Pet-friendly holiday rentals in Hillsdale County

Newly remodeled lake front cottage

Enjoy our newly remodeled secluded cottage, all the comforts of home beautiful views and an abundance of wildlife. Fantastic boating and fishing on a chain of 4 lakes just waiting to be explored. Pontoon boat is available to rent (May-October) on a slow motor lake, w no speed boats or noisy jet skis. Excellent ice fishing w a wood burning stove waiting to warm you up in the winter months. Comes w a fully stocked kitchen, bedding, towels, movies, pantry, outdoor grill w plenty of seating.

Hermitage Hills Estate-Hillsdale, weddings, groups

Our Greek Revival graces 64 acres of rolling glacial till in rural south central Michigan. Hermitage Hills Estate was built in 1995 as a replica of Andrew Jackson's Hermitage in Nashville. Not far from Hillsdale College for parents' weekend, graduation, and CCA. Even closer to John A. Halter Shooting Sports Center. Destination wedding weekends May through October at our huge outdoor pavilion and grounds. Campground for your guests. Message us for a bridal tour. More info at end of description.

Lost Nations Cowboy Town Mining Company Cabin

The whole group will be comfortable in this unique space. This cabin is hand crafted with old time decor, Sits in the one of a kind Cowboy Town close to the kitchen for cooking flushing bathroom and shower. Cabin has electric with ceiling fan, small fridge, coffee pot, pull out double bed and a single bed, two tables and chairs and a small couch, deck for sitting deck lights with fire ring, over looking the Cowboy town old cedar bridge horse pasture, pond for fishing trails, camping in a cabin

Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi

Located in the Heart of Hillsdale, set in a Pre Civil War building, nearly 200 years old, this apartment is a fusion of old and new influences. Furnished with antique, vintage and modern items, with the North light streaming through 7 foot Original windows, the feeling is fresh and cheery 76 North is across from city hall, 1/2 a block from the shops, eateries, downtown, and the the bike path, and beautiful Stocks Park, and only 5 blocks from the College. Length of Stay Discounts available.

Bear Lake access/Getaway/family friendly-Bears Den

Bear Lake welcomes you. Relax with friends/family at this peaceful and sometimes spirited getaway steps away from ALL SPORT Bear Lake. Shared dock where you can swim, Kayak, fish, or merely float. A Public access launch is just yards away for personal watercraft. Evenings sprinkle the sky with plenty of stars to gaze at. Fishing, boating, kayaking, or just relaxing are all at your finger tips. Golfing, restaurants, shopping, and walking/ biking trails nearby. Pontoon/Kayak rentals available.

Lake Berry hideaway

This is a Lake house on Berry Lake. Enjoy the lake sitting on the porch enjoy your drink of choice while watching the ducks and swans swim across the lake. Bring your fishing poles and fish from the dock. You can launch your canoe or kayaks from the community beach area just a short distance from the house. We are close to Hillsdale College, antique shops, other lakes, and Amish stores. Our home is fully stocked with bedding, towels, laundry supplies, kitchen supplies, as well as internet.

The "Hall-i-Day Inn" (Clear Lake Cottage for 6)

2 Kayaks and 1 paddle board on location provided with your stay! Our cozy home offers a great location on Clear Lake with only a short walk to the sandy Public Beach, as well as the Public Access where you can put in your water toys! The backyard has ample space for parking in the 3 car driveway, a fire pit, grill, and a small back deck. Across the street is a Clear Lake conservation area with pet friendly walking trails! There is a nearby dog park, and an ice-cream shop down the street.

Sapphire Shores: Lakefront W/Hot Tub & Fireplace

Welcome to Sapphire Springs, your lakefront retreat on South Sand Lake, MI! Perfect for all seasons, this home offers endless fun indoors and out. Outside, enjoy a sandy beach, kayaks, paddleboards, a grill, fire pit, hot tub, and outdoor games. Indoors, unwind in the game room with a pool table, arcade games, and TV. Relax in the living room, spin some vinyl on the turntable, and cook up a feast in the fully equipped kitchen. The coffee station has an espresso machine, drip, and Chemex.

Bluebird Trails

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

Lakefront house on Long Lake near Reading, MI

Come enjoy our lakefront house on beautiful Long Lake. This is a full sport lake that will provide you the opportunity to enjoy your favorite activities. There are no wake hours before 11am and after 7:30pm, this is a great time to explore all of the nature and serenity the lake has to offer. The fishing is abundant including walleye, large mouth bass, pike, crappie and blue gills to name a few. 2 kayaks and a paddle boat are included with rental. Pontoon is available upon request.

All-Sports Lakefront Retreat

Experience the tranquility of this lakefront retreat located on a quiet part of this all sports lake with great fishing. Easily switch into vacation mode with a home that has everything you need. Tucked into the beauty of Amish country and 30 mins from Pokagon State Park (great hiking & tobogganing) this retreat boasts year-round appeal. Enjoy a large deck, kayak, fire pit, grill, fully stocked kitchen, dock (boat space for a fee), nearby playground, & pickleball court.

Cozy Lakefront Home minutes from Hillsdale College

Wake up to breathtaking water views and step right outside to enjoy direct access to the lake for swimming, boating, or casting a line. Whether you’re here for adventure or relaxation, this home offers the best of both worlds. Inside, you’ll find a brand-new recreational room with a cozy bar, games, a large TV, and plenty of comfortable seating—ideal for family fun, rainy-day entertainment, or winding down together in the evenings. Come make some memories at the lake!