Family-friendly vacation rentals in Hazel Crest

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Popular amenities for Hazel Crest family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The spacious living area features an open layout with hardwood floors, a stylish orange accent wall, and a cozy fireplace. A large sofa and a wooden coffee table are positioned for relaxation, while a dining area and kitchen are visible in the background.
Home in West Town
4.85 out of 5 average rating, 314 reviews

Lux Urban 3BR/3BA Duplex + Parking!

LauraRating, 5 stars2 weeks ago
Our host was extremely tentative and helpful. We really enjoyed our stay at the home. It was big enough to accommodate our family plus a few other visitors, plenty of beds, plenty of living space so people didn’t have to be on top of each other. Very close to downtown and the blue line which made going to the airport and downtown much more accessible. we didn’t even have to rent a car.
A spacious bedroom features a large bed with neutral-toned bedding. Two matching lamps on bedside tables illuminate the area. Large windows with light fabric treatments allow natural light to enter, while a potted plant adds a touch of greenery to the room.
Apartment in Bronzeville
4.33 out of 5 average rating, 24 reviews

Spacious 2bdm unit 15min to Dwtn

Helena ORating, 5 stars3 months ago
This place was extremely great! It was close to downtown and lots of restaurants and food near by the bnb! Only thing I’ll say is the shower head is kind of flimsy but besides that everything is nice clean and the rooms are huge! Very peaceful and quiet over there!
The exterior of a multi-story apartment building is depicted, featuring a brick facade and multiple balconies with railings. The structure is set against a clear sky, with trees visible in the foreground, contributing to the neighborhood's character.
Condo in Andersonville
4.89 out of 5 average rating, 9 reviews

Bright and Beautiful Penthouse - Close to the lake

GautamRating, 5 stars33 months ago
We had a great stay at Delphine's place in Uptown. The location is excellent, being on a tree-lined street, but very close to the Red Line, the Broadway bus, Andersonville, Little Asia, grocery stores and more. As we had a little kid, being right on top of the little park downstairs was also very convenient. On the flipside, it can get noisy in the summer with lots of kids/playgroups coming there, but as parents, we didn't mind. Delphine herself was very quick to respond via Whatsapp to all our queries before and during our stay. One thing to keep in mind at her place is that you are very much living in their home. If you are looking for an apartment that is only intended for guests, this is not it. While it is plenty big as a 2BR/2BA, it is full of stuff, furniture, photos, books, toys, etc. They have made a very nice office space in the main living area, but the drawback is that the living area is now very cramped. The main bedroom has 2 queen size beds in it, which is a bit weird, so we just ended up using one bed to keep our clothes on. The other bedroom with bunk beds is excellent for kids and more spacious. So overall, a great place and a great stay, and especially good if you are a couple with 1 or 2 kids. Just a bit cramped and crowded with stuff. We stayed for 2 weeks.
Superhost
A landscaped yard surrounds a custom-built home, characterized by a combination of brick and stone. Colorful flower beds, including yellow daffodils and blue flowers, enhance the outdoor space, set against a backdrop of bare trees and a clear blue sky.
Home in New Buffalo
4.88 out of 5 average rating, 26 reviews

Dogwood Delight Hot Tub Rest, Relax & Reconnect.

KennethRating, 5 stars20 months ago
Our group of 8 friends enjoyed our stay very much. The house was nicely furnished and the kitchen well-equipped. Given that the weather wasn’t great for beach days, the hot tub was a very welcome feature. Our only quibble was that closets were lacking or locked, leaving guests without a place to hang clothes. Prospective guests might also want to know that the three upstairs bedrooms share one full bath, with the second bath en-suite in the first floor bedroom. All in all, the house served us well for a long weekend getaway.
Guest favorite
A rustic wooden table is set with an assortment of board games, popcorn, and beverages. Two wooden chairs flank the table, while a well-lit staircase is visible in the background, leading to the upper level. Green walls add a cozy touch to the inviting space.
Cottage in Valparaiso
4.93 out of 5 average rating, 412 reviews

The Lake Escape -Cozy Lakefront Cottage Valparaiso

KimberlyRating, 5 stars1 week ago
My daughters and I celebrated Easter at Kim’s cottage It’s clean, beautifully furnished and she is extremely responsive (I mentioned I forgot OJ on the phone and she was in the area and she left two OJs at the door) The cottage is cozy and fun We grilled, dyed eggs, watched movies, played a board game and loved the hot tub It’s clean clean !!! Just book it It’s a jewel box
The living room features large windows providing views of the natural surroundings. A comfortable seating area with a sectional sofa and coffee table is complemented by a flat-screen TV. Sliding glass doors lead to the outdoor deck, where patio furniture is visible.
Home in Miller
4.54 out of 5 average rating, 162 reviews

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

NicoleRating, 5 stars3 weeks ago
10/10 recommend staying here if you’re looking for a place 45 minute drive into Chicago. Hot tub was the perfect addition. Would definitely stay here again
Superhost
A well-appointed bathroom features marble tile accents and a modern vanity with a single sink. Shelves display neatly folded towels, while a framed sign hangs above the toilet. Natural light fills the space, enhancing the clean and functional layout.
Home in Beverly Shores
4.91 out of 5 average rating, 133 reviews

Dunes Vacation Rental

DaveRating, 5 stars8 months ago
Very nice place right by the Indian Dunes; property is very nice with lots of great landscaping, outdoor furniture and open spaces. Outside had a large 8+ person hot tub, grill, upscale fire pit, nice landscaping/frog ponds, and lots of deck space/lawn space. House itself was very well appointed and clean -- worked great for our group (6 adults, 8 kids). Mark was quick to respond whenever we reached out.
Top guest favorite
A peaceful outdoor space is presented, featuring a stone patio with wicker furniture, surrounded by lush green grass and well-maintained flower beds. A large tree provides shade, enhancing the natural ambiance of the garden area.
Condo in Logan Square
4.98 out of 5 average rating, 270 reviews

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

DawnRating, 5 stars1 week ago
What an unbelievable find! This garden apartment is an 8 minute walk to my daughter’s apartment! I was looking for a place close to hers for a weekend visit. This place was perfect and it had a garage to park my car in! The interior was pristine. Beautifully decorated, the bed was comfy, big beefy towels for the shower, and you wanted for nothing! This place was fully stocked with necessities! I would recommend this place to anyone looking for an extremely nice stay in a great neighborhood with the added security of a garage to park in! Oh and there is a nice patio in the back yard if you want to sit outside on a nice day and relax! I will definitely be coming back the next time I come to visit! Thanks Bryan!

Family- and pet-friendly home rentals

Guest favorite
A bright workspace featuring two desks is positioned against a green wall. Each desk is equipped with a desk lamp and various office supplies. Natural light enters through two windows, framed by wooden trim, highlighting the polished wooden floor.
Apartment in Logan Square
4.89 out of 5 average rating, 398 reviews

Sunny Logan Square Artists' home

JordenRating, 5 stars3 weeks ago
Loved our stay. Cool neighborhood with lots to do in the direct area. Great advice from Kyle about where to go. Would definitely stay again!
Guest favorite
A brick bungalow features a welcoming front porch adorned with a US flag. The porch includes a railing and seating area, while flower pots add greenery. Stairs lead up to the front door, which is detailed with a decorative screen.
Guest suite in Portage Park
4.94 out of 5 average rating, 157 reviews

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

JulieRating, 5 stars2 weeks ago
Jamie’s place was a perfect spot to stay in Chicago. There is access to the L within a few miles (with parking structure), and there are many walkable places locally. We highly recommend Caesar Pierogis on West Irving (offers gluten free pierogis). The neighborhood is charming and safe for walking. After long days of exploring, we came back to Jamie’s place and enjoyed watching Netflix and relaxing in the living room. The kitchen is stocked with utensils, and there is a grocery store within walking distance. Jamie is a very thoughtful host, and her home is quite accommodating. We had a lovely get away. Thank you, Jamie!
Guest favorite
Townhouse in Old Town
4.85 out of 5 average rating, 169 reviews

Downtown Elegance ✨ Private Yard Parking

JohnRating, 5 stars1 week ago
Alex was great at communicating and following up. We had some questions and she was responsive. Also goes beyond expectations on things like forgetting coats :0) - thank you! The location is great. Short walk to a Main Street of bars and restaurants, kid friendly too - happy campers pizza joint was a great reco! Also close to the brown line train station and not too far into town - we walked it with children and it was fine. House is really large, spacious. I know some have mentioned about hearing the train, but that is part of city living, it was more than fine. Enjoyed the stay, would recommend it and would go back again if visiting Chicago. Thanks Alex!
Top guest favorite
The bathroom features a tub and shower combination alongside a white vanity with dual sinks. Shelving holds neatly folded towels and essentials. Natural light is provided by a window above the sink, enhancing the spacious feel of the room.
Apartment in Andersonville
4.93 out of 5 average rating, 430 reviews

Andersonville Living

KatieRating, 5 stars3 days ago
These hosts are lovely as is this space. The amenities are wonderful and go beyond what they would need to provide - making travel easier! The apartment is spacious, comfy and clean. The area is full of places to go and also right on the Clark bus line, making access to the rest of the city easy peasy. Highly recommend.
Guest favorite
A well-organized bathroom features wooden cabinetry and a spacious vanity area with dual sinks. Vanity lights create a bright environment, while two framed mirrors enhance the space. Towels and personal items are neatly arranged, providing functionality and ease of access.
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 338 reviews

a SIMPLE place

KaitlinRating, 5 stars1 week ago
This is the 2nd time I've stayed here, and it is always exactly what I need. The space is great, the neighborhood is safe, and there's a Lou Malnatis and Portillos within a 15 min drive. Will definitely stay again!
Guest favorite
A dining area features a round wooden table surrounded by six black chairs. A faux greenery accent wall adds texture, complemented by a non-operational neon sign above. Natural light enters through two windows, illuminating the space with a neutral rug beneath the table.
Apartment in Irving Park
4.94 out of 5 average rating, 237 reviews

Cool and Modern Chicago Apartment near Transit

AlexanderRating, 5 stars2 weeks ago
Definitely a great weekend! The look, and feel of the place was very comforting, and had a great flow. Design was tasteful, and anything that was needed was right where you’d expect it to be! A definite recommend!
Top guest favorite
A sunlit living area features large windows framed by wooden accents, allowing natural light to illuminate the space. A comfortable futon is positioned alongside an armchair and a glass coffee table on a textured rug, with a small television and simple wooden furniture completing the layout.
Apartment in Logan Square
4.95 out of 5 average rating, 509 reviews

2nd floor of 1908 brick two-flat in Logan Square

KathlynRating, 5 stars1 week ago
Thank you for sharing your wonderful space. It was perfect to spend time as a family while moving our daughter in Logan Square. The park nearby was so easy to manage for our dog who joined us. Paul was responsive and helpful. Got to meet his pup who was adorable. Will definitely stay here again
Top guest favorite
A bathroom sink area features a white porcelain basin with chrome fixtures. A wooden vanity below provides storage space. Above, a mirror reflects a framed piece of wall art. A teal towel hangs on a hook next to the sink, while a bottle of hand soap sits on the countertop.
Guest suite in Miller
4.96 out of 5 average rating, 357 reviews

Miller Mermaid Suite-100 yds from the beach!

VictoriaRating, 5 stars5 days ago
Jennifer was very accommodating and quick to respond. The place was perfect for what we needed. Had all the kitchen and bathroom stuff you would need. Cute place close to the beach!

Family-friendly home rentals with a pool

Home in Michigan City
4.67 out of 5 average rating, 6 reviews

Dog Friendly Golf Cart included in Beachwalk w/ Po

KyleeRating, 5 stars36 months ago
Loved it! Awesome for kids and adults. Location is awesome and the house is beautiful.
Apartment in The Loop
4.76 out of 5 average rating, 216 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

LauraRating, 5 stars1 week ago
Fantastic location, felt incredibly safe, and was exactly as described. Great space and made for the perfect spot for our family during our stay in Chicago. Would absolutely return.
A covered front patio features two comfortable wicker chairs positioned on a wooden deck. An American flag gracefully flows in the breeze, with trees visible in the background. The view showcases nearby homes and a clear blue sky.
Home in Michigan City
5 out of 5 average rating, 11 reviews

Beachwalk Resort - Kid Friendly w/ FREE Golf Cart

HeatherRating, 5 stars8 months ago
Beachwalk Resort was a great place for families! The Anchor house was beautiful and although the fridge was broken, management worked to get a replacement and reimbursed us for the groceries we lost. That was the only issue we ran into! Overall, a lovely home with lots of space and an absolutely amazing kitchen. Would love to return one day!
Superhost
Home in Michiana Shores
4.77 out of 5 average rating, 13 reviews

Private Heated Pool and Pet Friendly!

RichardRating, 5 stars20 months ago
We enjoyed our stay with our son and his family. The house, yard and pool were perfect for our grandson and their two dogs. The neighborhood was very quiet and walkable. Our only possible concern was the lack of communication about the lawn being mowed and the pool being serviced on the Friday of our stay. It would have been nice to know so we could have had the dogs inside before people came into the yard.
Superhost
A serene outdoor pool is surrounded by a stone patio and well-maintained greenery. Lounge chairs are placed nearby, and vibrant foliage provides a peaceful backdrop. Sunlight reflects off the water's surface, creating a calming atmosphere.
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars8 months ago
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!
Apartment in The Loop
4.63 out of 5 average rating, 60 reviews

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12

ParitoshRating, 5 stars4 months ago
I had an amazing stay at this place. Felt like home.The space was clean, beautifully decorated, and thoughtfully equipped with everything I needed for a comfortable visit. The host was incredibly welcoming and responsive, making sure every detail was perfect. The location was ideal, close to local attractions yet peaceful and quiet. It truly felt like a home away from home, and I can’t wait to book again for my next trip. Highly recommended!
An outdoor tennis court is encompassed by a green fence, featuring a smooth surface marked with white lines. A net stretches across the center, with benches visible in the surrounding area. Nearby, parked vehicles are located on a gravel lot.
Home in Michigan City
5 out of 5 average rating, 9 reviews

Pet Friendly Resort Charmer w/ Golf Cart

AhmerRating, 5 stars10 months ago
Phenomenal option for vacation!!! Beautiful home thats 5 minute walk to a beautiful beach on Lake Michigan. Lots of things to do for family, including a pool, small lake swimming, fishing, shuttleboard, pool table, ping pong, kayacking, stand-up paddle board, movie room, basketball court and tennis court!!! I'm sure I'm missing a bunch of things. Oh and coffee shop with snacks too on the ground. The homes are beautiful and well-taken care of. Kids told me they want to come back next summer!!! Indiana Sand Dunes is also just a 15 minute drive to the east end of the national park.

Destinations to explore