Vacation rentals with a fireplace in North Side

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Top-rated fireplace rentals in North Side

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Guest favorite

The exterior of a red brick building showcases a classic architectural design with white-framed windows. The front steps lead to a dark door, surrounded by well-maintained shrubs and small plants. Clear blue skies create a bright backdrop to the inviting facade.

Condo in Chicago

4.96 out of 5 average rating, 114 reviews

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

BEST LOCATION IN LOGAN SQUARE/AVONDALE!! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops. Free parking on Lawndale Ave.

Guest favorite

A wooden deck features two intricately designed metal chairs and a small table. Potted plants are placed nearby, and greenery from a tree is visible through the railing, providing a natural ambiance.

Apartment in Chicago

4.96 out of 5 average rating, 297 reviews

Logan Square 2nd Floor Chicago Victorian

Walk up the stairs to your sunny 7 rm, 2 queen bedrooms with full kitchen & 10' ceiling. 1/2 block the 2.9 mile walking/running/biking 606/Bloomingdale Trail that travels over other neighborhoods you can explore. In 2024, 'Time Out Magazine' voted Logan Square, one of the top 'Cool Neighborhoods in the World'. Walking distance to many restaurants, bars, breweries (beer & coffee) 20 min. walk to the Blue Line 'L' for O'Hare or Downtown. Rosa's - 'Chicago's Best Blues Club' - NY Times- 3 blocks

Guest favorite

Guesthouse in Chicago

4.97 out of 5 average rating, 123 reviews

A bit of the North Woods on Chicago's North Side!

Looking to get away from it all but not TOO far away? Ours is a quiet, screen-free property perfect for a writer’s or artist’s retreat. NU/Loyola parents or alums, stay here when you visit your kids/alma mater. Fantastic renovated livery barn with lots of light, privacy and amenities. Located in Rogers Park, a short walk to Metra and the Red line. Ample street parking nearby. Created for comfort with a splash of Swedish design, enjoy the deck overlooking a tree-filled garden and waterfall.

Top guest favorite

An outdoor space is presented with two dark chairs arranged around a circular fire pit. A white fence provides privacy, and a stack of firewood is located nearby. The paved ground offers a sturdy surface for seating and relaxation.

Guest suite in Chicago

4.98 out of 5 average rating, 154 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Superhost

The exterior of Wrigley Field is featured with a large sign proclaiming 'CUBS WIN!' A crowd of fans is seen celebrating outside, with police officers on horseback and ground officers managing the area. The brick facade of the historic stadium is prominently displayed.

Apartment in Chicago

4.84 out of 5 average rating, 232 reviews

★Bright & Bold 1BR in Roscoe Village + Fireplace★

At this swanky home, you'll love the bold finishes, in-suite laundry, and private fully-equipped kitchen. Located in “village within the city” known for its charming and laidback vibe, you're near a nice array of casual taverns, independent shops, and cute cafes. Kick back on the couch over a good Netflix show, sleep in on an ultra-comfortable memory foam bed, or create a spa-like experience in the bathroom with rainfall shower, favorite tunes on the Bluetooth speaker, and ultra-soft towels.

Guest favorite

A charming three-story home features a white exterior with large windows and a welcoming front porch. The front yard, enclosed by a black fence, showcases greenery and elements of landscaping, providing a pleasant aesthetic along the tree-lined avenue.

Guesthouse in Chicago

4.91 out of 5 average rating, 104 reviews

Charming village within the city

European style first floor apartment in a charming three story home built in 1910. Newly renovated with private entrance, 2 BR, bathroom, spacious living /dining room. Bedrooms have queen beds and ample closet space. Living room includes a pullout couch for an extra guest and a dining area equipped with a coffee machine, tea kettle, microwave , toaster and mini fridge. NO Kitchen available. On a quiet tree lined avenue , free street parking and an easy walk to local shopping bars and dining.

Guest favorite

A vintage-style clawfoot bathtub is positioned against a wall, featuring a shiny chrome faucet. The bathroom floor is covered with white hexagonal tiles, complemented by a soft bath mat placed in front of the tub.

Apartment in Oak Park

4.86 out of 5 average rating, 291 reviews

Cozy and Character-Rich Chicago Style, Tv NFL PASS

→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking

Guest favorite

A stainless steel spice rack is displayed on a textured granite countertop. The rack holds various spice jars in a circular arrangement, labeled with names such as 'Italian Seasoning' and 'Oregano.' A sleek electric wine opener rests nearby, featuring a modern design.

Condo in Chicago

4.87 out of 5 average rating, 127 reviews

Newly updated 1BD/1B in Old Irving Chicago!

Welcome to your home away from home in the heart of one of Chicago's safest and quietest neighborhoods! This beautifully updated 1 bedroom apartment offers everything you need for a comfortable and convenient stay. It is perfect for couples, solo travelers, and business visitors. Book now for a truly unforgettable experience in the Windy City! - 1 free parking spot - 400 MB Wifi - 2 smart T.V. with access to Netflix, Hulu, Amazon and more! - Desk - Easy app paid laundry in the building.

Top guest favorite

The entrance features a warm wooden door adorned with a small circular mirror, welcoming guests into the space. A textured mat lies on the polished hardwood floor, leading to the softly lit hallway with light-colored walls.

Apartment in Chicago

4.95 out of 5 average rating, 552 reviews

Stunning Retro Apartment in Andersonville

Stay in this perfectly situated apartment in the heart of vibrant Andersonville and find out why TimeOut Magazine calls this “The Coolest Neighborhood in the US”. Full of natural light, this 2 bedroom, 1 bath home has generous room sizes, and located on the ground floor of an immaculately kept vintage 4 unit building that has been fully upgraded with modern amenities. Plenty of free parking 24/7. Folks who stay here really will get an authentic Chicago-style experience.

Guest favorite

Condo in Oak Park

4.95 out of 5 average rating, 238 reviews

Picture Perfect 3Bed Steps from Train and FLW

Welcome to your beautiful 3 bedroom home-away-from-home! From the Instagram-worthy forest room to the cozy fireplace reading nook to the modern ice crusher in the kitchen, we've put so much thought into this home that we're sure you won't ever want to leave. Welcoming and newly updated, this unit is close to restaurants, shopping, the best of Frank Lloyd Wright, and the train to the city.

Guest favorite

An outdoor patio area is set with various seating options, including cushioned chairs and a sofa. A large umbrella provides shade over a table, surrounded by plants and colorful flowers. A patterned rug enhances the inviting atmosphere of the space.

Guest suite in Chicago

4.88 out of 5 average rating, 160 reviews

Cozy space in Lincoln Square

A nice quaint space located on a quiet street in the heart of Lincoln Square/Ravenswood area. Two blocks from the Rockwell Brown line 'L' stop and just steps from CTA bus stops. We are a few blocks northwest of the main square that has lots of shopping and restaurants. Great festivals and parks for summer fun. Close to bike trails along the Chicago river and Lake Michigan.

Guest favorite

Apartment in Chicago

4.98 out of 5 average rating, 102 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

Indulge and recharge. Sprawling elevated ranch serves your senses through it's eccentric yet cohesive architectural design that gives you much more than just space. Enjoy added privacy, take in the unique spaces and enjoy the huge skylights & outdoor views. In an high-end eclectic neighborhood, a pet friendly yard, it's a great setting to make some memories.