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Vacation rentals in Homewood

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Quick stats about vacation rentals in Homewood

  • Total vacation rentals

    Explore 50 vacation rentals in Homewood

  • Nightly prices starting at

    Homewood vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Homewood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Homewood rentals

  • 4.6 Average rating

    Homewood stays receive an average rating of 4.6 out of 5 from guests

Top-rated vacation rentals in Homewood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Apartment in Homewood
4.87 out of 5 average rating, 31 reviews

Basement Apartment

Clean, quiet, and comfortable space in this garden apartment with beautiful view in all seasons. Acre property backs up to nature preserve with lakes and walking trails. Downtown Homewood is a short walk, with numerous shops and restaurants. The village and park district host many farmers markets, fests, and activities year-round. Homewood voted one of the most livable cities in the country within walking distance to train. Downtown Chicago 40-minute train ride. Located just south of I-80.

Superhost
A well-lit living area features modern furniture, including a light gray sofa and a dark blue throw pillow. A ceiling fan is mounted above, and a large area rug adds texture to the space. A dining table is visible in the background.
Condo in Lansing
4.8 out of 5 average rating, 142 reviews

The Broadway Special - 2 Bd/1 Bath Smart-Condo!

The "Suite" Escape: This is the perfect home for families or those traveling alone. Located in Lansing less than 5 mins from Indiana. Right off of I90/294 expressway for a easy commute. It's near shopping centers and restaurants. Our smart home has 65 inch Amazon Fire TVs, high-speed internet, gaming options and free streaming platforms. You can enjoy a quiet home away from the city. We look forward to you enjoying our accomodations. Monthly rentals are welcomed and longer stays are perferred.

Guest favorite
A cozy living area is presented with a light-colored sectional sofa opposite a mounted flat-screen TV. Floor-to-ceiling windows allow natural light to illuminate the space, while dark curtains provide contrast. A round coffee table sits in front of the sofa, adorned with decorative items.
Home in Homewood
4.94 out of 5 average rating, 36 reviews

Charming & Cozy Getaway - A Heroic Stay Awaits!

Welcome to our snug and inviting home nestled in the heart of the Chicago suburbs! Perfect for a relaxing getaway, this cozy space offers everything you need for a comfortable stay. Enjoy a fully stocked kitchen, along with an in-unit washer and dryer for your convenience. We've made sure to provide plenty of linens, ensuring you have a cozy retreat to come home to after a day of exploring. Whether you're here for business or leisure, this home offers the perfect balance of comfort and warmth!

Guest favorite
An open living space is highlighted by a stone fireplace and a large television mounted above it. A comfortable sectional sofa surrounds a round coffee table, while natural light fills the room through large windows. A dining area can be seen in the background.
Home in Homewood
5 out of 5 average rating, 26 reviews

Fore! Peace & Love @ Golf House

Welcome to "The Golf House"! Our 4-bed, 3-bath home sleeps 8 people comfortably and, features an open living space with a stunning golf course view, a full kitchen, and a huge deck. Enjoy natural sunlight or the stars through the skylight both in the master bedroom and bathroom. The home has hardwood floors, and TVs in each bedroom. Plus, a heated meditation room for relaxation. Ideal for families, women retreats, networking events etc. Experience luxury and tranquility right by the greens!

Top guest favorite
A vibrant garden area is filled with a variety of lush green plants and colorful flowers. Stone elements lead to a small water feature, surrounded by dense foliage. The peaceful setting offers a natural retreat, inviting exploration or relaxation.
Apartment in Homewood
4.92 out of 5 average rating, 122 reviews

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️‍🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

Superhost
A welcoming living area is highlighted by a navy blue sofa positioned beside a decorative plant. A round coffee table rests atop a patterned area rug featuring shades of blue and yellow. Light-colored walls and large windows enhance the brightness of the space.
Home in Homewood
4.86 out of 5 average rating, 98 reviews

Charming Homewood Away from Home

Keep it simple at this cozy, charming brick ranch tucked away on a quiet, friendly street. Just minutes from the Metra line for an easy ride into downtown Chicago, and close to all the great local shopping and dining in downtown Homewood. House Guidelines: • No smoking, no parties, no large gatherings • Be mindful of neighbors • Narrow driveway, limit 2 cars • No extra guests without notice • Pets are welcome, but must be added to your reservation • We have a moderate cancellation policy

Guest favorite
A large, inviting above-ground pool features clear blue water, with a pink flamingo float resting on the surface. Surrounding trees provide natural shade, while a gazebo with soft lighting is visible in the background, offering a cozy and relaxing ambiance.
Guest suite in Flossmoor
4.96 out of 5 average rating, 104 reviews

Fun game-room suite with hot tub & optional Yurt

Activities includes: PS5 Disc w/TV Xbox Series X w/TV Outdoor heated Jacuzzi 27' above ground pool Pool and Air hockey table Arcade machine with 12 games Life Size Connect 4 Board games Basketball machine Electric fire place Queen & full size beds Full size sofa pull out sleeper Gazebo with two twin beds (seasonal) Fresh Eggs with chickens seasonal Gas Grill-propane included Romantic Robe for 2 (in colder months must request) Event Yurt add on $225 up to 25 additional guest

Superhost
The living area features a grey sofa and loveseat, both adorned with decorative pillows. An orange throw blanket rests on the sofa. A rectangular coffee table sits on a patterned rug, with a lamp and small decor items placed on it. Bright orange and grey curtains frame the windows.
Home in Homewood
4.87 out of 5 average rating, 77 reviews

Cozy & Lavish 2B/1B in Homewood!

Our Peaceful, Kid-friendly, and Centrally-located Duplex sits in the heart of Downtown Homewood. The choice of a 30 min drive or 7 min walk to the Metra going to Downtown Chicago awaits you! You can enjoy this vacation home while exploring the beautiful city! Our new Casino welcomes you! Enjoy the convenience of free parking, nearby pool club, skate park, shopping markets, walkable parks, and quick access quick to freeways. Long-Term Travel Stays are Welcomed!

Top guest favorite
A spacious living area is presented, featuring a large gray sofa and a low coffee table. A wall-mounted TV sits on a wooden stand, complemented by a patterned area rug. Dining furniture is visible in the background, with natural light filtering through large windows.
Home in Homewood
4.97 out of 5 average rating, 33 reviews

Our Homewood Home

We want to thank you for considering staying at our home in Homewood. We set this home up for us to use when we are in Chicago as a family for business or pleasure. We live out of state and needed a comfortable and quiet home where we and our 4 kids could stay for extended periods of time. This home is in a very quiet neighborhood, with amazing neighbors and a very large backyard. We hope you will enjoy it as much as we do. Scan the QR code for virtual tour.

Superhost
A cozy living area features a navy blue sectional sofa adorned with colorful cushions. A round wooden coffee table sits in the center, with a small plant adding a touch of greenery. A flat-screen TV is positioned on a mid-century style console, next to a warm brick fireplace.
Home in Homewood
4.73 out of 5 average rating, 154 reviews

Cottage Feel 2 bedroom Home!

Welcome to your home away from home! Relax and unwind in this cozy, peaceful space that’s thoughtfully maintained to make your stay comfortable and stress-free. While this isn’t a luxury home, it’s clean, inviting, and equipped with everything you need for a pleasant visit. Conveniently located in the south suburbs of Illinois, you’ll be just minutes from great restaurants, shopping, parks, entertainment, and major highways.

Top guest favorite
A spacious living area features a light-colored sectional sofa adorned with soft pillows, positioned beside a wooden coffee table. A decorative area rug adds warmth to the hardwood floor. Natural light enters through a window, complemented by dark curtains. A potted plant and lamps provide additional light.
Home in Munster
4.96 out of 5 average rating, 126 reviews

Quiet Oasis: Cozy, Private, Fenced Yard & Office

Private, pet-friendly 2-bedroom single-level retreat near Chicago, ideal for 4 guests + infant. Features a dedicated remote workspace with 413 Mbps Wi-Fi, fully equipped kitchen, and a spacious private backyard with a gas grill. Perfect for remote workers, cycling enthusiasts, and brewery lovers, offering easy access to nature trails, 6 local breweries, and casinos. Enjoy a quiet escape just 30 minutes from the city.

Superhost
Home in Matteson
4.84 out of 5 average rating, 74 reviews

5-BR Home: 1.5-Acre Yard & Fire Pit

Welcome to your private oasis! - Spacious open concept with 5 bedrooms and 2 bathrooms. - Cozy downstairs living room with a wood-burning fireplace and lounge area. - Expansive backyard featuring BBQ grill, fire pit, and direct access to Butterfield Creek. - Large two-car garage and abundant parking space for guests. - Relax in nature on 1.5 acres while being minutes away from shopping and dining.

Popular amenities for Homewood vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Homewood

The exterior of the bungalow features a modern white facade with large windows, allowing for natural light. A covered porch is visible, offering shaded seating space. Surrounding trees cast gentle shadows on the ground, enhancing the tranquility of the setting.
Home in Homewood
4.69 out of 5 average rating, 39 reviews

Dream Stay - Modern Bungalow Near Downtown

Top guest favorite
Home in Valparaiso
4.98 out of 5 average rating, 41 reviews

Long Lake Retreat

Guest favorite
Home in Schererville
4.92 out of 5 average rating, 98 reviews

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Top guest favorite
An open living area features a spacious brown sofa paired with two armchairs. A round marble coffee table sits in front, while a dining table for four is positioned nearby. The kitchen is equipped with dark cabinetry and stainless steel appliances, with natural light illuminating the space.
Home in Romeoville
4.94 out of 5 average rating, 72 reviews

Beautiful Home

A well-lit living area is furnished with a black couch and two floral accent chairs. A light area rug sits under a glass coffee table. A work desk with a chair is positioned beside a large window, allowing natural light to fill the space.
Home in Homewood
4.8 out of 5 average rating, 64 reviews

The executive suite

Superhost
Home in Country Club Hills
4.91 out of 5 average rating, 32 reviews

Cul De Sac Jacuzzi home | Near Chicago

The living area features a modern gray sofa with yellow and gold accent pillows, complemented by two blue armchairs. A low white coffee table sits atop a patterned black and white rug. Natural light enters through large windows, illuminating a wall-mounted TV and a decorative plant.
Home in Homewood
4.65 out of 5 average rating, 95 reviews

Horizon - 4 BRs, 2 BA Game Room & Gym

Top guest favorite
A living room is shown, featuring a cozy orange couch positioned in front of a glass coffee table. A decorative tray with items is placed atop the table. Reflections from a large mirror adorn the wall, and a view into the kitchen is visible in the background.
Home in Richton Park
4.94 out of 5 average rating, 18 reviews

Home in Richton Park, Illinois

When is the best time to visit Homewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,899 GYDG$39,317 GYDG$39,526 GYDG$39,526 GYDG$42,873 GYDG$49,983 GYDG$42,036 GYDG$42,663 GYDG$34,298 GYDG$39,108 GYDG$39,736 GYDG$38,690 GYD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Frequently Asked Questions

  • What are the best places to stay in Homewood?

    Staying near the downtown area is frequently suggested for its proximity to shops, parks, and restaurants. Quiet residential neighborhoods also provide a relaxed setting for visitors seeking a home-away-from-home experience.

  • What are the best things to do in Homewood with kids?

    Families often explore playgrounds, community parks, and the local library’s interactive spaces. Seasonal events and casual ice cream shops can add simple fun to a day out with children.

  • What are some of the best things to do in Homewood?

    Explore the walkable downtown with its locally owned shops, attend seasonal farmers’ markets, or unwind in one of the town’s community parks. Many visitors also enjoy discovering public art displays around the area.

  • How is the weather in Homewood?

    Homewood has cold, snowy winters around 19–38°F (-7–3°C), with milder, rainy springs and warm, humid summers near 68–85°F (20–29°C). Fall brings cooler temperatures and colorful foliage in local parks.

  • When is the best time to visit Homewood?

    Late spring through early fall is frequently suggested for comfortable weather, outdoor activities, and seasonal events. During this period, local parks and markets are especially lively.

  • What are the best places to visit in Homewood?

    Downtown Homewood is often recommended for its local shops and cafes, while neighboring parks provide green space for relaxation. Art installations and historic corners add variety to neighborhood strolls.

  • What are some hiking trails in Homewood?

    Homewood has park pathways, nature preserves, and tree-lined trails that invite relaxed walks or short hikes. Paved routes are popular for families and those looking for a gentle stroll.

  • What are some family activities we can do in Homewood?

    Enjoy a picnic in one of the local parks, spend time at the playgrounds, or visit community events often designed for all ages. The library and public pools frequently draw families looking for relaxed fun.

  • What are some of the best day trip ideas from Homewood?

    Consider exploring area nature preserves, visiting regional museums, or enjoying a day at the nearby lakefront. Suburban towns and cultural centers around Homewood also have public gardens, historic sites, and markets.

  • Are there any pet friendly accommodations available in Homewood?

    Many accommodations in Homewood welcome pets, particularly in residential neighborhoods. You will also find pet-friendly parks and walking trails where you and your companion can enjoy the outdoors together.

  • What are some local tips for visiting Homewood?

    Locals suggest stopping by farmers’ markets for seasonal produce and browsing downtown shops for unique finds. Pairing a park picnic with a walk through public art displays is a simple way to experience the area’s community feel.

  • What is Homewood known for?

    Homewood is known for its tree-lined neighborhoods, community parks, and a historic downtown with locally owned shops and eateries. The area is often recognized for its welcoming atmosphere and blend of residential and small-town charm.

  • What are the best hidden gems to explore in Homewood?

    You might explore lesser-known public art displays, relaxed local coffee shops, or smaller community parks that reflect the town’s character. People often mention independent bookshops and mural walks as enjoyable discoveries.

  • What are the best foods to try in Homewood?

    Explore locally rooted classics like Italian beef sandwiches, Chicago-style pizza, and homemade ice cream. Neighborhood bakeries and casual diners are frequently suggested for those seeking comfort food staples.

  • What should I bring for a trip to Homewood?

    Layers are helpful, especially during unpredictable spring or fall weather. Comfortable walking shoes, a rain jacket, and a reusable water bottle make it easy to explore parks and outdoor spaces year-round.

  • What is the nightlife in Homewood like?

    Homewood has a relaxed nightlife scene centered on locally owned bars, casual restaurants, and occasional live music. Visitors often explore small venues or enjoy evening events at community gathering spots.

  • What are the most popular events or festivals in Homewood?

    Homewood hosts family friendly festivals, summer farmers’ markets, and community parades, especially around major holidays or during late spring and summer. Seasonal art fairs and music events are community highlights.

  • Are there family friendly vacation rentals in Homewood?

    Homewood has a variety of family friendly vacation rentals, including homes with multiple bedrooms and outdoor spaces. Many are located near parks and recreational facilities, making it convenient for families to explore the area.

Destinations to explore