
Family-friendly holiday rentals in Grand Beach
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Top-rated family-friendly rentals in Grand Beach
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Popular amenities for Grand Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Dunescape Beach Retreat, Downtown New Buffalo
We had a great stay! The house was perfect. It was nice and clean with a great rooftop deck and screened in porch. The location could not have been better, walking distance to everything in town. Everything was easy as far as check in and check out with a book explaining everything in the house. Mark was great at responding to questions. I would highly recommend staying here.

Beautiful RETREAT in the country
My girlfriends and I had a great stay! Ann’s place was peaceful and beautiful. We enjoyed relaxing outside, watching the animals and soaking in the hot tub. We will definitely be back!

The Getaway - Hot Tub - 3 BR 1.5 Bath
We made a last minute booking and the host was very responsive. The house was great had everything we needed and we had an amazing time.

Beautifully eclectic Sawyer cottage
This is the second year I rented this place for my birthday weekend away with friends. The house has so many accommodations for sleeping and different sitting areas. However, the main event is the kitchen. My friends and I love to cook and that's why we came back a second year in a row. The kitchen is unbelievably well-stocked with anything you might need to cook. There are multiple sinks so someone can be cooking while someone else cleans. The layout is perfect for people to hang out with whoever is cooking. There are two ovens. It is a dream. The house feels comfortable and lived-in, and it feels like there has been a lot of thought and intention focused on the user-experience. Cannot say enough nice stuff about this house, cannot recommend enough. Will be coming back for my 29 birthday.

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
We had an absolutely amazing stay at this beautifully decorated and incredibly comfortable home. From the moment we arrived, we felt right at home — every detail was thoughtfully designed, creating a warm and inviting atmosphere. The space was spotless, stylish, and perfectly equipped for a relaxing getaway. One of the highlights of our experience was the exceptional management team. They were extremely kind, friendly, and responsive, making everything seamless from check-in to check-out. It’s rare to find such genuine hospitality!

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!!

The Lake Escape -Cozy Lakefront Cottage Valparaiso
We stayed at Kimberly’s place for a girls trip and it was everything I had hoped it would be! We relaxed, boated, kayaked & went to town for the farmers market. The boat is a great amenity (really need a better anchor though 😅) The 1908 lake house was beautifully decorated & very homey! Perfect for our group of 5 ladies.
Family- and pet-friendly home rentals

SoulShine Inn • Pets Welcome•Fully fenced backyard
What a beautiful little cottage! Debra makes great use of the space. Very nicely decorated with little extras: coffee, tea, beach towels, beach chairs, even provided firewood. Rocky loved the fenced yard! Peaceful neighborhood, close to downtown and beach. Hope to return to this little gem.

The Bright Yellow Retreat
We loved how close this cute little house was to the downtown area. It was clean and tidy, beds were firm, but ok. It has a nice big yard, with plenty of outdoor seating. Would recommend.

Lakeshore Manor
There was plenty of space for our family and it was close to a lot of great/fun things to do during our trip to Michigan City, IN!

The Hideout near Warren dunes Red Arrow Cabins
We had a last minute stay for one night in this cozy little log cabin and had a great experience. The space was spotless and had everything we needed for a comfortable stay. Perfect for a quiet, short getaway. The host was responsive and check-in was smooth. Would definitely recommend for solo travelers or couples looking for a peaceful stay!! Our puppies loved it too!!

Secluded Log Home - Private Lake!
The house and location were absolutely beautiful! It was spacious and homey. The private lake and fire pit were our favorite part! It was secluded which made for a nice little getaway. The home was equipped with everything we needed for a perfect stay. We would definitely recommend.

Secluded Garden New Buffalo/Lakeside MI
We had a wonderful stay and will definitely be returning! The house was beautiful and extremely clean, the master bed was so comfy and the backyard was perfect for our pup to run around in. The location was also perfect and in a peaceful area, but also only about 10 minutes to New Buffalo and some amazing restaurants! I would definitely recommend and can’t wait to book our next trip back here!!

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.

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!
Family-friendly home rentals with a pool

Private Hot Tub and Association Pool!
Rented this property for a celebration with my book club. There were 10 of us and we were all very comfortable with our accommodations. The hot tub was great. Location was close to the Lake and we were able to walk the shore. The kitchen was well appointed. We ate most of our meals in and were able to cook quite easily. Would rent again

Well-Kept 4BR | Private Pool | Deck | Firepit
The Golden Girls Girls Trip 2023 is in the books. We loved everything about the home and amenities. There was only 4 of us, so having our own space was important. The kitchen had everything we needed for meals we cooked. The pool was beautiful and enjoyed spending an entire day in it. I have already shared this vacation home with a friend.

Beautiful home with Beach views in Beachwalk
Beautiful house with a stunning view, and walking distance from the beach.

After Dune Delight in Sun Coast Park
Such a cute home. Right across the road from the Warren dunes. Easy to get back and forth with a bicycle. The cutest little ice cream shop right next door. Bed was comfortable and the bunk beds are roomy. Would definitely stay here again.

Modern Farmhouse - Walk to Downtown, beach & pool!
We really enjoyed staying here! All the downtown stores/restaurants were minutes away in walking distance. The house was clean and looked like the photos. Host was super informative with important information prior to check in. Everyone agreed that we’d happily stay in this house again!

Nightingale Dunes - Modern beach town retreat
Great place for New Buffalo. Close to the downtown. Place is spacious, good outdoor seating, pool is really nice.

Exit 1 - Escape To The Lake
Beautiful condo in a fantastic location. Great sunsets from the balcony. Would absolutely stay here again.

SouthwestMi Paradise.
As always Linda and Kourtney were great. Second time staying here and everything was just as awesome as the first time. Thanks again
Quick stats about holiday rentals that are family-friendly in Grand Beach
Total rentals
70 properties
Total number of reviews
1.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
Destinations to explore
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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