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.

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.

Hideaway Bay Lakefront Home on Lake Diane

HIDEAWAY BAY on Lake Diane is the perfect getaway. Spend your days reading under the trees or skiing on the lake. Spend your nights helping the kids catch fireflies and make s'mores over the campfire. Have some drinks, play games. Be together again. In the fall, the air is fresh and crisp and the colors are nothing short of spectacular. If ice fishing is your passion, its only steps away. Wildlife abounds. The lake is naturally stocked with fish and draws fishermen from all around.

Cozy Lakefront Home minutes from Hillsdale College

Welcome to our lakefront home on Bird Lake—where relaxation, comfort, and fun come together. Nestled directly on the shoreline, this beautifully updated retreat offers breathtaking views, direct water access, and remodeled living spaces, making it an ideal escape for families, couples, or friends. Begin each day with stunning sunrises and unforgettable views from your private deck. Inside, the remodeled main living area features an open floor plan designed to keep everyone connected.

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.

Bear Lake Cottage ... Pontoon Available for Rent

Quaint and cozy cottage on all-sports Bear Lake in Hillsdale, MI, offering a year-round peaceful and serene getaway. Bring your boats, campers and tents; there’s plenty of room for everyone. The outdoor fire pit is perfect for campfire bonding, and in fall and winter months, enjoy the fire overlooking the lake. Cottage is on a channel to Pike Lake - a calm, private lake. Take the kayaks and SUPs exploring, or enjoy ice skating or fishing when the lake’s frozen.

Cowboy's Wolf Den

This unique little hand crafted canin is close to everything, making it easy to plan your visit. This is a rustic primitive cabin bring your own beds or there's two cots available This cabin Sits in our Rustic hand crafted Cowboy Town 🐎 complete with horses, pond for fishing or paddling around, river for exploring, lots of hiking and horse trails, close to bathroom and outdoor shower along with the kitchen area lots of wildlife and wilderness to enjoy