Family-friendly holiday rentals in Lake Wawasee

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lake Wawasee

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

A round wooden dining table is centered in a well-lit space, surrounded by four wooden chairs. A simple vase with green foliage and decorative items sit on the table. Large windows provide views of the water, enhancing the light and airy feel of the room.

Guesthouse in Syracuse

5 out of 5 average rating, 44 reviews

Charming Wawasee Cottage

Have fun with the whole family at this quaint cottage on Lake Wawasee! With gorgeous lake views and a private dock for your boat, this cottage is perfect for 3-day weekends or longer getaways. Enjoy a campfire at night, morning coffee with a view and catch some sun on the water. Get your steps in walking through Oakwood Park and enjoy lunch and drinks at Oakwood Inn. You can also walk to Louie's Bar & Grill, The Frog Tavern or Pizza Hut. More dining and a grocery store are only a 5 minute drive.

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Guest favourite

A log cabin with a welcoming front porch is surrounded by lush greenery. A gravel driveway leads up to the cabin, which features large windows and a rustic design. Natural light filters through the trees, enhancing the serene outdoor setting.

Cabin in North Webster

4.89 out of 5 average rating, 214 reviews

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.

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Top Guest favourite

A charming home exterior is shown with large glass windows offering views of the surrounding landscape. Outdoor seating areas are visible, including a dining table and lounge chairs situated on a wooden deck. Lush green grass surrounds the space, adding to the inviting atmosphere.

Home in Syracuse

5 out of 5 average rating, 32 reviews

Pickwick Perfection

Pickwick Channel front is a unique open channel with BEAUTIFUL lake scenery! It's a Family friendly home. Grocery, restaurants, shopping, and more less than a mile down the road in Syracuse.A perfect small home that sleeps up to 8 aduits and 2 children. 4 bedrooms, 2 kings, 2 queens and hallway bunks with 2 twins for children. A FULLY STOCKED kitchen with an overextended island allows for ample seating while being engaged with the living area that boasts an oversized sectional and rockers.

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Top Guest favourite

Cabin in Warsaw

4.97 out of 5 average rating, 156 reviews

Romantic A-frame · HeartJacuzzi · Firepit · Kayaks

Peaceful channel-front A-frame cabin on Barbee Chain of 7 lakes! This cozy retreat features a charming, rustic interior, fully stocked kitchen, and heart-shaped jacuzzi. You'll love stargazing or drinking morning coffee on your spacious deck with gas firepit and gas grill. Unwind by the cozy fireplace, kayak and fish on the Barbee Chain of 7 lakes, and make s’mores by the waterside firepit! Minutes from boat launch. Book now for unforgettable memories in this intimate, picturesque getaway!

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Superhost

A newly updated game room features a pool table, ping pong table, and a mini basketball setup. A large television is mounted on the wall, and a seating area with a table is visible. The floor is covered with a neutral-colored surface, enhancing the recreational space.

Home in Cromwell

4.93 out of 5 average rating, 115 reviews

Lake Wawasee! Hot Tub/Gameroom/Pontoon Rental

HOT TUB, GAMEROOM, PICKLEBALL, BASKETBALL COURT. PONTOON RENTAL AVAILABLE. 4 KAYAKS PROVIDED FOR FREE. Park up to 10 vehicles. Newly updated in January 2024, 4-bedroom, 3 bathroom house on Lake Wawasee! HOT TUB IS NOT AVAILABLE FROM JUNE 1ST TO October 1st!!!! Situated on a channel connecting to Lake Wawasee, the largest natural lake in Indiana, this house ensures outdoor adventure! Plenty of restaurants in the area including 3 that are located on the lake that are accessible by boat.

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Guest favourite

A hot tub bubbles gently on a spacious deck, framed by lush greenery. Comfortable seating arrangements, including a hanging chair and dining area, are positioned to enjoy views of the lake. String lights add a touch of ambiance against the clear sky.

Cottage in Wawaka

4.94 out of 5 average rating, 380 reviews

Cozy Lakefront Tiny Home w/ Hot Tub

Included in your stay are: 2 kayaks 2 paddle boards Hot tub - available year round Paddle boat Fishing poles Gas grill w/ propane Fire pit Private dock Pickle ball paddles/balls for Martin Kenney Memorial Park *See amenities section for complete list. This cottage rests on the shores of Diamond Lake in Wawaka, IN. The lake is a quiet 10 mph lake perfect for fishing, kayaking, swimming or just enjoying time away. Come enjoy this relaxing retreat with great views and a cozy atmosphere.

FamilyIndoor spacesAir conditioning

Top Guest favourite

An open concept living area features a light-colored sofa paired with a wooden coffee table. A decorative plant sits on the table. In the background, a dining table with white chairs is visible along with modern kitchen features, all illuminated by natural light.

Cottage in Syracuse

4.94 out of 5 average rating, 148 reviews

Sunny channel front cottage on Lake Wawasee

Huge open concept with plenty of light. Take a .23 mile walk to our private beach, lounge by the pier, or rent a boat and head to the best sand bar in the Midwest. Lake Wawasee is the largest natural lake in Indiana. It offers great skiing and fishing, 3 restaurants you can enjoy by boat and the best sunrise/sunset boat cruises you can imagine. The house is only 5 minutes from either Syracuse or North Webster to check out the local shopping boutiques and farmers markets.

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Top Guest favourite

Tiny home in Shipshewana

4.94 out of 5 average rating, 218 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + couch

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Top Guest favourite

A grey house with solar panels is seen alongside a driveway, featuring a parked white SUV. Lush orange flowers bloom prominently in the foreground, while multiple trees provide greenery in the background under a blue sky.

Guesthouse in North Webster

4.97 out of 5 average rating, 277 reviews

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!

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Top Guest favourite

A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.

Cabin in Middlebury

4.99 out of 5 average rating, 443 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

KitchenIndoor spacesCheck-in

Top Guest favourite

The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.

Home in Milford

4.98 out of 5 average rating, 129 reviews

Summer of Fun - Luxury Home, Pool, Hot Tub, Arcade

Ultimate Milford getaway: beautifully renovated 1940s home with sparkling heated pool, large hot tub, and huge heated/AC game room. Perfect for families, couples, or work trips. Features fast Wi-Fi, king & queen beds, and ample parking. Enjoy small-town charm, nearby coffee shops, and dining. Comfortably fits multiple guests seeking relaxation and fun.

Indoor spacesFamilyCondition

Guest favourite

A modern shipping container home is set amidst a wooded landscape. The structure features large glass windows and a welcoming entryway. A daybed swing is visible on the porch, surrounded by lush green grass and tall trees, creating an inviting outdoor space.

Shipping container in Columbia City

4.94 out of 5 average rating, 229 reviews

The Steel Oasis-Container Home w/ Hot Tub!

Welcome to our modern shipping container home, tucked away in a 3 acre section of woods. This 40 foot high cube has been transformed into the perfect place to allow you to relax and escape reality. This Oasis includes everything from a porch swing daybed, hot tub, fire pit, and dual sided fireplace. The details are unmatched.

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