
Pet-friendly vacation rentals in Rolling Meadows
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Top-rated pet-friendly home rentals in Rolling Meadows
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Pet-friendly house rentals

Lake house Monica Steps from the lake! 4BD 3bath
The house had plenty of room for my family of 10. We truly appreciated all of the extra things to do at the house. The pool table/ping pong table was a hit for the young adults. The fact that they had enough kayaks that the young adults could go out in a group was a huge plus. The only negative I would say is the amount of lily pads in front of the house didn’t allow for swimming off the dock or fishing. Obviously this is not the fault of the owner so we made the best of it.

Entertain on The Chain! water sports and sauna.
Tucked along the quiet northern edge of Antioch, this house doesn’t just offer a place to stay - it gives you something to feel. Vaulted ceilings, custom barnwood beds, and raw concrete countertops set the tone: warm, solid, and built with intent. The private beach isn’t flashy - it’s better. Soft sand, still water, and no reason to rush. Grill outside, gather at the big family-style table, then sweat it all out in the sauna that feels like it was made to erase stress. The beds hit the sweet spot between firm and forgiving. Every corner of the place feels curated without being pretentious. Jewel is just up the road if you need supplies, but you’ll quickly forget the outside world exists. And Waylon? The kind of host you rarely get - quick to respond, genuinely helpful, and fully dialed in without hovering. This isn’t just a weekend rental - it’s the kind of place that makes you rethink how you spend your time off. You’ll leave better than you arrived.

Cozy home in front of the park and close to NIU
The house was perfect for what we needed for a quick weekend visit.

Little Blue House
Alex is a great host! Dog friendly places are hard to find and his place made my dog feel super comfortable. Love this place and definitely will be back.

Duplex in Dekalb, IL
Really enjoyed staying at Elizabeth's Moluf St duplex! Great open layout, comfortable furnishings, large fenced yard perfect for dog, thoughtful appliances and amenities. Really love parking in attached garage!! I've stayed here before and hope to stay here again. Thanks!

Spacious 2082 sq ft Home & 1 Mile Walk 2Town/River
We enjoyed staying at Nicole’s house in Geneva Illinois. It was clean, comfortable, and pet friendly. Nicole was very responsive when we had a couple questions and always friendly. The house is very spacious and all 4 bedrooms have plenty of room. The backyard is very nice. It’s about a 1-mile walk to downtown Geneva or an easy drive. We didn’t use the 2nd floor since there were only two of us, but if you have a larger group you will have plenty of room. Highly recommend!!

Enjoy Life Right on the Lake with Amazing Views
The Lake House was a great find. It had all the amenities we needed to have a comfortable stay. We made all our meals at the house and the kitchen was well stocked with what we could need. We’re big coffee drinkers and the keurig was definitely a bonus for us. It was lovely waking up to views of the lake every morning. This place was also dog friendly and our dog enjoyed looking out at the lake and watching the geese. It was cold during our stay so we didn’t have a chance to enjoy the patio or fire pit but it must be very enjoyable in the warmer months. The host was also very attentive, reaching out to see if we needed anything. So if you’re visiting the area, I’d definitely recommend staying here!

Adorable house Madison Street w/ 2 car garage!
My family of four (two kids) stayed here for a few nights before a flight at Chicago O’Hare. We really enjoyed the comfortable home and slept well! Jill was so kind and helpful. We really loved the area as well- walkable to a super cute street of shops and restaurants! We also appreciated the garage and felt very safe. We would stay here again!
Pet-friendly home rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We were in town for Thanksgiving visiting family with our dogs for 4 nights. Communication with host was great. The house was very clean, well furnished (we cooked the Thanksgiving meal there), recently renovated kitchen (huge kitchen island) with high end appliances, and yes there are 6 bedrooms (some small but nice). Rooms are split between three floors so everyone had room/privacy. Backyard with pool was great, lots of space for dogs, everything is fenced in but the front which was not a problem as the house is on a dead-end street with very little traffic. This is definitely a superhost home, all your condiments, lots of nice touches and snacks/gifts. We will definitely stay there again on our next visit to family in Chicago. House is locate between 41 and 94 making travel around Chicago easy.

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

FUN-tana All Year Round Abbey Springs Fontana WI
Joan's daughter, Rebekah, communicated directly with me through the Airbnb app. She provided detailed check-in instructions, a phone number to contact her, etc. It seems Rebekah lives in Hawaii so please keep note of that for response times, etc. The house was comfortable, very clean, and well-appointed. Joan and Rebekah have a beautiful collection of original art, artifacts, etc. so please keep that in mind if you are bringing small children to the home. Please note that the 1st floor bedroom has a king bed and full bathroom; and the lower level has 2 twin beds in the open area, 1 full bed and 1 twin bed in the first bedroom, and 1 full bed and 1 futon in the second bedroom (including a full laundry and utility room in a closed room).

Entire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Relaxing Four Season Getaway near Lake Geneva
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!

Living the High Life Pool House
The pictures don’t do this place any justice… beautiful home and great amenities provided like linens and towels. Plenty of activities, great for families or a group of friends.

2-level PH w/ 2 Luxe Suites Combined; Spa Access
Had a great time! Beautiful place and great location. Matthew was very quick to respond and flexible

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
Excellent. A beautiful homecoming after 7 weeks of travel. Thanks for the immaculate details, cleanliness and fun for the entire family. This is our go to whenever we are in Chicago.
Private, pet-friendly home rentals

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

Evergreen Retreat
This is a very beautiful house with TONS of space, big and perfect for my healing retreat, I hosted 9 ladies, the backyard is huge plus there was an outdoor event area. The place looked exactly like pictures, clean, host was responsive and polite. The house is very relaxing and peaceful. I would definitely recommend!

Less is more! Pet friendly Tiny Home near Chicago!
One of the best tiny house experiences we’ve ever had! We truly enjoyed every moment of our stay—everything was thoughtfully designed, cozy, and peaceful. Would absolutely recommend it to anyone looking for a unique and relaxing getaway!

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80
The listing doesn’t do this place justice. It was so very very clean, well appointed including an iron and ironing board which wasnt mentioned in the listing. Quiet and safe neighborhood. Plenty of hot water and more than enough bath towels and wash cloths. Shower gels and shampoos provided. Well appointed kitchen and freezer full of ice. The bed was so comfortable I overslept every morning. Super easy check in and out. I’m going to mention again the cleanliness of the place - on a scale of 1 to 10 it was a 20. I highly recommend this place.

a SIMPLE place
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!

Townhome Near Munster/Hospital/BP Refinery
The house was very clean and comfortable. Great location and safe neighborhood. We loved having a garage! The hosts were very attentive and we will be back.

Quiet cul-de-sac with huge fenced in backyard
Absolutely loved staying here. Tom was an awesome host. He has very detailed instructions throughout the house for everything from connecting to the WiFi to how the individual tvs work. The couch in the living room is stupid comfortable and the master bedroom was cool and dark. 10/10 would stay here again

Downtown Wilmette Micro Studio
Anna and Chris are great host. I am very happy to find her place I definitely recommend. I had great time and I appreciate the patience and guidance as I need a lot.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Racine North Beach
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center