Family-friendly vacation rentals in Leland

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Minnow: Fab Eco Guesthouse

Stylish, one room living in gorgeous, central Leelanau- bustling village of Lake Leelanau, close to Leland. Our guesthouse is light & bright , overlooking the beauty of the gardens from a warm & cozy space. We welcome visitors & hope you find comfort in our eco-friendly, solar powered tiny home. A big comfy sofa, snug loft bed, soft sheets, walk-in shower, mini fridge. Great main rd location in village center, easy walk to wineries, restaurants, & grocery. Perfect base for relaxing & exploring!

Barn Studio Suite

Reconnect with nature at this unforgettable escape. Once a barn for tack and hay, now a peaceful studio suite with all of the modern amenities, including a full bath, kitchen, and laundry. Play with goats or relax on the swing to watch cows & horses graze. Our animals are also pets and we welcome yours! Choose your adventure! Saddlewood Ranch is surrounded by trails, between 2 lakes (5 minutes), yet close to town and Camp Grayling. Whether you seek serenity or adventure, your get away awaits!

Cabin Unwind, tucked into the woods

This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

Boardman Bungalow hot tub, kayaking, fishing

This lovely Bungalow on 5 acres is nestled along 1000ft of the Boardman River. We have kayaks, hammock, outside dining/living area with fireplace, and hot tub. The property is surrounded by state land and trails, perfect for hiking, kayaking, side by sides, and snowmobiling. The kitchen is fully stocked with basic condiments. The bathroom has towels, a hair dryer, small toiletries and soaps. WiFi will help you stay connected. Perfect for a honeymoon stay or couples getaway! 25 minutes to TC.

Lime Lake Therapy-HotTub/PingPong/Private Dock/Ski

Quintessential up north cabin beautifully situated on a private hilltop setting with stunning lake views. Immaculate with soaring ceilings, open floor plan, & solid surface counters. Main floor master bedroom suite overlooking the sparkling blue waters of Lime Lake. Front porch and covered lakeside deck for enjoying nature and gorgeous water views. Private frontage across the street with a NEW dock, fire pit and picnic area. Pure, beautiful Leelanau at its best! 39 min. to ski Crystal Mt.!

Luxe Barn Suttons Bay *Game Room*Hot Tub*Fire Pit

This renovated luxury barn is located on a wooded bluff overlooking a peaceful creek. Featuring 3 floors of living space, including 4 bedrooms (4 queen beds and 2 king beds) & 4 full bathrooms, an open-concept main floor ideal for meals with family & friends, & a fab basement lounge/game room. We are across the street from Starry Night Barn Wedding Venue & 5 minutes from downtown Suttons Bay. We are truly in the heart of Leelanau Wine Country-the perfect place to explore the peninsula from.

Hobby farm with epic views!

Bright and cozy one bedroom space with epic views - plus full kitchen and laundry Enjoy your morning coffee while taking in the Platte River Valley. Centrally located between Honor and Beulah. Be at the beach in Sleeping Bear Dunes National Lakeshore in 10 minutes. Close to spots for kayaking, biking, hiking, and skiing. No additional cleaning fee. Flycatcher Farm is a hobby farm with seasonal produce and a farm stand. Planning a special occasion, ask the hosts how they can help.

The Sweetbriar

This beautifully remodeled 100-year-old home was taken down to the studs and is now essentially brand new. The stunning new kitchen features gas cooking and new appliances, perfect for cooking and entertaining. The spacious, brand-new bathroom boasts a luxurious walk-in shower and soaking tub for ultimate relaxation. Smart TVs, high-speed Wi-Fi, and a cozy gas fireplace ensure your comfort. Don’t miss the screened-in porch—it’s the perfect spot to unwind and enjoy the surroundings!

The Round Haven with Big Glen Lake Access

Experience living in the round. This recently renovated home is a super energy efficient 30 ft diameter circle. We are situated in the heart of Sleeping Bear National Lakeshore and a 300 ft walk to a secluded public access on Big Glen Lake. A place to adventure, relax and restore: this home is designed for sustainability and comfort. The perfect home base to explore the wonder of Sleeping Bear and surrounding quaint towns. We hope you find inspiration and rejuvenation.

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

The Gristmill Apartment

My house is the first house north of Cherrybend on the bay side. My place is close to the beach, restaurants and dining, parks, art and culture, and great views. You’ll love my place because of the location, the ambiance, the neighborhood, the outdoors space, and the people. My place is good for couples, solo adventurers, and business travelers. I am on premise and available to answer any questions. I live in the main house.