Pet-friendly holiday rentals in Ravenswood, Chicago

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Popular amenities for Ravenswood, Chicago pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Lincoln Park
4.94 out of 5 average rating, 123 reviews

Spacious Full Home Near the Heart of Wrigleyville

Gianna Rating, 5 stars1 day ago
We had a great experience staying with Dustin! He was helpful and attentive when we had questions, and even let us check in a few hours early to accommodate travel schedules. The house was perfect for a large group and in a great location. Would definitely recommend!
Guest favourite
Home in Lombard
4.89 out of 5 average rating, 128 reviews

Comfy Home w Access to Major Roads/Hwys, Huge Yard

OmarRating, 5 stars2 weeks ago
Everything was great but the only small problem was the room doors did not close well but other than that everything was great I would love to come back again!!
Guest favourite
Home in North Park
4.96 out of 5 average rating, 162 reviews

Chicago River House -Large private entire home

DaTaviousRating, 5 stars1 week ago
Kim was incredibly prompt with her response time. Everything was as promised and the stay did not disappoint one bit. 5 out of 5 stars Kim. Thank you for being such a great and attentive host.
Guest favourite
Home in Avondale
4.93 out of 5 average rating, 133 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Kira Rating, 5 stars5 days ago
Adam was very nice and responsive. My family and I really enjoyed our stay. Highly recommend. There were so many safety measures in place that made us all feel safe while being in an unfamiliar neighborhood. Only thing is we wish there was an extra bathroom as there was only one on the bottom floor, but it only matters depending on how many people you travel with. Overall great experience.
Guest favourite
Home in Chicago
4.93 out of 5 average rating, 90 reviews

Spacious Row Home next to Transit w Garage

LeoRating, 5 stars1 week ago
We brought a group of 13 here for a weekend and there was plenty of space. This is a great location next to public transport at Kedzie and in an OK neighborhood. Everything matched the description and was very clean. Easy check in and checkout process helped a lot as well. Overall, this is a great place for large groups with a great host!
Superhost
Home in Glenview
5 out of 5 average rating, 19 reviews

Delightful Cozy Home

Jason LawrenceRating, 5 stars3 days ago
We love this home for our family get togethers! The home is always spotless and the living room is perfect for board games!
Superhost
Home in Norwood Park
4.76 out of 5 average rating, 75 reviews

Cheerful 2+ bedroom home w free parking

CharlotteRating, 5 stars3 months ago
Had such a great time in Chicago at this spot! Perfect for us and the dogs. It is a great neighborhood to take the dogs walking in and the house is so cozy. We didn't want to leave! Thanks.
Superhost
Home in Elmhurst
4.72 out of 5 average rating, 116 reviews

Cozy Ranch w/ King Bed & 3 Baths – Great Location!

LoriRating, 5 stars2 months ago
Everything was very clean with plenty amenities for our stay. The neighborhood felt safe for walking the dogs and was quiet. Check in was easy with plenty of parking. Lots of restaurants and grocery close by. Jaime was very responsive with any questions. Would definitely recommend this home.

Pet-friendly home rentals with a pool

Apartment in River North
4.77 out of 5 average rating, 73 reviews

Level ◆ Brand New Luxe One Bedroom

GregRating, 5 stars4 weeks ago
What isn’t to like about this place? Amazing building, incredible views (from the unit I was in), beautiful unit, great amenities, perfect location, friendly staff. I will be staying here whenever I visit Chicago in the future.
Superhost
Apartment in West Loop
4.84 out of 5 average rating, 82 reviews

Quiet but in the Heart of City walk Everywhere

TiffanyRating, 5 stars2 weeks ago
This was such an amazing stay! The location is perfect and within walking distance to everything. They offer free parking right on site. Everything was easy to find. The staff were super nice, and the host was quick to respond. The have plenty of toiletries as well. The gym was amazing. I was able to keep up my workouts during my vacation. I peeked in the pool, it was nice and clean. I will be staying here again.
Apartment in Magnificent Mile
4.64 out of 5 average rating, 67 reviews

Gold Coast Dream: Sleek Studio/Perfect City Vibes”

StevenRating, 5 stars3 months ago
Amazing location in the heart of downtown chicago
Condo in The Loop
New place to stay

voco: Balcony & City View

TamonRating, 5 stars1 month ago
Great stay and location. Immaculate views of the city. Close walk to the Chicago and Goodman theaters. Also great breakfast and brunch spots. And some good ole’ Chicago deep dish pizza at Giordano’s. The River Walk is about a 8 minute drive and a nice 22 minute walk. Which the walk is worth it even in the cold.
Apartment in Logan Square
4.7 out of 5 average rating, 117 reviews

Play in the Windy City and rest by the “606”

DiegoRating, 5 stars2 months ago
Pretty good spot. Only went for a few days and it’s a good place to stay. Beau himself was very understanding and made sure we let him know if we needed anything. Would definitely book with him again!
Apartment in The Loop
4.82 out of 5 average rating, 227 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

JyotiRating, 5 stars1 week ago
This property has a great location in Chicago. It is walking distance to a lot of restaurants, theaters, and bars. Public transport is easily accessible and ride share is as well. The property itself is lovely. There is a doorman 24/7 and secure access to the units. The place has lots of natural light, two great bedrooms and bathrooms, and a very nice kitchen. Would absolutely stay again should we find ourselves in Chicago.
Place to stay in River Forest
5 out of 5 average rating, 12 reviews

Long term rental-Delightful one bdrm pool house

JenniferRating, 5 stars29 months ago
Definitely a great stay! October 1st and we were swimming! Decor is amazing! Tv was easy to figure out and had lots of options. We had a busy day before and after our stay so we used Michael’s pool house as a relaxing stay in between and it was perfect
Guest favourite
Apartment in The Loop
4.9 out of 5 average rating, 68 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

Brandon And JenRating, 5 stars3 weeks ago
We had an enjoyable weekend in Chicago. Due to the cold weather, we spent more time in the rental than we had anticipated and it was so very relaxing. The unit is two floors with the bedrooms and main bathroom on floor 28 and then the kitchen/living area on the floor above. The view of the city was spectacular. The location was great for what we had hoped to do (walk around Millennium Park, Art Institute, Michigan Avenue and also drive to Science and Industry Museum and the Pullman District). The instructions from the owners were very detailed. We only had one issue with getting the thermostat to run as expected (the apartment was at a comfortable temp so heat was working, just not according to the thermostat) and the owners were very prompt at helping trouble shoot and sending someone over to look at it.

Private, pet-friendly home rentals

Guest favourite
Guesthouse in Lincoln Square
4.88 out of 5 average rating, 292 reviews

Private Coach house near Lincoln Square!

MeganRating, 5 stars1 month ago
We enjoyed our stay at the couch house. It was inviting and perfect for our needs. Thank you!
Guest favourite
Guest suite in Portage Park
4.93 out of 5 average rating, 407 reviews

Peaceful Portage Park Apartment

TannerRating, 5 stars2 days ago
Great place and host. One thing to be mindful about is the parking. Street parking is for residents with permits Monday through Saturday from 7 am to 7 pm. Ended up getting a $75 ticket.
Top Guest favourite
Apartment in North Lawndale
5 out of 5 average rating, 17 reviews

Bright and full of life!

IanRating, 5 stars3 weeks ago
This place was great and I would not hesitate to rebook i felt right at home the entire weekend!
Top Guest favourite
Apartment in Westchester
4.96 out of 5 average rating, 28 reviews

Short Drive to Hospitals/Airports/Downtown Chicago

LonRating, 5 stars3 months ago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.
Guest favourite
Condo in East Rogers Park
4.92 out of 5 average rating, 222 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

AngelaRating, 5 stars1 month ago
Kaye's place might just be the coziest and cutest place to stay in Chicago. Close to what you need, walkable, cozy for dogs, great taste in design, and affordable. Made my trip to the dentist a little easier to take! Thank you, Kaye- don't change a thing about your space.
Top Guest favourite
Apartment in Logan Square
4.98 out of 5 average rating, 126 reviews

Newly-renovated historic home in Logan Square

BryanRating, 5 stars1 month ago
When unexpected circumstances brought my family and I to Chicago, Chris and Danny’s home was a peaceful respite despite them. Their beautifully designed, impeccably clean home was an oasis. Equal parts cozy, equal parts practical. The home was well stocked, meeting all the needs you can think when staying somewhere for a month. They were also extremely kind and responsive during our entire stay, answering any questions we had and providing excellent neighborhood suggestions for cafes and shopping. If you have the privilege of visiting Chicago, I would could not over-recommend how lucky you would be to stay in Chris & Danny’s beautiful unit!
Guest favourite
Apartment in Irving Park
4.92 out of 5 average rating, 251 reviews

Skylights, King Bed, 2 bedrooms

CarrieRating, 5 stars1 month ago
it was a very good stay the place was exactly as described and the beds were very comfortable! The only comment I would have was regarding the staircase getting into the apartment which was very narrow and difficult to drag suitcases up! While this was not really an issue for us I would suggest mentioning it in your listing so that in case elderly people come they know what to expect. Overall great stay!
Guest favourite
Apartment in Wicker Park
4.85 out of 5 average rating, 167 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

JohnRating, 5 stars1 month ago
Host was great a communicating with us. The place was very clean and had everything we needed. Location was close to numerous restaurants and bars. The L was a 5 minute walk if you want to go downtown.

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

  • Total rentals

    30 properties

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore

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