
Cottage holiday rentals in Roseland
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Top-rated cottage rentals in Roseland
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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!

Stone Lake Cottage Middlebury IN Boat Fish getaway
Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Bedding, towels, and personals/toiletries are provided. 2 queens, 1 twin, 2 double beds. Includes 3 BR/4 baths (detached 3rd BR CLOSED in winter), room for 6-8, AC, Smart TV, streaming services , WiFi, fireplace, lake, pier, kayak, paddle boat, grill, fire pit, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21. Motel hotel

B's Retreat: Hot Tub & 10-min walk to Beach!
B's Retreat is a 1940's 700 sq ft cottage on a quiet dead-end street. It is 1 block from downtown UP! B's is sandwiched between rentals and vacation homes, so perfect for a family of 4 or 1-2 couples/friends looking to unwind. B's best attributes are the vaulted ceilings, wide-plank pine floors, bonus kids loft, hot tub, fire pit & the 23-foot wide screened in porch! B's is a .4-mile / 10-minute walk down Townline Rd. to the public beach. Parking is available at beach for early birds!

Country home, nature, by Culver, central to lakes
Central to Michiana, spacious & serene, plan to relax in the country! Wildlife rambles through the yard, stars shine bright at night. Walk the large property or curl up with a laptop or book; you can relax and unwind for an hour or days-your choice! Enjoy a meal in or venture out to sample local offerings minutes away. Bring a bike- lots of country roads to explore! Like fishing? The area has a dozen small to large lakes. Let this home flex as your home base for exploring or peaceful R&R.

Hudson lake Cottage: Notre Dame, New Buff, Amazon
Welcome to Gram's Hudson Lake cottage in New Carlisle, Indiana: The perfect retreat for Notre Dame adventures (20 MI), Michigan City beaches (21 MI), and trips to New Buffalo (15 MI) or the Indiana Dunes. Whether you’re here for a family getaway, a football weekend, a peaceful vacation, or corporate travel to the AWS Data Center (7 MI), you’ll enjoy peaceful lake views, a cozy fireplace, and easy access to local attractions. Hudson Lake Beach is 2 miles away, no direct access from the home.

Steps to the Beach! Screened in Porch & Firepit!
Experience the ultimate Harbor Country getaway! Just a 90-second stroll to a public beach access and under 5 minutes to another, this location is unbeatable. Spend your day soaking up the sun, kayaking, paddle-boarding, antiquing, golfing, or climbing majestic dunes. Discover endless local breweries, wineries, and top-rated restaurants. Unwind in the evening on the spacious screened-in porch or by the cozy firepit. Your perfect retreat awaits - adventure and relaxation all in one!

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.

Lake House 11 miles from Notre Dame
This ranch style with walkout is located on beautiful Barron Lake just 11 miles from Notre Dame. Our home has been recently renovated, perfect for entertaining. There are two fully furnished levels including 3 bedrooms, 2 baths, 2 Family Rooms, and 3 indoor eating spaces. Enjoy the sandy beach and lake for fishing and water sports. Patio has tables, chairs & loungers. By reserving and staying at this property you assume all risk for yourself and your guests.

Cottage Escape cozy getaway for two, Clean, Quiet
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.

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.
Popular amenities for cottage rentals in Roseland
Cottage rentals with a hot tub

2-min Walk to Lake MI • Hot Tub + Sauna

The Lemonade Cottage, New Buffalo. Walk to beach!

Hot tub! Blue Bird Cottage of Harbor Country!

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

A hideaway retreat on a private lake for relaxing.

Designer Cottage Relax Pool Beach & Spa—Windjammer

Heated Pool, Hot Tub, Walk to Beach/ Markets

Michiana Cottage
Pet-friendly cottage rentals

Super Cute Manor Cottage!

Lakeside Getaway

New Buffalo retreat - Perfect year-round getaway!

Vintage Romance Finds Cozy Charm at Depot Cottage

Twin Cottage B- Walk to Beach & Town!

"The Pines" in Union Pier: Year-round getaway

Explore! Imagine! Unwind. Make memories.

Camp Wanderlust-Cozy lodge-20 minute walk to beach
Private cottage rentals

Comfortable, charming vintage 2 bed/1 bth cottage

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

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

Modern Michigan Cottage

Point Pleasant

Sunset View Lake Cottage

Charming Union Pier cottage in the woods

Cheerful 2 bedroom cottage with vintage vibes!
Destinations to explore
- Chicago Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Louisville Holiday rentals
- Detroit Holiday rentals
- Southern Indiana Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Indiana Dunes State Park
- Silver Beach Carousel
- Potato Creek State Park
- Grand Mere State Park
- 12 Corners Vineyards
- Beachwalk Vacation Rentals
- Benton Harbor St Joseph Ymca
- Woodlands Course at Whittaker
- Four Winds Casino
- Blue Gate Restaurant & Bakery
- Jean Klock Park
- New Buffalo Public Beach
- Van Buren State Park
- Potawatomi Zoo
- Silver Beach Park
- Shady Creek Winery
- Weko Beach
- Four Winds Casino
- Four Winds Field
- Dablon Winery and Vineyards
- South Beach





