Family-friendly holiday rentals in Northwest Indiana

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Popular amenities for Northwest Indiana family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Chicago
4.85 out of 5 average rating, 316 reviews

Lux Urban 3BR/3BA Duplex + Parking!

AllisonRating, 5 stars4 weeks ago
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.
Guest favourite
Home in Three Oaks
4.97 out of 5 average rating, 178 reviews

The Getaway - Hot Tub - 3 BR 1.5 Bath

KevinRating, 5 stars1 month ago
My wife and I and our twin 2 year olds stayed here over Mother's Day weekend. This home was perfect for us and had everything we needed as a family of 4! We really enjoyed all of the living space the home had to offer. From the front porch, to the 3 Seasons room, to the back deck. Our girls especially like the stoned area! They loved picking up the rocks and making piles lol. Don't forget the hot tub! It was super clean and we loved using it. The beds were super comfortable, and the bedrooms had everything we needed. A huge plus was having robes and slippers in every closet to use to go out to the hot tub! This location is at the end of a street and felt very private even though it was in a neighborhood. You are about a 2 minute drive to downtown Three Oaks. We would definitely stay here again. Also, Three Oaks is such a cute town and everyone was so nice! We can't wait to go back!
Top Guest favourite
Cottage in Union Pier
4.97 out of 5 average rating, 269 reviews

B's Retreat: Hot Tub & 10-min walk to Beach!

JamieRating, 5 stars1 week ago
Easy check-in and felt right at home. Jennifer was always responsive to messages. She also gave great suggestions for food etc. The house is located perfectly for walking to the beach, market, restaurants, coffee. It is also a great location for quick travels to New Buffalo, Three Oaks, Michigan City and more. We will visit again for sure!
Guest favourite
Home in Sawyer
4.94 out of 5 average rating, 159 reviews

Beautifully eclectic Sawyer cottage

OliviaRating, 5 stars1 month ago
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.
Guest favourite
Home in Bridgman
4.84 out of 5 average rating, 148 reviews

Private Retreat w/Hot Tub - Beaches & Wine Tours

MarvinRating, 5 stars1 day ago
This was a very nice home for our large family of eight adults and nine children for a four night stay. A five minute drive to Weko beach, a beautiful sandy beach on Lake Michigan. We enjoyed visiting the farmer's market, one mile down the road on Sunday, open from 9 a.m.-early afternoon. Mikey's drive-in, serving burgers, fries, ice cream, etc., is directly across the road from the property. The very large back yard with hot tub and fire pit was a bonus. On the couple of occasions that I emailed Rebecca with a question or comment during our stay, she was very promptly responsive. Our family would stay at this property again.
Guest favourite
Cottage in Three Oaks
4.87 out of 5 average rating, 187 reviews

Blueberry Fields/ House and Retreat

MartinaRating, 5 stars2 days ago
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!
Guest favourite
Home in New Buffalo
4.85 out of 5 average rating, 559 reviews

Debs Michigan hot tub house, open all year

SadieRating, 5 stars2 weeks ago
Thank you so much for opening your beautiful home to us for our getaway trip. It was the perfect place for an out of town trip. I’ll definitely be recommending your place to friends, and I hope to return in the future.
Top Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 278 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

JudyRating, 5 stars1 day ago
We had a great stay in Logan Square. The location has walkable access to the Blue Line making downtown easy. While this is a lower level unit, this does not feel at all like your standard “garden level”. It was full of windows and bright. Furniture was very comfortable. Bathrooms well appointed with amazing shower pressure. The bedroom is so quiet you get a great nights sleep. Bonus points for lamps on BOTH sides of the bed. The closet had high quality hangers plus good storage. The kitchen has everything needed for cooking or for storing leftovers from fabulous restaurants in area. The garage is a great bonus. Our young adult children live in the area and it was prefect for them to come over, hang out and visit with us. We spent time outside in the garden area with the fire table. Bryan was very responsive and helpful through our four-night stay. We will be back!

Family- and pet-friendly home rentals

Guest favourite
Home in South Bend
4.87 out of 5 average rating, 271 reviews

Home newly remodeled minutes from Notre Dame.

JamesRating, 5 stars4 days ago
How can I put in a few words how we felt about Cary’s house! We loved it immediately, everything outside, everything inside! Absolutely NOTHING was missing. Anything you needed was waited for you to need it. The house is meant to please the pickiest folks . You can’t name a thing that was a disappointment. Where else will you find a garden just waiting for you to pick it??
Top Guest favourite
Guest suite in Chicago
4.97 out of 5 average rating, 294 reviews

Stylish Studio in Historic Logan Square

PeterRating, 5 stars1 week ago
Liz and Martin did a great job providing clear instructions for check in and the place was exactly as described. The room was very clean and provided a lot of privacy. Great location and is convenient to the subway and the area has a lot to do.
Top Guest favourite
Guest suite in Chicago
4.94 out of 5 average rating, 163 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

TerenieRating, 5 stars5 days ago
Jamie was a really amazing host! She was friendly, helpful, caring and went over and beyond to make sure me and my kids were comfortable and had everything we need. Gave us lots of great recommendations to restaurants and as a first timer in Chicago she made sure I was aware of the traffic and other helpful information! My kids LOVE her she was vey nice, patient and gentle with them. Kid friendly house/area VERY quiet. The beds are the BEST after a long day of traveling very comfortable. The place was beautiful very nice decor and nicely maintained. We will definitely be staying here on our next visit to Chicago.
Top Guest favourite
Guest suite in Wood Dale
4.91 out of 5 average rating, 501 reviews

The Deer Suite

MikinaRating, 5 stars1 week ago
Private little oasis. The exact stay we needed. During a long road trip.
Guest favourite
Home in Michigan City
4.9 out of 5 average rating, 374 reviews

Best Deal In Michigan City 1.3 miles to Beach

MeganRating, 5 stars3 weeks ago
Crystal's place was clean and comfortable and had everything we needed. Crystal sent us all the information we needed for check in and responded to any messages very quickly. The house is very nice and lots of room. It had a lot of restaurants nearby and was a great place to stay to visit the Indiana Dunes. Would definitely stay again!
Superhost
Apartment in Berwyn
4.86 out of 5 average rating, 420 reviews

Berwyn Musical Apartment

MadelynRating, 5 stars1 month ago
Had a great experience, Kara the host was extremely kind and responsive with my questions and the place listed was exactly as it looked.Overall had a great stay!
Top Guest favourite
Home in Kalamazoo
4.97 out of 5 average rating, 207 reviews

Artist's Home, private level in quiet neighborhood

SarahRating, 5 stars1 week ago
Gay’s place was wonderful. She is super nice and she gave great recommendations. Her place was great and the bed was very comfortable. I would 100% recommend staying here.
Top Guest favourite
Farm stay in Winamac
4.8 out of 5 average rating, 110 reviews

GERMAN HAUS Individual Rental

AshRating, 5 stars2 days ago
Linda is a great host! Fast responder and answered any questions I had, incredibly nice and welcoming! Such a peaceful and quiet stay!

Family-friendly home rentals with a pool

Superhost
Home in Union Pier
4.78 out of 5 average rating, 9 reviews

Union Pier Home With Private Pool!

MargaretRating, 5 stars7 months ago
My family loved staying here! The house was very cozy and it was great to have some games and kids toys for my daughter to play with. We were celebrating my parents 40th anniversary and it was such a great touch to have a polaroid camera in the welcome items to capture memories of our trip! We also loved the local bakery down the street, everything was delicious and nice to walk to.
Guest favourite
Townhouse in New Buffalo
4.93 out of 5 average rating, 103 reviews

Dunescape Beach Retreat, Downtown New Buffalo

AmyRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Buchanan
4.92 out of 5 average rating, 202 reviews

Beautiful RETREAT in the country

MelissaRating, 5 stars1 week ago
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!
Superhost
Tiny home in Sawyer
4.77 out of 5 average rating, 137 reviews

After Dune Delight in Sun Coast Park

GabrielaRating, 5 stars9 months ago
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.
Superhost
Home in Michigan City
4.92 out of 5 average rating, 107 reviews

Beautiful home with Beach views in Beachwalk

SamanthaRating, 5 stars8 months ago
Well-maintained house, spotless upon arrival, great view of the area from the kitchen. Ice machine was a great touch especially with a bunch of people in the house! Would definitely come back!
Guest favourite
Home in Roann
4.88 out of 5 average rating, 224 reviews

Pool House On The Lake

ShannonRating, 5 stars3 weeks ago
This place was amazing for our family vacation. The goal was to spend family time together & there was plenty for us all to do. Lots of outdoor activities in nature! The beach was great for adult hang-out & games of spike ball (which we brought), & fun in the sand for the kids. Loved our pontoon boat rides & campfires as well. The indoor pool was great anytime day & night & was always a good back up in case it we had rain. The common areas were large enough for us to all have space & there was plenty of sleeping room. We had an amazing time & will definitely revisit. Ryan was courteous & quick to respond. Absolutely loved this trip!
Guest favourite
Cottage in Union Pier
4.96 out of 5 average rating, 206 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

EmilyRating, 5 stars1 week ago
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!
Guest favourite
Cottage in New Buffalo
4.94 out of 5 average rating, 168 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

TerieRating, 5 stars3 weeks ago
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!!

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