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

LAKEFRONT Secluded/Hotub/FIRE/90 min from ChIcago!
To begin the host is friendly and ensures you are given as much details as possible to make the trip great. The place was very quiet. We wanted a quiet area that had snow and this fit the bill. The hot tub was wonderful and quite relaxing. It snowed during our stay which made it experience unique, since most of the group is from the South or Southwest. The house has plenty of space for sleeping. We had 8 people in our group and we were comfortable. I plan to come back for my birthday in the summer months.

The Sawyer Cottage 3 bdrm 2 bath with hot tub
My wife and I took our four small kiddos here for a short spring break trip. The place was fantastic. Very clean, plenty of space, and the open concept kitchen was great with a busy family. The play set and fenced in backyard were amazing additions for our stay. They kept the kids busy and we knew that they were safe as we were able to watch from the 3 seasons room. Also, the hot tub was nice to relax in at the end of the day. I would certainly stay again if when we are in the area.

The Cottage of Harbor Country - Close to it all!
This house is such a gem! Herb was so communicative and provided everything we needed for a comfortable stay.

Cozy Beachy Union Pier Cottage
Wonderful cottage in a picturesque part of Union Pier. Will absolutely stay again.

The Great Escape: Blocks From Your Private Beach
Awesome house, I stayed here for a girls weekend and we just loved the space and view of the water. Tons to do in New Buffalo, and the house was so close to the main area of town.

Casa Playa New House in Union Pier w/ Private Spa
This is a great place, exactly as advertised. We loved the hot tub and all the fun stuff to do nearby.

J’s Beach House: Hot Tub & short walk to beach!
Great place to stay and the local area was absolutely gorgeous! We definitely appreciated how the host provided a binder full of local restaurants, instruction manuals, and places to visit! Not to mention, heated bathroom flooring was life changing! Thank you again ♥️

Blueberry Fields/ House and Retreat
My fiancé and I visited Donna’s place over a summer weekend, and we had the most amazing time. Donna’s house is so beautiful and welcoming - we felt at home. Her place was clean and is filled with the most thoughtful decor. It has everything anyone needs for a peaceful, relaxing stay. She was responsive right from the day of booking to our final day and even stopped by to meet us in person. We look forward to staying at her house again soon!
Pet-friendly cottage rentals

Rosie’s Cottage close to Warren Dunes (w pool)
This place was perfectly set up for a family gathering. The lower level head had an extremely comfortable couch that folded out to accommodate many people. There was a fun kids play area down there as well. The kitchen was incredibly well stocked with all sorts of cooking supplies. The bathrooms were clean and had plenty of amenities. Highly recommended!

Comfortable, charming vintage 2 bed/1 bth cottage
We loved our winter stay here with our dog. Fran thought of everything from extra blankets to dog waste bags! We wanted for nothing & loved the short walk to the main strip of town. Beds were comfortable, everything was exceptionally clean, the fenced yard was great for the dog, and communication with host was very responsive. We highly recommend this charming cottage for any time of the year. We will definitely stay here again!

Northwind Llama retreat 'Loft Cottage'
We had a lovely stay at NWL. It was just the holiday break we needed! Cozy living quarters, full kitchen, a pasture full of beautiful llamas and a couple very sweet doggos. Can't wait to come stay again! Highly recommend!

Cozy Cottage - Newly Renovated
friendly, responsive host. I really enjoyed my stay!

Elephant Walk- Cottage 5
I've been staying at here every summer for six years now. We love the location, the casual lowkey ambiance, the proximity to the beach and gorgeous sunsets and the comfort of the cottages. The hosts are so easy and flexible, we couldn't imagine a summer without a visit to Elephant Walk!

Private Vandalia Beach Front Cottage
This was such a nice weekend with our family. The cottage was stocked with everything you need! The lake is super quiet and pretty private! The place was clean and remodeled in the inside. Our first time booking an AIRBNB so we were nervous but we are so glad we did!

"The Pines" in Union Pier: Year-round getaway
I have been renting Airbnb for years and hands down John’s house was the best house I have ever stayed at. The beds were incredible ( please tell me where you got your pillows and bedding). There was lovely screened porch and great room. Every amenity was available. It was a very special weekend and we had a front row view of many deer in the area. Thank you for being such a great host. We will be back !

Bright and cheerful cottage on Long Lake.
It was a peaceful cozy cottage. Great view of the lake
Private cottage rentals

Family Friendly Private Beach Home New Carlisle
We absolutely loved our stay at “the dump”and rate this a 4.8! Photos do not do this place justice, it’s incredibly well maintained and perfectly beach themed with modern touches. The kitchen is updated and had everything we needed, including toddler friendly cups, bowls, plates (which was a bonus). Couch, kitchen chairs, pillows and beds were comfortable. Beach area is absolutely incredible, very large and there are shells which our toddler loved collecting. What would make this a 5 star: umbrella or shade structure for the beach when needed (it was super hot during our stay), deep cleaning of all cob webs under and around furniture, filters for coffee machine, dishwasher pods, laundry pods/detergent, luggage stands, hooks everywhere for clothes, bathing suits, towels, etc., filtered water brita or similar. Overall an amazing long weekend spent on the beach, we even added an additional day to our stay and it was super easy. Thank you so much; we will be back!!

Kelly Kottage
We had a great time at Candi’s cabin. Everything was very nice and clean. The fire pit was perfect for s’mores and we particularly enjoyed the screen porch.

Wishing Well Cottage
Booked this stay for our spring break. The kids loved it! Loved the fire pit outside for family quality time, made some s'more's! Beds and couch were very comfortable. Everything we needed was there. He even provided water bottles which was nice! We got to travel to see the lighthouse and children’s museum at St. Joseph. Definitely need to come back in the summer to enjoy more outdoor activities.

Charming 3BD cottage-1 block to Journeyman & shops
Desiree is the perfect host. The Oaks is a beautiful home with everything that we needed. I highly recommend this home. We were in Three Oaks for a wedding at the Journeyman and The Oaks is a great location for that wedding. We were able to walk to the venue. Three Oaks is such a cute town.

Australian Style Cottage Unwind / Reset Recharge
This was a perfect spot for my family of four while we enjoyed a long weekend in MI. Joe’s place was clean, peaceful, and relaxing. We walked to our favorite bakery every morning and even saw deer on the way. Joe checked in with us to make sure all was well and recommended one of his favorite restaurants which happened to be one of ours too! It was a wonderful weekend!

Lakeside House w/ Private Beach Access
This is our second time staying here this summer. We enjoyed it so much the first time we booked again. Great location with tons of good local eats. Christen is very easy to work with and so communicative. The house feels like home- so much that our kids asked when we were moving here. The walk to the beach is short and the privacy of the beach is so nice.

Peach Beach Cottage at Simonton Lake! 2 Bed/1 Bath
Had a wonderful stay at Peach Beach. Stacey was so friendly and helpful. The place was adorable and so well stocked. I really wished I was staying longer! It’s such a little oasis in the middle of Elkhart. Thanks so much and can’t wait to come back.

Cheerful 2 bedroom cottage with vintage vibes!
This was our second time staying here! We love the house it’s so cute, feels like very welcoming & it’s very clean! So many walkable places & so much to do in the area! Truly the perfect place for girls wine tasting weekend. Host is very welcoming & communication is easy and she’s always quick to respond. Such a gem of a small town, we’ve been twice and feel like regulars, we’ll definitely be back!
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- Warren Dunes State Park
- University of Notre Dame
- Potato Creek State Park
- Washington Park Zoo
- Silver Beach Carousel
- Point O' Woods Golf & Country Club
- South Bend Country Club
- Tippecanoe River State Park
- Woodlands Course at Whittaker
- Elcona Country Club
- Culver Academies Golf Course
- The Dunes Club
- Kennedy Water Park
- Lost Dunes Golf Club
- Warren Golf Course