
Cottage holiday rentals in Grand Beach
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Top-rated cottage rentals in Grand Beach
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Cottage rentals with a hot tub

The Cottage of Harbor Country - Close to it all!
I wish I could convey how incredible our stay was. Herb is a FANTASTIC host, and their home is so beautiful and cozy. This made for the most wonderful and memorable weekend. We walked in the door and immediately decided that we will be returning. THANK YOU!!!!

The Lemonade Cottage, New Buffalo. Walk to beach!
This cottage was super cute! I have to give big credits to some practical things like awesome shower (great water pressure), all needed amenities (like toilet paper, shampoo, dishwaher pods etc.) which are not always self-evident in all airbnb’s. The beds were comfortable. We also enjoyed the outdoor space a lot. We had done grocery shopping before checking in, but the local supermarket Barney’s seemed to have a wide selection, highly recommend!

Cottage near Hagar Beach Pet friendly with Hot tub
Great place to stay located right in the coast and close to fun towns. Lee is an amazing host!

Hot tub! Red Tin Cottage of Harbor Country!
We had a quick two night stay while visiting the area. The house was as listed and we had a great time. We loved the hot tub and the indoor space. Comfortable seating in the living area while we waited out the rain. There is a train that travels close by but otherwise had a great stay!

Blueberry Fields/ House and Retreat
Very peaceful to stay put here--bring what you need and stay in these beautiful surroundings among birds and gardens and an art-filled home. Or spend time on nearby beaches and trails, wander the nearby small-town shops and nice variety of restaurants and look forward to a hot tub soak and campfire. Donna's home is welcoming and inspiring!

Lake View Cottage
Wonderful little get away. Visited with another couple. The cottage is so cute and was everything that was described in the listing. There were travel guides o. the table, and the location was in the middle of everything we wanted to do. Thank you sp much for a wonderful stay. We can't wait to come back!

Sister Lakes Retreat Scenic View Hot Tub
Very nice place to celebrate our 50th anniversary with our family. The grandchildren loved the bunk room, hot tub, swimming and big table areas to play games. Many memories were made!

Union Pier, 3 BR+loft, hot tub, July 6-10 avail.
This house was a great weekend retreat for our family. It comfortably slept 6 (plus an infant). The beds were super comfy and the house was outfitted with everything we needed. The host was very communicative and even left us some brownies! We were happy to make use of the beach toys, the hot tub, the fire pit, AND the community house/pool. The neighbors are very close, so there is not a ton of privacy. But it’s a quiet neighborhood. We appreciated the options for both staying in/nearby and driving to nearby New Buffalo. (The neighborhood bakery is a must!) Renters should note that there are only two TVs in the house and they are in common areas. We actually prefer fewer so it wasn’t an issue for us, but I know some are accustomed to TVs in bedrooms! Bonus! There was an actual coffee grinder in the kitchen!
Pet-friendly cottage rentals

Bright Scandinavian-style cottage w/ private yard
Loved this cute little cottage! Very well decorated and the accommodations were great. Great location as well. Alannah and Nick were extremely accommodating and responsive. I would definitely visit again!

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan
Third time staying here - we love this place. Brendon and Bryndal do an amazing job communicating and their place is always clean and in great shape. We like the walking areas near the house for our pup and the disc golf in Michigan City. Always a pleasure to visit - thanks

The Koi Cottage - Union Pier- Dog Friendly!
The Place was clean and quiet. Beautiful trees surround the area. I am familiar with the New Buffalo and Union pier area. It was right in the middle of all the Restaurants. Sunroom was a great hang out. Yard was a large and private space to hang out and get a fire going. Of course, the koi fish was an extra bit of enjoyment, watching them. Would highly recommend this rental.

Vintage Romance Finds Cozy Charm at Depot Cottage
Very cozy and cute place! I loved the short walk into town. It was the perfect place to spend the weekend. My family & fur-baby adored this place and I definitely plan to come back. I loved the backyard! It’s so big! It was fun to hang back there and exercise. I have so many good things to say.

New Buffalo retreat - Perfect year-round getaway!
Our family of eight and a dog had a wonderful time here! The home was very clean, nicely decorated, and stocked with everything we needed. There were oodles of games and toys for the children. The hosts made themselves available if we had any concerns(we didn’t). Since we love the New Buffalo area, I think we’ll be right back here again!

DKM Cottage - 15 minute walk to Lake Michigan
What a beautiful location! Loved all the trees, beautiful yard to play games, super big fire pit, deck and grill was spotless! The inside was nice and spacious for the size. Great kitchen and bathrooms. The basement was large! We had an incredible time. Would come back for a longer vacation!

Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Very responsive and resourceful when all our needs. Will definitely consider returning in the future

Sawyer Beach Cottage walk to Warren Dunes
Good location! Cute stay :) Great food and dunes nearby! Perfect for stargazing! FYI the weather was pretty chilly in May!
Private cottage rentals

Beach & Downtown Getaway | Game Room Outdoor Oasis
Look no further!!! We couldn’t have found a better place! Super clean, extremely responsive, amazing property, IDEAL location, etc. I have absolutely NOTHING negative to add, we can’t wait to stay again! Thank you for such a wonderful trip, it wouldn’t have been possible without you!!! 5 stars!!!!

Family Friendly Private Beach Home New Carlisle
We could not figure out why Dawn’s place was named The Dump because it was anything but a dump. Dawn’s place was amazing! It was homey, well decorated, beautiful and had everything that we could have possibly needed. The beach was fantastic! Nice soft sand, plenty of seating, clean, and pretty seashells. Parking and check in were very easy. We inadvertently arrived about 20 minutes early due to a misunderstanding of the time zone (The Dump is in the Central time zone), Dawn was accommodating in this situation. The kitchen is fully stocked including, including kids dinnerware and utensils. We were able to make several meals at Dawn’s with everything that’s been provided, including grilling on the gas grill. The beds and pillows are very comfortable. The living/family room is super comfy. We loved the couch and blankets! The smart tv is a nice touch. We also really enjoyed the games. Dawn and her husband were very responsive and helpful. We would highly recommend this AirBnB.

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!

BeachyBu Cottage
What a great find Kristas place in Michiana was. From the beautiful location, to the deers walking by in the morning, to the short walk to the beach this property had everything we were hoping for. Michigan City and New Buffallo are only a short drive away for larger shops etc. We would definitely love to return in yhe future, thank you Krista for sharing your wonderful home.

Blueberry Hill Cottage ~ Beach Access ~
Highly recommend. 10/5 stars. Great location, communication, extremely cozy and peaceful and the beach access is top notch. We will be returning for sure.

Lakefront A-Frame - Beach, Kayaks & Pontoon Rental
We choose Trevah’s place for our family weekend getaway. It was fun. My granddaughter enjoyed the spacious home. She answered our questions in a timely manner and was helpful getting us connected with the Marina to rent a pontoon for the day. Our family had a blast. The one thing that we all had to get used to was the lack of window shades, specially for the sunrise. Don’t get us wrong. We loved all the windows. But it was something to get used to. Definitely would will consider coming back. Thank you Trevah for sharing your home with us. Otherwise lovely home.

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.

Cheerful 2 bedroom cottage with vintage vibes!
Jan’s place is fantastic! The place is immaculate and cozy. We especially loved all of the little details she thought of. Walking distance to restaurants and shops and a few miles to the beach. Private back patio was very nice. Jan checked on us through the trip and was very easy to work with. I definitely recommend you check out this spot.
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Lincoln Park
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Potato Creek State Park
- The 606
- Silver Beach Carousel
- The Beverly Country Club
- Flossmoor Golf Club