
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!

Escape to The Sunshine Cottage of Harbor Country!
Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

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!

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA
Dear friends, Welcome to Beach Bird Cottage, situated on a quiet street with other vintage cottages in the heart of Union Pier. It is an easy 5-minute walk to an association beach. The cottage has many updates, including a new kitchen, bathroom, washer/dryer, outdoor shower and a wood stove. The master and second bedroom each have queen-size beds and the children's bedroom has two twin beds. Enjoy an early swim before breakfast or have an evening beach picnic under the sunset.

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!

Hot Tub • Sauna • Billiards | Stay & Play!
Wanna Play?? You name the game & we probably have it! Outdoor fun includes Pickleball & Volleyball nets, Putting Green, corn hole and even cruiser bikes. Indoor fun incl. BILLIARDS & table tennis, complete poker set & board games galore! If you prefer to take it easy you can relax in our YEAR-ROUND hot tub, cozy up by the gas fireplace or the outdoor fire pit, unwind in the indoor SAUNA or stroll to nearby Harbert Beach. Whatever your choice, THIS is the place to STAY & PLAY!

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.

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 Roseland cottage rentals
Cottage rentals with a hot tub

Charming Cottage - Hot Tub, Sauna, Large Yard

Harbor Country Michigan Hide-Away

Heated Pool & Pvt Hot Tub

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

Cozy Oasis by Lake MI&Dunes Hot Tub near Sawyer
Pet-friendly cottage rentals

Super Cute Manor Cottage!

Jungle Arcade, Boat Pickleball Golf, Gas Fire, WFH

Vintage Romance Finds Cozy Charm at Depot Cottage

New Buffalo retreat - Perfect year-round getaway!

Cedar Lake Knotty Cottage Pontoon for Rent 2025

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

Twin Cottage B- Walk to Beach & Town!

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

Cozy Riverside Cottage Retreat - SKI TRIP

Koontz Lake Indiana Cozy Cottage (Lakeview)

2 updated Cottages for one price close to beach

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

Australian Style Cottage Unwind / Reset Recharge

Modern Michigan Cottage

Charming Union Pier cottage in the woods

Pine Lake water side Beach House
Destinations to explore
- Chicago Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Southern Indiana Holiday rentals
- Louisville Holiday rentals
- Detroit 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
- Potato Creek State Park
- Silver Beach Carousel
- Indiana Dunes State Park
- Grand Mere State Park
- 12 Corners Vineyards
- Beachwalk Vacation Rentals
- Blue Gate Restaurant & Bakery
- Woodlands Course at Whittaker
- Benton Harbor St Joseph Ymca
- Silver Beach Park
- Potawatomi Zoo
- Jean Klock Park
- Van Buren State Park
- Four Winds Casino
- New Buffalo Public Beach
- Shady Creek Winery
- Weko Beach
- Tiscornia Park
- Dablon Winery and Vineyards
- Four Winds Casino
- Four Winds Field




