Family-friendly holiday rentals in Lake Wawasee

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

From the heated in-ground pool, to the large hot tub, to the huge heated/a/c game room, you will love your stay at our Milford location. Created with comfort and fun in mind there is no end of things to do and places to unwind and enjoy the relaxation of a home away from home. With sizzling hot Wi-Fi, this place is perfect for a girl's weekend, a couples retreat, an extended stay with your family, or a work trip. All the details are well thought out to create a perfect getaway for every group.

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

Off Grid Yurt Glamping on Permaculture Homestead

Stay in our stylish yurt for a one of a kind "glamping" experience on a 20acre homestead! The perfect location on the Southwest Michigan wine trail and just 15 minutes to Lake Michigan beaches! Awesome ammenities - off grid solar power, private outhouse, outdoor shower, fans, fridge, grill, firepit, and more. Take the tour, meet sheep, horeses, chickens, rabbits and learn permaculture. Order our delicious DIY pancake breakfast featuring homemade maple syrup, our organic eggs and pancake batter.

Dock of Bay Cabin- Private Dock on Lake Webster

"Last Cast" 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 an eat in 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 w/ you or rent items @ 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 Channel House @ Hoffman Lake

2 bedroom 2 bathroom cottage that is located on Hoffman Lake Channel. The Channel House is great for fishing right out of the back door. Conveniently located a drive from Warsaw, IN and several smaller towns. Bring nothing to this fully furnished cottage except your clothes and plan for fun. On site drive way parking, laundry, garage with pool table, darts, & air hockey. Several activities inside and out. Fire pit, outdoor seating and lounge chairs. We live nearby & can assist your stay!

Couples, Lake Michigan Close, Hot Tub, Private,

Imagine soaking in a private hot tub under a star filled sky, while a gentle creek flows just steps away. Surrounded by trees and pure country quiet. This secluded couples' retreat in Southwest Michigan is your escape from everything. Enjoy a meal, book, or game while watching our feathered friends at the bird feeder right outside your door. Leave the noise behind and reconnect in a quiet setting. Lake Michigan, Amish Country Shipshewana, and Wine Country are all within 45 minutes of us.

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!

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.

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.

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

Quiet cottage on Buck Lake, 1 bedroom

Take it easy at this unique and tranquil getaway at Hummingbird Hill Cottage!You’ll be on peaceful and beautiful, no-wake Buck lake where you can enjoy kayaking, paddleboarding, fishing, and more! Take a hike, ride bikes, or play disc golf in the beautiful Dr. Lawless International Dark Sky Park which is directly across the street! Whether you’re looking to have a couples getaway, a guys’ fishing trip or time with girlfriends, Hummingbird Hill is for you!