Holiday houses in Middleville

Silo Gardens - Garden Suite

The Garden Suite ensures restful nights with 1 queen Murphy bed in the living room, 1 full in the bedroom, and 3 fold-out mattresses. The suite features a kitchen, dining table, bathroom, massage chair, cozy sitting area, and a desk. Whether enjoying a soap-making class, soaking up the sun poolside*, evenings around the bonfire, a walk in the woods, or exploring your artistic side in our art studio, this stay offers the perfect blend of relaxation and inspiration. *Pool open mid May-September.

Value · Family · Quiet

Hot Tub, Massage Chair, Pool Table, Karaoke

The perfect mix of relaxation and fun for families, couples, and groups. Deep woods vibe on a private 0.7-acre lot across from all-sports Gun Lake—minutes to the casino, Bittersweet Ski Resort, golf courses and wineries. Comfortably sleeps 10 guests in a unique two-floor layout, providing space and privacy for everyone. 👉Message me with any ? 7-person Master Spa hot tub. Zero-gravity massage chair. 8' pool table. Karaoke. Fast Wi-Fi. No cleaning fee. Everything you need to unwind and play.

Family · Value · Breakfast

Hidden in the woods

Quiet, country setting that comfortably accommodates two. This space is above our garage, which is not attached to our house. We have lots of chickens, curious cats and a couple of friendly goats. We are often outside working or playing, but the apartment is very private once you are upstairs!! There is NO WiFi here. There IS a lovely, private balcony with a nice view, lots of movies, and fun games. Verizon service works great here, so if you have a Hotspot you could hook up to our smart TV.

Family · Location · Accuracy

Frank Lloyd Wright's The Meyer House

Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

Location · Value · Parks

Tree Vistas Treehouse in Ionia Michigan

Nestled within six acres of beautiful woodlands right along the Grand River, time seems to pause, allowing us to share precious moments that foster deeper connections and create lasting memories at Tree Vistas. Our Winding Springs Treehouse comfortably sleeps 6, while also being fully ADA accessible. Nestled 13-feet above ground, the Treehouse features a spiral staircase leading to the loft, stunning views of the stream and hills from the master bedroom, and many other great amenities.

Value · Family · Condition

Tiny House In the City

**Important to note: we are currently undergoing an exterior landscape renovation to be complete late Spring of 2026.** Welcome to our tiny home! In 2019 my husband and I set out to renovate this old pool house into a self-sustainable apartment or tiny home in our backyard. As you can imagine… things did not turn out the way we intended and construction was completed in the fall of 2020! The amenities are not lacking within the space and we know you will feel at home!

Value · Location · Parking

The Coop at Vintage Grove Family Farm

Welcome! This charming little house is a repurposed chicken coop on the farm. Enjoy the quiet, country life with all the comforts from home. The Coop is located between the main house and the large barn on a small hobby farm. This is a working farm with large and small animals, however, there are no hens in the guest house! During your stay, you are welcome to wander through the barn and visit all the animals. We do not have a TV, however, the internet works great!

Location · Value · Kitchen

Charming 2 Bedroom Home w/ Hot Tub and Fire Pit

Kick back and relax in this calm, stylish smart home. Hot tub, Wi-Fi, fully equipped kitchen, queen bed, 75” smart TV, heated floors, 2 showers, bath, smart speaker, private outdoor parking, pond, 36” doorways everywhere, no steps, wheelchair accessible, heated bidets and so much more! Only 20 minutes from Gerald R Ford International Airport, 8 min from Tanger Outlets, 2 min from a small town general store, 2 min from a bar and 30 min to Holland State Park.

Location · Family · Kitchen

The Amberg House - a Frank Lloyd Wright Original

Staying in a house designed by Frank Lloyd Wright is a bucket list item for fans of America's most acclaimed architect. The Amberg House was completed in 1911 at the pinnacle of Wright's Prairie Style influence. Though every Wright home is special, the Amberg House is a unique collaboration between Wright and Marion Mahony. Mahony worked with Wright from 1896 until 1909. A graduate of MIT, she was the first woman to be licensed as an architect in the US.

Value · Location · Condition

The 1869 Carriage House

Take a break and unwind at this peaceful oasis. This historical carriage house is located halfway between Kalamazoo and Grand Rapids. It has been newly renovated with all the comforts and modern amenities anyone could want while maintaining the historical character of a Victorian home. It is walking distance from the shops, restaurants, and bars of downtown Plainwell. Enjoy the outdoors with a stroll on the boardwalk along the river, kayaking, or skiing.

Location · Value · Sleep quality

Green Acres: Your Home Among the Trees

Steeped in nature, the gazebo provides a get away into nature, with its double bed and intimate sized room this is a wonderful space for 2 to be immersed in a peaceful environment. Whether you came here to rest & revive or to explore there is plenty to be had! The gazebo has a nearby compostable toliet (shared with other guests), and just a 1 minute walk on a path in the woods to the main house (where the full bathroom is that can be used 9am-8pm).

Value · Family · Checkout

Drift & Dream Dome/AC/Private Hot Tub/Pet Friendly

Unplug and unwind in our cozy domes near Lake Michigan and downtown South Haven. Enjoy a private hot tub, fire pit, full amenities, and a blend of rustic charm and modern comfort. We’re pet-friendly—bring up to two pets along for the adventure (a $50 deep-cleaning fee applies). Ask about our celebration packages and let us handle the setup for a surprise getaway, anniversary, birthday, or a treat just for you. We have firewood for sale $8 per bundle.

Location · Heating · Cleanliness