790 | ﺩ.ﺇ 771 | ﺩ.ﺇ 628 | ﺩ.ﺇ 606 | ﺩ.ﺇ 606 | ﺩ.ﺇ 577 |
| 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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