Holiday houses in Lake Ann

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!

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

Cozy Lake Ann Getaway

Nestled between Bryan Lake and Lake Ann, this cozy home is centrally located for all of your up-north adventures. Guests will enjoy a secluded deck surrounded by trees and cabin feel with all of the amenities for a comfortable stay. The village of Lake Ann is a short 5 minute walk away and offers a brewery, grocery store, ice cream shop, coffee shop, park, and restaurant. Lake Ann Brewery has live outdoor music all summer long. Lake Ann public boat launch is only 1.5 miles away for boaters!

White Farms Northern Getaway-Near Lake Ann, MI

White Farms Northern Getaway is part of a family farm. The country setting allows panoramic views of age old maple trees, hills, sunsets, the moon and stars. Plenty of outdoor space with fire pit and parking. This home is spacious and roomy. Both porches are enclosed. Available year round, our 'getaway' is a perfect setting for family vacations, reunions, retreats, hunters, fishermen, golfers, snowmobilers, skiers, or color tours. Close to Lake Ann, Traverse City and Sleeping Bear Dunes.

CaterCasa: Fenced Yard~Dog Friendly~Games~Sauna

🐶 Dog & Kid-Friendly Yard 🎲 Indoor Shuffleboard 🧖 Relaxing Sauna 🌲 Near Long Lake & Timbers Rec 📍 7 Miles to Downtown TC 💻 Fast Wi-Fi & Workspaces Hosted by Catered Stays Rentals, we’re committed to creating the perfect guest experience. This home features a fenced backyard, shuffleboard, sauna, and inviting spaces inside and out—just 7 miles from downtown Traverse City. With plenty of room for family, friends, and pets, it’s designed for comfort, convenience, and memorable stays.

Romantic Retreat for Two + Pup Near TC and Dunes

Escape to our cozy cabin, the perfect retreat for couples and their furry companions. Unwind with a drink at the cocktail bar (bring your favorite spirits), relax in hammocks under the trees, or gather around the firepit beneath the stars. Enjoy a fully equipped kitchen, in-unit laundry, and a coffee bar to start your mornings. Located less than 20 minutes from Sleeping Bear Dunes, Traverse City and Fish Town, our dog-friendly haven offers tranquility and adventure in equal measure.

The Burrow @ Little Red Homestead

Our Airbnb prices reflect the inclusion of the Airbnb service fee. Explore Sleeping Bear Dunes, Traverse City, and more from this unique wood shop turned modern farmhouse getaway! Nestled away in the charming small town of Lake Ann, this is the perfect place to kick up your feet and unwind. ✔ No cleaning fee ✔ Complimentary homemade breakfasts ✔ Fully equipped kitchen ✔ Smart TV ✔ Amenities (grill, hot tub, fire pit) ✔ High speed Wi-Fi ✔ Free parking Inquire about our website!

Sweet Lake Retreat | Adult Only | 20 mins from TC

Adult only•Romantic Getaway•Mindfulness Retreat•Sweet Lake Retreat is a one of a kind experience in Northern Michigan. *Please note we have a house being built behind us all of 2025, so there will be some construction noise during the work day.* Located in Lake Ann, just 20 minutes from downtown Traverse City and 20 minutes from Sleeping Bear Dunes National Lakeshore. We can’t wait for you to enjoy our hidden gem, a charming A-Frame nestled amidst the beauty of nature!

Sweetheart Beach Cottage

This adorable cottage is set up for two adults. It is located in the quaint village of Lake Ann on Herendeene lake. The cottage has it's own sandy beach and shares the dock and swim platform with the main house. There is a private yard and kayak launch . The cottage has a small kitchenette, fridge and a gas grill for preparing meals. Come get away from it all in this cozy cottage with new and comfy furnishings. Minutes from Traverse City and Sleeping Bear Dunes

Lake Ann Waterfront | Family, Pet Friendly/Walk to

The Loons’ Nest is a cozy lakefront cottage on peaceful Lake Ann with 100 feet of private sandy shoreline, sunset views, and classic Up North charm. This welcoming 3BR retreat sleeps up to 9 guests and includes kayaks, paddleboards, a dock, firepit, and easy walkability to Lake Ann Brewing, Corner Cone & The Bread Lady. Swim, paddle, fish, or relax by the water—just minutes from Traverse City, Sleeping Bear Dunes, M-22 & Crystal Mountain.

Woodland Trail House

Completely private home setting on 3 acres with natural Lake frontage conveniently located 15" from Traverse City and 20" from Sleeping Bear Dunes. Your visit to the Woodland Trail House begins with a welcoming peaceful drive through the pine tree forest. Part of the attraction to this home site is the mature trees and the wildness of the setting. Hawks, Loons and Sand Hill Cranes can be seen and heard at this private lake frontage home.

Bryan Lake Oasis in Downtown Lake Ann | Firepit |

Welcome to your peaceful lakeside escape on Bryan Lake - a cozy retreat for relaxing and reconnecting year-round: - Sleeps 8 | 3 bedrooms | 5 beds | 2 baths - Waterfront w/ lake view, private beach access & private dock - Gas indoor fireplace, TVs & foosball table - Fire pit, deck, patio overlooking the lake - Kayaks & pedal boat (June-September), beach essentials - Fast wifi - 323 Mbps & dedicated workspace