Pet-friendly vacation rentals in Lake View

4.77 out of 5 average rating, 200 reviews

An open floor plan reveals a spacious living area with modern furniture. A dining table for four is positioned beside the kitchen, while a comfortable seating area features a dark couch and a television. Natural light enters through multiple windows, enhancing the inviting atmosphere.

Apartment in North Side

Roomy Getaway Located in Vibrant Lincoln Park

Welcome to the vibrant Lincoln Park neighborhood, where charm meets comfort! Our stunning space features soaring 15ft ceilings, creating a grand, open feel with plenty of room for everyone to relax. The bedroom boasts a plush queen-size bed, while the modern bathroom offers a sleek standing shower. Enjoy complete privacy, perfect for unwinding after exploring the city or preparing for a night out. With only one other unit in the building, you'll also experience the peaceful serenity you deserve.

Apartment in Roscoe Village

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

4.95 out of 5 average rating, 236 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

4.98 out of 5 average rating, 227 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.

Condo in Lake View

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

Apartment in Wrigleyville

4.77 out of 5 average rating, 243 reviews

Cozy Bedroom in Wrigleyville (Entire Apt)

You can’t beat this location! Right in the middle of Boystown and steps from Wrigley Field, you’ll be surrounded by some of the city’s best bars, restaurants, and nightlife. Cubs Stadium is just one block away, and the Addison Red Line station is a quick 5-minute walk, making it easy to explore all of Chicago. No shared space: Due to updated COVID-19 policies, this unit is now 100% private. Once you book, the entire place is yours and the additional listing will be blocked immediately.

Apartment in Noble Square

The living room is well-lit by sunlight streaming through three large windows, accentuating a comfortable brown sofa and a stylish armchair. A wooden coffee table and a small dining table with two chairs offer ample seating. Unique artwork and decorative items add character to the space.

4.97 out of 5 average rating, 584 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

Apartment in Roscoe Village

A modern gray sofa sits against a light-colored wall, complemented by a tasteful pillow. Next to it, a clear glass coffee table rests on warm wooden flooring. A dining area is visible in the background, featuring metal chairs and a round table, with natural light filtering through the windows.

4.95 out of 5 average rating, 328 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

An inviting living space features large windows allowing natural light, framed by exposed brick walls. A round dining table is surrounded by modern chairs, while a comfortable sectional sofa is positioned near a cozy fireplace, enhancing the warm ambience. Stylish decor elements add character to the room.

4.97 out of 5 average rating, 250 reviews

Modern vintage chic steps from Wrigley: park free

Vintage touches and modern updates in the heart of Wrigleyville! Includes off street parking. Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and Boystown. Charming vintage DNA meets modern amenities. Large deck. You will love the exposed brick and original millwork while enjoying huge new windows, an open floor plan, chef's kitchen, stylish decor, and spa like bathroom. Chicago Shared Housing Registration: R22000093584

An elegant stone entrance is framed by lush green ivy, leading to a wooden door beneath a decorative awning. A charming fountain, featuring three tiers, adds a serene element to the outdoor area, surrounded by abundant foliage and creating a peaceful environment.

4.99 out of 5 average rating, 140 reviews

CASA NEWPORT

Second floor, one bedroom apartment, with an additional queen pullout couch located in a beautiful historic district in Lakeview. Just steps away from Halsted street/Boystown/Wrigley field. Conveniently located to shopping, restaurants, subway (EL) and grocery stores. Close to lakefront, jogging path and bike path. Complementary street parking passes available. The apartment does NOT have airconditioning. It does have a window unit in the bedroom from April to September.

4.8 out of 5 average rating, 263 reviews

The living area features a mix of modern and industrial design, with exposed brick walls and hardwood flooring. A cozy sectional sofa, accented by colorful pillows, complements a stylish area rug. A kitchen area with dark cabinetry and stainless-steel appliances is visible in the background.

Condo in Wrigleyville

Can't Beat This 2min Walk to Wrigley!

My home is a half block from Wrigley Field. You can be to the ballpark in 2 minutes (or Murphy's)! Enjoy your pregame afternoon feeling the buzz of the neighborhood from the private deck. Room for 6 to sleep comfortably in a Queen, 1 Twin plus a Twin over Full Bunk Bed and a Murphy Bed. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea! I have extensive information for you - let's chat!

A bright living area features large bay windows with natural light filtering through. A white sofa is complemented by decorative pillows and a coffee table adorned with flowers. A mirror adorns the wall, enhancing the sense of space and light.

4.93 out of 5 average rating, 245 reviews

Penthouse Near Wrigley Field

This beautifully furnished and spacious penthouse unit has tall windows and ceilings letting in loads of gorgeous light. It is perfectly located just a short walk to Wrigley Field, two train stations, and tons of bars and restaurants. (Just a 10 min train ride to Michigan Avenue!) FREE street parking and 24-hour check-in! Pet friendly- we allow one pet per reservation for a $100 non-refundable Pet Fee. Pet must be well mannered and under 60lbs.

4.96 out of 5 average rating, 216 reviews

A spacious living area features a large, L-shaped sectional sofa in calming teal, complemented by decorative pillows. Above, black and white artwork adorns the walls. Natural light floods through two corner windows, while a round coffee table sits atop a textured area rug, adding warmth to the space.

Apartment in Uptown

❤️ New and Clean! Big Apartment with Parking

Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants, super markets and a couple of blocks from the CTA Red Line train. Our condo is designed for your comfort with all the amenities you would need during your stay along with one free parking spot located in outdoor parking lot. Perfect for a business trip, mini getaway, family vacation to relax and feel at home!

4.97 out of 5 average rating, 463 reviews

A bright living area is showcased with large windows allowing natural light. Red and orange artwork adorns the walls, while a gray ottoman centers the room. Seating consists of a gray sofa and an armchair with a geometric pattern, accompanied by decorative lamps on either side.

Condo in Lincoln Square

Lincoln Square Gem!

Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. My partner and I live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!

Popular amenities for Lake View pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 131 reviews

An open-concept dining and kitchen area is featured, with a long wooden table accompanied by several chairs. A spacious kitchen island with seating sits nearby, and a warm wooden floor enhances the inviting space. Natural light fills the room, highlighting the exposed brick wall.

Home in Lake View

Spacious Full Home Near the Heart of Wrigleyville

Home in Old Town Triangle

A cozy living area features comfortable seating with a dark blue sofa, two armchairs, and a wooden coffee table. Natural light streams through large windows adorned with decorative frames. A small decorative tree and artwork add warmth to the space, complemented by a soft area rug.

4.86 out of 5 average rating, 184 reviews

Historic Old Town, Fabulous 4 Bedroom Home

4.96 out of 5 average rating, 197 reviews

Home in North Park

The Chicago River House – GIANT wall projector!

4.84 out of 5 average rating, 122 reviews

An open living and dining area is shown, featuring a flat-screen TV mounted on a light wood unit. Comfortable seating includes a gray sofa, teal chairs, and a pink armchair. A wooden dining table is set for six. Decorative elements include wall art and a wall clock.

Home in Logan Square

California Cottage/4br prime location Logan Square

4.92 out of 5 average rating, 181 reviews

A spacious living area features a vibrant orange sofa adorned with green and beige throw blankets. A stylish coffee table holds decorative items, while a large houseplant adds a touch of greenery. Natural light fills the room, highlighting the wooden staircase in the background.

Home in Avondale

BoHo House - A Chic, 1903 Chicago Workers Cottage

4.98 out of 5 average rating, 118 reviews

A stately Victorian house is surrounded by a landscaped garden featuring lush greenery and colorful plants. The front porch is framed by pillars and features multiple seating areas. A red front door adds a bold contrast to the dark exterior of the home.

Home in Chicago

Victorian House in Heart of Rogers Park

4.98 out of 5 average rating, 191 reviews

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

Home in Berwyn

Retro Modern Bungalow | free parking | fire pit

4.94 out of 5 average rating, 126 reviews

An elegant 1890 Greystone building is presented, showcasing a symmetrical façade with decorative stonework. A tiered front staircase leads to a charming entryway, flanked by well-maintained landscaping. Large windows enhance natural light, while a vibrant green shrub adds a touch of color to the exterior.

Home in Chicago

Beautiful Chicago Greystone

Pet-friendly home rentals with a pool

4.79 out of 5 average rating, 132 reviews

Apartment in River North

Level ◆ Brand New Luxe One Bedroom

4.67 out of 5 average rating, 341 reviews

A spacious indoor garden lounge features abundant natural light streaming through large windows. Modern white furniture is arranged around a central coffee table, surrounded by lush greenery and decorative plants. The airy atmosphere is enhanced by hanging light fixtures, creating a serene and inviting space.

Apartment in Grant Park

Sentral Premium 2BR Apt South Loop Chicago

5 out of 5 average rating, 18 reviews

A comfortable living area is presented with two soft armchairs and a light-colored couch. A media console houses a Roku TV, while a decorative electric fireplace offers warmth. Artwork adorns the walls, and natural light enters through a window with blue curtains.

Townhouse in Forest Park

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

4.67 out of 5 average rating, 3 reviews

The living area showcases large floor-to-ceiling windows that invite ample natural light, revealing city views. A modern sofa is positioned on a textured area rug, accompanied by a minimalist coffee table. The kitchen features sleek cabinetry and stainless steel appliances, visible in the background.

Apartment in West Loop

Two 2BR Apts for Business & Leisure Groups

Apartment in Logan Square

A cozy living area is presented, featuring a comfortable sofa and a stylish blue chair. A wooden coffee table sits in the center, complemented by a textured rug. Large windows allow natural light, while art pieces adorn the walls, adding visual interest to the space.

4.8 out of 5 average rating, 76 reviews

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

Apartment in Magnificent Mile

4.84 out of 5 average rating, 70 reviews

Luxury Designer Penthouse 3804 | Pool | Gold Coast

Apartment in Printer's Row

South Loop | Rooftop With In & Out Parking

4.93 out of 5 average rating, 14 reviews

A spacious living area features a sectional sofa with a modern design, paired with a coffee table. Large windows offer expansive city views, while a patterned rug adds warmth. Decorative elements include a glass bar cart and various art pieces, contributing to a contemporary ambiance.

Apartment in South Loop

Modern 2BR South Loop Apt, McCormick & Wintrust

Private, pet-friendly home rentals

4.87 out of 5 average rating, 55 reviews

A spacious bed with soft white linens is accented by orange decorative pillows. A sleek, dark blue headboard enhances the contemporary look. A bedside lamp provides soft lighting, while a modern desk and chair are positioned nearby, offering a comfortable workspace. A city skyline artwork is displayed above the bed.

Apartment in Uptown

13 mins DT | 4 mins Lake | Artistic Loft Rooftop

Apartment in North Center

A living room features a comfortable grey sofa with accent cushions, accompanied by a small coffee table. Two lamps provide lighting beside the sofa. A green chair adds a pop of color, while abstract wall art hangs above the sofa. Two windows frame the space.

4.75 out of 5 average rating, 189 reviews

1BR Apartment in Chicago

5 out of 5 average rating, 11 reviews

A spacious living room is highlighted by large windows that allow natural light to fill the area. Comfortable seating includes a yellow sofa with patterned cushions, a red chair, and a small table. Decorative plants add a touch of greenery, complemented by wooden flooring and ceiling fan.

Apartment in North Side

Sunny Wellness Oasis in Lincoln Park

The living space features exposed brick walls that blend with modern kitchen elements. A spacious light-colored couch is arranged around a round black coffee table on a patterned area rug. A wall-mounted TV is visible, alongside sleek kitchen appliances, enhancing the contemporary design.

5 out of 5 average rating, 46 reviews

Full Luxury Home in Wrigleyville

4.96 out of 5 average rating, 142 reviews

The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.

Condo in Avondale

Lovely top floor 2BR/2BA, steps from everything!

4.78 out of 5 average rating, 245 reviews

The image showcases a residential building with multiple stories and a set of wooden stairs leading to the entrance. A fenced outdoor area includes a picnic table and a grill, offering a space for gatherings. A parking structure is located in the background.

Condo in Wrigleyville

Wrigley Residence in Iconic Wrigley Rooftop

5 out of 5 average rating, 10 reviews

Apartment in Chicago

Urban Jungle Oasis • Steps to Wrigley + CTA