Cottage holiday rentals in Roseland

The Cottage of Harbor Country - Close to it all!

Welcome to your very own Cottage in Harbor Country! The perfect weekend getaway from Chicago, our cottage is close to Warren Dunes and just a 15-20 minute walk to Lake Michigan. Renovated and beautifully appointed, it blends vintage charm with modern updates! Enjoy morning coffee on the new deck or screened-in porch, take a dip in the new hot tub, or cozy up next to the wood-burning fireplace. Enjoy the perfect place to relax, hike, go antiquing, wine-tasting, and make memories with loved ones!

New Buffalo retreat - Perfect year-round getaway!

Located in the heart of New Buffalo and walking distance to everything, this recently remodeled cottage is the perfect place for an escape. With an open kitchen/porch concept, leading out to a massive natural wood deck, your entry to a huge fenced in corner lot, there is no shortage of space for any summer activity or just to get back to a quieter, more relaxing pace. In winter months New Buffalo is just as charming with fewer visitors and plenty of opportunities to explore the area. CR23-0048

The Birdhouse – quiet luxury, walk everywhere

The Birdhouse is on a quiet wooded ravine steps from restaurants, shopping and a lovely 0.7 mile walk to the beach. This home hosts 4 guests only, including infants. Enjoy a screened-in porch with views to the woods, an outdoor eating area with grill, lovely terrace with firepit and laundry room. Bedrooms are cozy and comfortable. The bathroom features a luxurious rain shower with hand shower for junior guests. To allow our cleaning crew time to prepare, we're unable to offer early check-ins.

Hot Tub • Sauna • Fireplace | Cozy Winter Retreat

Wanna Play?? You name the game & we most likely have it! Outdoor fun includes YEAR-ROUND hot tub, Pickleball & Volleyball nets, Soccer goals, Putting Green, corn hole and even cruiser bikes. Indoor fun incl. complete poker table/set & a ton of board games! If you prefer to take it easy you can relax by our indoor fireplace or the outdoor fire pit, recharge in the YEAR-ROUND indoor sauna or stroll to nearby Harbert Beach. Whatever your choice, THIS is the place to experience Harbor Country

Vintage Romance Finds Cozy Charm at Depot Cottage

Convenience and luxury combine in this imaginative and engaging Cottage just steps away from the Historic Train Station in this Charming All-American town. Our Vintage Travel/Train themed Cottage has family friendly features, like a children's train playroom, working model trains, stocked kitchen, and a spacious enclosed backyard for four legged babies. With romantic features like a beautiful vintage soaking tub and 100% linen bedsheets we fit any vacation requirement. Walkable to all needs.

Cozy Sawyer Beach Cottage walk to Warren Dunes

Beautiful renovated beach cottage on a quiet tree-lined street. Private comfortable home perfect for a winter weekend away! Enjoy the best of Pure Michigan, 2 mi from Sawyer & 0.5 mi to Warren Dunes State Park. Plenty of outdoor space to play, skylights to soak up the natural light and central to wineries, restaurants and the Dunes. Grab local farm fresh produce, s’mores for the firepit and a local natural wine to sip as you watch the sun set from the huge back deck and large backyard.

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Perfect ND Location! Corner of ND Ave & Angela Blv

Enjoy the best of the area in this cozy private apartment suite literally across the street from the University of Notre Dame. With its own entrance, full kitchen, washer/dryer, and more, it’s the perfect home base for game days or any campus visits. The charming home has plenty of character, and we appreciate guests who help care for it. Walk to the Golden Dome, Grotto, Stadium, downtown South Bend, and Eddy Street Commons—you can’t stay closer to the heart of Notre Dame.

J’s Beach House: Hot Tub & short walk to beach!

J's Beach House is < a 5 minute walk to the beach! My cottage is equipped with a private hot tub and fireplace. Enjoy the walkable town or jump in your car for a quick drive to any Harbor Country activity! Potential for rental with adjacent cottage "Riley's Retreat". *Please inquire about our other Airbnb cottage near downtown Union Pier. This cottage is a 2-bedroom plus kids loft, screen porch, hot tub, fire pit, plus walking distance to Townline Beach!

Quaint Cottage: guests rave clean; cozy; quality

This charming, semi-private cottage, set in a quiet country location is perfect for your next getaway. Small kitchenette with sink, fridge and microwave provides you with kitchen basics. PLEASE NOTE: there is no stove/oven in this room. Bathroom is equipped with all the necessities plus extras like a two person shower with rain fall shower head. Outside is a 2-3 person hot tub along with a beautiful pergola with string lights and adirondack chairs.

Northwind Llama retreat “Chicken coop”

Tucked away on a peaceful working llama retreat—voted the #3 stay in the state of Michigan—this charming efficiency suite offers a cozy retreat surrounded by nature. The thoughtfully designed space features ample seating for relaxing after a day outdoors with a convenient kitchenette. Step outside to not one, but two private gardens. A truly unique and tranquil getaway that blends comfort with award-winning countryside charm.

Peach Beach Cottage at Simonton Lake! 2 Bed/1 Bath

Peach Beach is a charming, 100 yr old fishing cottage. Dogs welcome, but there is a dog fee. Across the street from Simonton Lake and includes lake access with kayaks during the Summer months. Lots of light and beachy decor, wifi, outdoor bbq (Summer Only)with big back yard. Maximum 2 vehicles. No pier access. Just swimming or launching kayaks.