Holiday 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!

Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC

Stunning, secluded, custom built craftsman home with over 2 acres just north of the charming Village of Suttons Bay. Open concept living, Grande Hot Springs hot tub, outdoor fire pit, & main level master suite. Very close to wineries such as 45 North, Aurora Cellars, and Tandem Ciders. A short drive from the beach, TART trail, shops, and restaurants of downtown Suttons Bay. Feel the tranquility of Leelanau County while still being close to Traverse City, Sleeping Bear dunes, Northport, & Leland.

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!

Dome in Suttons Bay with amazing views!

Amazing Views -- Unique Architecture -- Great Location One of the best views on Leelanau Peninsula. Mini-Dome (guest house) sharing 5+ acre property with Big Dome (main house). Conveniently located near the M-22 scenic route, 1 mile from the bike Trail, and within 4 miles of 6 wineries. The interior was newly renovated in 2019. The Mezzanine has 2 queen beds (shared space). You'll love this unique and romantic escape. 2022 Stats: 3 engagements, 6 Anniversaries, 5 birthdays, 4 pre-weddings

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.

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.

The Pennington /Traverse City /Sleeping Bear Dunes

Eileen's review "This place is INCREDIBLE! We cannot wait to stay here again and refer all of our friends! It was more than we ever imagined and was an amazing start to our honeymoon!" The Pennington has a unique design with a private outside deck area with really cool views of our private lake. What you will find at our place when you arrive. *Private outside entrance *Self check in *Full kitchen *Private laundry *55 INCH TV/With Netflix *80+ Mbps Fiber Optic WIFI included *A/C

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

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.

Red Twig Studio

Beautiful apartment, new construction with great amenities. Kureg , small fridge and a microwave...NO stove. Wooded area, in the middle of Wine Country; near beaches for kayaking; canoeing; paddle boarding; swimming; hiking and biking; casino. Central Leelanau Peninsula, hardly 2 minutes from the nearest beach.Just minutes away from Leland and Fishtown, charter fishing and shopping; several golf courses. Sleeping Bear Dunes nearby.

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.