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Family-friendly vacation rentals in Edgewater

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Edgewater

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A comfortable living area features a spacious sectional sofa in neutral tones, accented by colorful throw pillows. A round dining table for four complements the space, while a mounted television and art prints enhance the decor. Light enters through windows covered by vertical blinds.
Apartment in Edgewater
4.89 out of 5 average rating, 370 reviews

Edgewater escape, charming 2 BR, Rooftop Solar

Self check-in to a charming 2-BR+ liv/dining room, private entrance garden apartment, 3 blks to Red Line or Metra to downtown or Evanston, Skokie, theaters, restaurants, and parks. Edgewater has tree-lined streets, known as a quiet, safe, diverse & friendly neighborhood. Breakfast foods (coffee, tea, fruit, milk, cereal, bread, homemade jam) for starters. Has a microwave, small fridge, toaster oven & induction stovetop. Your stay reduces carbon emissions due to solar panels & heat/ac pumps.

Top guest favorite
A red brick three-flat building is presented with large windows and intricate architectural details. Colorful pumpkins are arranged in the front garden, which features lush greenery and blooming flowers. A rainbow flag is displayed prominently by the entrance, adding a touch of vibrant color.
Apartment in Chicago
5 out of 5 average rating, 132 reviews

Andersonville 2 bed with modern kitchen + bath

Hi, we're Mike and Lora. Our beautiful Mission-style three-flat is located about 100 ft. from Clark St. in Andersonville, with great bars, restaurants, and shopping just outside our door. Half a mile east is the Red Line, which gets you right downtown, and just past that is beautiful Foster Beach. We live upstairs and are happy to offer recommendations. We love it here! The apartment was rehabbed in 2019 and features a large kitchen with tons of counter space, in-unit laundry, and queen beds.

Guest favorite
A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.
Apartment in Edgewater
4.98 out of 5 average rating, 161 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Top guest favorite
A charming coach house is enveloped in lush greenery, with ivy climbing its brick exterior. Tall birch trees stand on either side, framing a large window that allows natural light to illuminate the interior. The surrounding area features a tranquil courtyard with paving stones.
Apartment in Edgewater
4.96 out of 5 average rating, 156 reviews

Edgewater, private, charming coach house 1 (of 2) Licensed by the City of Chicago 2209375

Our Edgewater coach house is a haven in the city. A ten minute walk to Hollywood Beach, a fifteen minute walk to fun Andersonville and a five minute walk to the 'L' train for direct downtown access, it is near to everything but feels far away from the busy city. Great restaurants are right around the corner, and Wholefoods is three blocks away. Managed 100% for guests, two independent units are superbly comfortable/ pristine. All essentials and more provided. Enjoy the city and relax at once.

Superhost
A cozy living area is showcased with a light-colored sofa adorned with throw pillows. A woven rug lies under a low coffee table, which holds small decor items. A potted plant adds a touch of greenery, and large windows allow natural light to fill the space.
Apartment in Edgewater
4.8 out of 5 average rating, 171 reviews

lakefront apartment

This is located steps away from Ardmore Avenue Beach on Sheridan Rd (chicago city street noise), with it's running and biking trails seen from apartment. Less than 5 min walk to bus and train stops - easy access to a variety of areas and attractions, including the Magnificent Mile and the John Hancock Center. Also a few blocks away from Loyola University (beautiful serene view points of the lake). The apartment is cozy with intentional design touches that will make you feel right at home.

Top guest favorite
A bright living area features two large windows framed by light blinds, allowing natural light to filter in. A blue sofa with decorative pillows and a vintage-style armchair are present. A round wooden coffee table is centered, adorned with a floral arrangement and a small potted plant.
Apartment in Chicago
4.97 out of 5 average rating, 101 reviews

Lovely Apartment on Quaint Block in Andersonville

This private 1-bedroom garden apartment is located on a historical residential block in lovely Andersonville (Lakewood Balmoral) neighborhood. The apartment has one private bedroom with a queen bed, a living room with a door and nice queen sized sleeper-sofa, a kitchen/breakfast area and a bathroom. Located close to the heart of Andersonville/Clark Street, the area provides a fantastic variety restaurants & stores, 15 min walk to the lakefront, and plenty of transportation options.

Top guest favorite
The spacious garden studio features a cozy living area with a textured sofa adorned with decorative pillows. A stylish coffee table is positioned in front, complementing an adjacent dining area. The kitchenette showcases modern appliances, while warm lighting enhances the welcoming ambiance.
Apartment in Edgewater
4.95 out of 5 average rating, 124 reviews

Edgewater Studio on Paulina

Our garden unit is nestled in the charming Edgewater neighborhood of Chicago, just a short walking distance from the vibrant Andersonville area where you will find several shopping and dining options. Situated in a convenient location, our unit offers easy access to public transit options including bus routes and Red Line as well as permitted street parking. We look forward to hosting, where comfort, convenience, and the best of Chicago's neighborhoods await you.

Top guest favorite
A gated entryway is visible, featuring a wooden fence painted in a neutral tone. The gate is partially open, leading into a green space lined with trees and plants. The house entrance is seen in the background, with a clear sky above.
Apartment in Edgewater
4.93 out of 5 average rating, 476 reviews

Ravenswood Guest House Annex

The Annex is a private apartment in an 100+ year old wood frame home just north of Andersonville. The Annex is a typical Chicago style 'in-law' garden apartment - located on the first floor of the house where we live - it is bright and clean and well appointed with comfortable furniture. (see pictures). It has large windows that look out on our garden and yard. There is easy access to Lake Shore Drive, Evanston and downtown.

Top guest favorite
A cozy living room is presented with a soft area rug and a contemporary ceiling fan. Two armchairs in vibrant colors face a stylish sofa adorned with decorative pillows. A coffee table sits in the center, while a large mirror and art piece add visual interest to the space.
Apartment in Edgewater
4.98 out of 5 average rating, 137 reviews

Stylish 2BR Andersonville — Walk to Lake & Cafés

Steps to Chicago’s lakefront, cozy cafes, and Andersonville’s best shops. This bright 2BR blends vintage charm with fast Wi-Fi, plush bedding, and a fully stocked kitchen—ideal for couples, remote workers, and weekend explorers. Stroll tree-lined streets, explore the nearby lakefront, or curl up indoors as the seasons change. Enjoy Superhost hospitality for an effortless stay. We’d love to host your next Chicago escape.

Top guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 117 reviews

Urban Garden Retreat, Chic Andersonville Getaway

Fully renovated 2-bedroom, 1-bath garden level apartment just steps away from all the amazing restaurants and shops in the Andersonville neighborhood. 95 Walk Score (Very Walkable) 72 Transit Score (Excellent Transit) 75 Bike Score (Very Bikeable with a Divvy bike rental 0.2 miles away) 0.7 miles to the lake 0.8 miles to Little Vietnam 1.1 miles to Loyola University 2.5 miles to Wrigley Field

Top guest favorite
A bright living room features hardwood flooring and a large, comfortable gray sectional sofa. Two unique yellow chairs are positioned nearby. A stylish TV unit and shelves display decor items, while light streams in through multiple windows, enhancing the open and inviting layout.
Apartment in Chicago
4.98 out of 5 average rating, 209 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

Welcome to this thoughtfully remodeled 1925’s two-flat building located in the Second Coolest Neighborhood in the US. While this stylish space is the perfect relaxing stay, its location makes it easy for you to get around. *Free street parking You are only: 5 min walk to Clark St & Exceptional restaurants & bars 6 min drive to Lakefront & Lakeshore Drive... 17 min drive to Downtown Chicago...

Top guest favorite
A cozy bedroom is depicted with a spacious bed featuring white linens. On either side, elegant lamps provide soft lighting. A colorful artwork adorns the wall above the bed, and framed art pieces are visible on the nearby walls, contributing to the room's inviting feel.
Apartment in Edgewater
4.93 out of 5 average rating, 474 reviews

Andersonville Living

Sunny 3 Bedroom 1 Bath located in Andersonville right off Clark St. with its shopping, bars and restaurants. The apartment has vintage charm with original woodwork and floors as well as modern amenities such as the new kitchen and central AC. There is a large sunny back deck for sipping your morning coffee, wifi, cable and Amazon for your media needs.

Popular amenities for Edgewater family-friendly rentals

When is the best time to visit Edgewater?

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Avg. priceﺩ.ﺇ488ﺩ.ﺇ474ﺩ.ﺇ551ﺩ.ﺇ588ﺩ.ﺇ690ﺩ.ﺇ742ﺩ.ﺇ771ﺩ.ﺇ742ﺩ.ﺇ668ﺩ.ﺇ668ﺩ.ﺇ599ﺩ.ﺇ547
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Quick stats about vacation rentals that are family-friendly in Edgewater

  • Total vacation rentals

    Explore 90 vacation rentals in Edgewater

  • Nightly prices starting at

    Edgewater vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 5,190 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Edgewater vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Edgewater rentals

  • 4.9 Average rating

    Edgewater stays are highly rated by guests—averaging 4.9 out of 5!

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