Pet-friendly holiday rentals in Edgewater, Chicago

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Popular amenities for Edgewater, Chicago pet-friendly home rentals

Pet-friendly house rentals

Top Guest favourite
Home in Highland Park
4.97 out of 5 average rating, 121 reviews

Charming Ranch-Style Cottage

MustafaRating, 5 stars1 week ago
We stayed at Alix’s for one night. Our stay at Alix’s place was quite comfortable. Everything was exactly as described. We made use of the devices provided like the iron and ironing table, and the hairdryer. To my wife’s delight, the bathroom also had individually packaged makeup remover wipes! Body lotion was also provided. The air conditioning worked perfectly and we were able to sleep comfortably. Would recommend!
Top Guest favourite
Home in North Side
4.98 out of 5 average rating, 108 reviews

Flat in Lincoln Park 2-Flat Central to Everything

OlivierRating, 5 stars1 month ago
We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !
Superhost
Home in Bensenville
4.83 out of 5 average rating, 100 reviews

Skyway w/ Shuffleboard

HeatherRating, 5 stars1 month ago
Wonderful house for our group of 10 ladies! Blaine was great and prompt with all communication. Would definitely stay again and recommend to others
Superhost
Home in West Rogers Park
4.92 out of 5 average rating, 142 reviews

House 5BED/3BATH/1PARKING close to Downtown & Lake

JenniferRating, 5 stars1 month ago
This is great, quiet little neighborhood; it doesn’t feel like you’re in a big city. It was nice to go to a couple Cubs games, hang out in the city, enjoy the amazing food, and then head back to a quiet space. Specifically, Junni was very responsive and friendly. We had a couple little snafus that were all me but Junni was there to help and that’s unusual in my experience. I highly recommend and will do it again!
Guest favourite
Home in Avondale
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars2 weeks ago
Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!
Top Guest favourite
Home in Berwyn
4.99 out of 5 average rating, 146 reviews

Retro Modern Bungalow | fire pit | free parking

JenniferRating, 5 stars1 day ago
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!
Guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 137 reviews

Quiet cul-de-sac with huge fenced in backyard

AshleyRating, 5 stars2 weeks ago
A great spot!! A friend and I were in town for a concert and this place was perfect! The patio was really cool and Tom has the cutest dog!!
Guest favourite
Home in Logan Square
4.95 out of 5 average rating, 152 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AlexRating, 5 stars2 weeks ago
Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!

Pet-friendly home rentals with a pool

Guest favourite
Apartment in South Loop
4.95 out of 5 average rating, 42 reviews

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

MatildaRating, 5 stars1 month ago
Stayed here for my girls trip and it was a super convenient location! It was our first time visiting Chicago, and it was perfect. Had the most beautiful view we loved the private patio. Beds were all comfy and the hosts were extremely communicative the entire stay. Would definitely stay again!
Apartment in West Loop
4.83 out of 5 average rating, 35 reviews

Level Junior Two Bedroom Suite | Fulton Market

AlannaRating, 5 stars3 weeks ago
Had such a great stay! Everything was very clean and all information given was thorough.
Superhost
Townhouse in Forest Park
5 out of 5 average rating, 3 reviews

Forest Park Oasis - Dog Friendly - Parks - the "L"

CarmenRating, 5 stars1 week ago
Absolutely wonderful stay! The place was spotless, beautifully decorated, and had everything we needed for a comfortable visit. The host was thoughtful in making check-in easy. Although we didn’t travel with children the park across the street would be an added plus for families with children (soccer field, skate board ramp, playground & tennis courts). The neighborhood felt very safe and family-friendly! We felt right at home and would definitely stay here again. Highly recommended!
Superhost
Apartment in South Loop
4.8 out of 5 average rating, 10 reviews

South Loop | Rooftop With In & Out Parking | 1

NilimaRating, 5 stars1 week ago
Elegant furnishings & easy check-in & check-out. Good neighbour hood
Superhost
Apartment in Logan Square
4.79 out of 5 average rating, 70 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

FedericoRating, 5 stars1 week ago
Kevin and Kayla’s unit on W Diversey Ave was a cozy and convenient spot for our Chicago trip. The space was clean, well-equipped, and had everything we needed, with quick access to buses and the Blue Line. The only minor downside was some occasional dog-walking noise from the unit above, but as it has already been mentioned before, it is to be expected. Mattresses were a bit wobbly for our tastes but it's a matter of preference. Overall a great, cozy place on a very convenient location in Chicagoland. What really stood out was Kevin’s excellent hosting—he went out of his way to make us feel at home, regularly checking if we needed anything, and was quick to help in-person when we had a small hiccup on our last day. Super responsive and friendly and a true host!
Superhost
Apartment in River North
4.74 out of 5 average rating, 277 reviews

Level ◆ New Luxe Two Bedroom Corner Suite

Don Rating, 5 stars3 weeks ago
The place was spectacular. The views are breathtaking. My family and I loved the place.
Superhost
Apartment in Bridgeport
4.77 out of 5 average rating, 31 reviews

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars4 days ago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.
Guest favourite
Apartment in South Loop
5 out of 5 average rating, 5 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

CarolRating, 5 stars1 week ago
We had a great stay! The place was exactly as shown in the listing—clean, comfortable, and well-equipped. We had some minor issues with the digital locks, but the host was always very quick and helpful in resolving them. Overall, a very positive experience and we’d definitely recommend it!

Private, pet-friendly home rentals

Superhost
Apartment in Andersonville
5 out of 5 average rating, 19 reviews

Summer Dates Open: Live Like an A-ville Local!

LarissaRating, 5 stars2 months ago
Our family of 4 stayed here over spring break and we absolutely loved it! The location was great and the house came with SO many kitchen appliances, towels, storage space, etc… Kory was extremely responsive and so kind. We had a great time 🤗
Superhost
Condo in Lincoln Square
4.78 out of 5 average rating, 9 reviews

Lincoln Square Condo

BenRating, 5 stars2 weeks ago
Allen's place is great, I stayed for five days and loved it! My highest compliment is that it's super well-equipped, to the point it feels lived-in (in a good way). For example, the kitchen is stocked better than mine, you'll find it easy to make a meal here. The rest of the unit is well thought out, too. My one piece of advice is to pay reallyyy close attention to the check-in instructions. There are multiple entrances to the complex, and they look similar. You might end up trying the wrong lockbox 10 times if you're not careful :) Overall, I highly recommend this place! Friendly neighbors as well!
Superhost
Apartment in Chicago
4.9 out of 5 average rating, 63 reviews

1 bedroom apt near Michigan Lake

DanijelRating, 5 stars1 week ago
The apartment was clean and the host was extremely friendly. We at times just struggled with finding free parking due to coming home late. Downtown is about a 20 minute drive depending on traffic. Overall great place to stay and would definitely would stay again.
Superhost
Home in Chicago
4.98 out of 5 average rating, 98 reviews

Victorian House in Heart of Rogers Park

KrystleRating, 5 stars1 week ago
This was my second stay at this location, and our family had the BEST time! We stayed for five days. The house is very immaculate; not a trace of dirt or dust anywhere. Like last time, we were left with some yummy snacks and treats upon arrival. Kris & Daniel also went above and beyond when we wanted to go to the beach - they personally came right over and got some beach chairs, towels, and an umbrella from the basement for us. The house is very comfortable with high-tech smart devices and we were nice and cool despite the heat (and nice and warm when it got chilly later in our visit). Our last day, I accidentally pulled down a curtain rod when opening the drapes, and Kris & Daniel could not have been more gracious about it. Great house and great hosts! Thank you!
Superhost
Apartment in Chicago
4.91 out of 5 average rating, 35 reviews

cozy grand studio 2nd floor/near lake/public tran.

JeronRating, 5 starstoday
Beautiful location and well furnished. No complaints, surrounding folks in the community are friendly. Tap into Mores Liquor very friendly staff gave me the tips and tricks in the area and what to do. Thank you Cozy Nest for hosting my wife and I! Much Appreciated!!
Superhost
Guest suite in Skokie
4.87 out of 5 average rating, 183 reviews

Adorable studio style unit - Self check in ⚡️

MiguelRating, 5 stars1 week ago
It's my 3rd time staying here because I like the place so much. Thanks again for a great experience in this great studio ! Highly recommended !
Superhost
Apartment in Albany Park
4.99 out of 5 average rating, 349 reviews

Remodeled 2BR Pet Friendly Apartment Irving Park

ZimingRating, 5 stars3 days ago
One of the best places I have stayed in the United States! Extremely comfy and relaxing place; great amenities as well. Couldn’t recommend more.
Superhost
Apartment in Magnificent Mile
4.98 out of 5 average rating, 158 reviews

Elegant Suite in Gold Coast

MaryRating, 5 stars4 days ago
The Walton Residence is a true gem! From the smooth pre-trip communication to the warm welcome and helpful tour at check-in, everything was top-notch. The apartment is beautifully decorated and filled with everything one could want (coffeemaker and coffee, dishes and cookware, bathrobes, etc), and had everything I needed—including a full kitchen and dining area that made it easy to host visiting family. The location is fantastic—an easy walk to the river, amazing architecture, great restaurants, local markets, and shopping. Plus, the bed was incredibly comfortable (seriously, one of the best I’ve slept in!). I’d stay here again in a heartbeat—already looking forward to my next visit!

Quick stats about holiday rentals that are pet-friendly in Edgewater, Chicago

  • Total rentals

    50 properties

  • Nightly prices starting at

    $66 NZD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 properties include access to Wi-Fi

Destinations to explore

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