Family-friendly holiday rentals in Lenawee County

Lake Social-2 bedroom Lower Unit

Value based cottage sits just feet from “all sports” 550 acre Round Lake. Enjoy your morning coffee next to the lake on your covered patio. This cottage is the lower half of a 2 story duplex. Plenty of room on the dock for your boat, or rent my pontoon ($800/wk, $200/day) or enjoy complimentary use of the kayaks. My lake bottom is shallow hard sand, perfect for swimming for kids of all ages (also a large floating matt for your use). 2nd bedroom not 100% private. Best for kids or family

Charming Lakehouse and Peninsula

Escape to our one-of-a-kind lakehouse! A spacious and serene space with its very own peninsula. With water on three sides, you'll feel like you've discovered a private island retreat. Wake up to breathtaking sunrises, spend your days swimming, kayaking, fishing, or simply lounging, and unwind with spectacular sunsets over the water. We can't wait to welcome you to our special slice of lakeside heaven, a perfect blend of rustic charm and a haven for nature lovers and adventurers alike!

Songbird Cottage

Escape the hustle and bustle. Come relax in our cozy tiny house on our little farmette where we raise a few goats and retail handcrafted patio furniture. Wake up to views of the surrounding fields, take a walk in our garden or enjoy relaxing in our gliders on the porch. Located between Hillsdale and Adrian - only 10 miles for Adrian College, 17 miles from Michigan International Speedway and 22 miles from Hillsdale College. We look forward to your stay at our Song Bird Cottage.

Downtown Tecumseh Loft; Italian Cozy Escape!

Our Italian apartment boasts a lovely view of downtown Tecumseh! Charming, comfortable and private! Queen size bed with crisp linens, full kitchen with basic cooking/eating necessities. Guest controls heat/air. This space functions as an "Inn", so there will be no personal items on the premises and it is meticulously cleaned after each guest. Walking distance to cheese shop, dining, farmers market and more! Secure private entrance, free parking

Step Away From The Stress and Enjoy YOU!

Glad to see that you will be visiting our cabin! It is a serene and charming step away from the busy world. Information on hiking trails, local events, and eateries in the area are listed in the cabin. A grill is available, and also on the deck is a clawfoot bathtub and outside shower (closed now because of colder weather!) There is a shower in the cabin, too. Be sure to be on the lookout for the wildlife in the area!!

The Enchanted Schoolhouse

Dear Guests, Welcome to your home away from home! We are delighted to have you stay at the 1871 Enchanted Schoolhouse, a beautifully remodeled historical gem in Brooklyn, MI. This unique property blends old-world charm with modern comfort. It features a separate game room and hot tub/sauna building, offering a unique experience for all visitors. This place has a style and charm all its own. See for yourself.

The Loft on Winter - Downtown Adrian

Located in the heart of Downtown Adrian, this newly renovated space can easily accommodate 6 guests (2 Queens, 1 Queen Sleeper sofa). This historical loft features easy self-check in with a private keypad entrance and free parking directly across the street. Enjoy short walks to all that Downtown Adrian has to offer with all the amenities of a hotel room and more.

Lake Side Cottage on private lake

Great discount for fall and winter visits longer than three days or New Years . The cottage is nestled on a private lake in the Irish Hills. Has great internet, close to University of Michigan FOOTBALL, BASKETBALL etc. Great for cozy weekend getaways. Located close to Ann Arbor, small towns, vineyards, antique stores, nice restaurants and a national park.

The Retreat~ Escape to Tranquility

Located just outside Adrian, this peaceful retreat offers a cozy living space in a portion of a historical 1850’s mansion. The Retreat comes complete with original hard wood floors, charming woodwork, new oversized windows and an intimate private porch that overlooks the sculpture & flower gardens. Our guests enjoy free parking, WiFi & FireTV.

Sand Lake Cottage - Lakefront with Amazing Views

Lakeside Getaway w/ Kayaks, Fire Pit & Ping Pong – Sleeps 9 Charming Sand Lake retreat with stunning views, 7 beds + 2 air mattresses, and fun extras like kayaks (included), a fire pit, BBQ grill, and ping pong table. Steps to swimming and fishing, minutes to golf courses & MIS Speedway. Perfect for relaxing or adventure-filled stays.

Skye Retreat : Dive Into Summer Fun

Escape to this gorgeous lakefront home on Wampler’s Lake in the heart of Irish Hills! Wake up to sparkling water views, sip coffee on the deck, and spend your days kayaking, swimming, or simply unwinding. Gather around the fireplace, cook meals together, and reconnect with what matters most in this peaceful, welcoming retreat.

Charming Devils Lake Cottage!

Beautifully kept 2 bedroom, 2 bathroom home just steps from Devils and Round Lake. Right across from popular Highland Inn Bar and Restaurant. Close to International Speedway. Limited hotel options in the area make this lake house the perfect getaway to see friends and family! Living quarters are upstairs.