
Cottage vacation rentals in Roseland
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Top-rated cottage rentals in Roseland
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.

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.

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.

The Wildwood Cottage, private lake access
New for summer 2023, private lake access across the street on Little Crooked Lake! Peaceful, 2-bedroom cottage in the heart of Sister Lakes, Michigan. Fully renovated in 2021, this cottage features a large deck overlooking trees and a partial view of Little Crooked Lake. Eat-in kitchen, Weber charcoal grill, Adirondack chairs, and patio dining for 6. Walking distance to The Strand and Sister Lakes Brewing Company. 17 miles to Lake Michigan and 30 miles to 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.

The Lemonade Cottage, New Buffalo. Walk to beach!
You'll fall in love with this cute and inviting cottage. From the white picket fence to the updated kitchen and bath...you won't be disappointed. Enjoy the beautifully secluded back yard with hot tub, gazebo, grill and fire pit. Walking distance to downtown, shops, bars, restaurants, beach, marina, brewery, Redamaks, StrayDog and much more.
Popular amenities for Roseland cottage rentals
Cottage rentals with a hot tub

Hot Tub, Fire Pit | Jungle Gym | Near Warren Dunes

Charming Cottage - Hot Tub, Sauna, Large Yard

Cheerful Sister Lakes 4 BDR Lake Hse w/ Hot tub.

Designer Cottage Relax Pool Beach & Spa—Windjammer

Hot Tub, Htd Pool & Walk to Beach

Cozy Oasis by Lake MI&Dunes Hot Tub near Sawyer

(3 Nt Min!) Harbert Home With Hot Tub & Beach!

Fun Beach House, Pool, Spa, Steps to Lake Michigan
Pet-friendly cottage rentals

Rosie’s Cottage close to Warren Dunes (w pool)

Pontoon Included *5/1/26-10/12/26* MI Getaway

Bright & Warm by Warren Dunes Maple St Beach House

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

The Koi Cottage - Union Pier- Dog Friendly!

Jungle Arcade, Boat Pickleball Golf, Gas Fire, WFH

Cedar Lake Knotty Cottage Pontoon for Rent 2025

"The Pines" in Union Pier: Year-round getaway
Private cottage rentals

Lake Shore Cottage at Stone Lake-Serenity

Family Lake Getaway • 3BR • Near Beach & Wineries

“BLUE HERON” Lake cottage. ND, family fun retreat

Lakefront A-Frame - Beach, Fire Pit, SUP/Kayaks

Australian Style Cottage Unwind / Reset Recharge

Modern Michigan Cottage

Lakeside House w/ Private Beach Access

Charming Union Pier cottage in the woods
Destinations to explore
- Chicago Vacation rentals
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- Downtown Chicago Vacation rentals
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- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Indiana Dunes State Park
- Woodlands Course at Whittaker
- Silver Beach Park
- Beachwalk Vacation Rentals
- Blue Gate Restaurant & Bakery
- Grand Mere State Park
- Jean Klock Park
- Four Winds Casino
- New Buffalo Public Beach
- Benton Harbor St Joseph Ymca
- 12 Corners Vineyards
- Van Buren State Park
- Studebaker National Museum
- Four Winds Field
- Weko Beach
- Four Winds Casino
- Howard Park
- Potawatomi Zoo
- Tiscornia Park




