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

The Lemonade Cottage, New Buffalo. Walk to beach!
We loved our stay! The cottage was so cute and very clean. It is in a residential area, but still feels very private. The neighborhood was quiet. The outside/backyard area is amazing. We could walk everywhere (restaurants, shops, beach, market, etc…). We did not get into our car once from when we parked it until we left. Nancy was so nice to work with. She called us on our way there to let us know the hot tub motor was not working. That was not a big deal us, but she was proactive in telling us and she had it fixed by the next day. We would 100% recommend staying here and might book it again ourselves.

Casa Playa New House in Union Pier w/ Private Spa
Our stay was absolutely wonderful. The hosts were incredibly hospitable and flexible, making everything so easy and welcoming from start to finish. This home holds a lot of sentimental value for our family — we spent many years vacationing in this area growing up — and it meant so much to be able to return to the area and create new memories in such a beautiful, well-kept space. We couldn’t be more grateful and would highly recommend this place to anyone looking for a relaxing, meaningful getaway.

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!

Designer Cottage Relax Beach Pool & Spa—Windjammer
Lovely home, many well thought out perks like fans in upstairs rooms and beach toys for kids! Info said it was an easy short walk to beach so I spent a whole lot more than I usually would. With children it would not be pleasant and is really not a short walk (and is on a semi busy road) & beach is down a whole lot of steps. BUT there are parking spaces so it was fine. Within the house, the steps are fairly steep at parts & there are 2?big ones going into house &!these were hard for my 70 year old mom w knee issues. So if person reading reviews is one of those people, this might not be THE place. That being said, it is very short walk to community pool & host is very responsive & house is beautiful! My mom mostly stayed within first floor including an awesome bed/bath on ground floor. There are games (although I didn’t love the Ouija board 🫣😂) . This would be a great place for multiple family / friends to split cost ;) Its very beautiful & community pool & hot tub are great!

Perfect Get Away - Private Hot Tub - Lots of Room
This is our 5th year of vacationing in New Buffalo and have stayed at Missy's place on 3 of those visits! The house works beautifully for our family (7 adults and 4 kids under 6 yo) and you're never tripping over each other, which makes it so relaxing! We'll be back!!

Lake View Cottage
Super clean and attractive… quiet, restful area. Great location to visit some interesting towns in the area. It was really easy to connect with Liz. Would highly recommend her lovely home for your stay!
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!

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!

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!
Wonderful home and location! Our family loved spending time here during our stay in new Buffalo. The yard was perfect for our dog. Colton and Abbey were terrific hosts.

Lake Michigan Cottage Retreat
We had an amazing time at this beautiful cabin! The decor was thoughtfully done and made the space feel cozy and welcoming. It was also very comfortable and just a short walk from the beach, which was a huge plus. Ryan was a great host, super responsive and helpful throughout our stay. Highly recommend!

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
The house and location were great for a quick getaway!
Private cottage rentals

Family Friendly Private Beach Home New Carlisle
Great place to stay, right on the beach, comfortable.

The Cottage of Harbor Country - Close to it all!
Wow, what a gem! This place was charming, spacious, neat, with a great backyard and conveniently situated within 15 minutes of anything you could need or want. This is not your bare minimum cut and paste Airbnb—the beds and pillows were incredibly comfortable and luxurious, the decor was unique, the space was toddler friendly, and the kitchen was very well stocked. A great stay for a group overall, we’ll be back!

Elephant Walk- Cottage 5
The neighborhood is adorable and the easy approach to the beach makes this great for little kids and older adults. I appreciated being able to bring my pup and the fenced-in yard allowed me to relax in the Adirondack chair while she safely explored. I tried Seedz Brewery in town, and 2 in New Buffalo, as well as dined at Cafe Gulistan (-(-(all great experiences) and just really enjoyed a peaceful R&R weekend. I look forward to returning someday!

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.

Modern Michigan Cottage
The place was a lovely little house on a beautiful, peaceful property. Everything went great. When I asked for help to adjust the A/C temperature, I got a response within minutes.

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.

Blue Haven Lake Cottage
Such a cute place in such a cute town! Tons of restaurants, breweries, beaches, and shops. House was in a peaceful part of town which we loved. Had all listed amenities and was very clean! Would highly recommend!!

Union Pier, 3 BR+loft, hot tub, July dates 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!
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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
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Washington Park Zoo
- Potato Creek State Park
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center