House vacation rentals in Homewood

4.95 out of 5 average rating, 148 reviews

An outdoor space is showcased featuring a hot tub under a pergola with string lights, providing a relaxed ambiance. Comfortable seating is arranged around a firepit table, complemented by a gas grill visible in the background.

Home in Bridgeport

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

1 King, 1 Queen, 1 Sofa Bed, 2 Air Mattresses (1 Full, 1Queen) 1 Pack n Play Enjoy your stay in this cozy modern home that sits on an oversized lot with luxury amenities and a spacious front yard with exceptional landscaping. The property has a car port in back which allows parking for 2 cars. The ideal getaway to grill up some food and relax in the jacuzzi hot tub year round! We are pet friendly! NO CHORES! Please reach out with any questions you may have before booking Hot tub 5-6 Person Spa

4.96 out of 5 average rating, 154 reviews

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

4.95 out of 5 average rating, 250 reviews

A welcoming open concept living space is portrayed, featuring a comfortable sofa with decorative pillows. A dining area with a table for six sits adjacent to a kitchen with modern appliances. A functioning fireplace adds charm, while a large TV is mounted on the wall.

Home in Manteno

Manteno Luxury Comfy Cozy home with- 2 king beds!

Nestled in a cul-de-sac, this open concept 2 bedroom 2 bath townhome! There is a fireplace, dining room and convenient patio with sliding glass doors that lead to the outdoor patio The home is newly remodeled with wood floors and new stainless steel appliances in the kitchen. Each bedroom has a large smart TV for your enjoyment! The living room has a 65 in smart TV and there is also an under the counter TV in the kitchen. We also have a queen size electric airbed with extra pillows & linens.

4.95 out of 5 average rating, 103 reviews

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

Entire home: Private, Cozy Oasis in a Quiet Locale

30 minute drive from Chicago's Grant Park. Near Little Calumet and Monon trails. Appeals to nature enthusiasts, cyclists, remote workers and brewery aficionados. This 2 bedroom, 1 bathroom retreat offers comfort and convenience. Full kitchen, private backyard and comfortable living space. 3 casinos, 6 breweries: 3 Floyds, 18th Street, Fuzzyline, Byway, New Oberpfalz & Wildrose within 7 to 20 min drive. Early check-ins offered/subject to availability. Feel free to inquire on availability.

4.98 out of 5 average rating, 172 reviews

A fenced backyard features a circular arrangement of wooden lounge chairs centered around a propane fire pit, creating a cozy gathering space. Twinkling string lights hang above, illuminating a bistro table with two blue chairs. Lush green grass surrounds the stone patio area.

Home in Berwyn

Retro Modern Bungalow | fire pit | free parking

Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

4.87 out of 5 average rating, 159 reviews

A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.

Home in Chicago

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

4.99 out of 5 average rating, 113 reviews

An open-concept living and dining area showcases modern furnishings. A cozy sectional sofa with decorative pillows is positioned beside a minimalist white coffee table. The dining table, with white chairs, complements the well-equipped kitchen featuring stainless steel appliances and granite countertops.

Home in Cedar Lake

The Gray Warbler single family lake view home

Stunning 3 bedroom 2 bathroom home! Breathtaking lake views from all living spaces! Nestled in a serene location this fully remodeled retreat with all brand new furnishings offers a perfect getaway. Comfortable, brand new adjustable base mattresses, clean, modern bathrooms with new tile showers and a tub, well equipped kitchen with new granite counters and stainless appliances open to our living room with 65" HD smart TV and Verizon 5G. Enjoy our arcade with Golden Tee and Mrs. Pac-Man!

4.96 out of 5 average rating, 136 reviews

Home in Whiting

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

*REQUIRED* ✅ Will you bring a pet? ✅ Have you read and agree to all rules? 🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilets

4.93 out of 5 average rating, 103 reviews

A spacious living area features a comfortable sofa and a grand piano, complemented by a decorative area rug on polished wooden floors. A window allows natural light to illuminate the room, and a small bookshelf adds a touch of warmth. A small dog with a scarf rests nearby.

Home in Homewood

Boulderstrewn: Historic Homewood home

Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

4.82 out of 5 average rating, 215 reviews

A cozy living area is displayed with a pair of beige sofas, accented by decorative pillows. Framed wall art complements the decor. A soft rug is positioned on the wooden floor, while a lampshade on a side table adds subtle illumination.

Home in Blue Island

Warm and comfortable inviting Suburban home !

160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

4.95 out of 5 average rating, 120 reviews

A charming single-story home is surrounded by lush greenery and colorful landscaping. The house features a light exterior with dark shutters and a welcoming front porch. A small tree adds a splash of color to the neatly manicured lawn.

Home in Munster

Cozy three bedroom home in Munster , Indiana.

Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

4.98 out of 5 average rating, 206 reviews

Double doors open to a bright living area featuring a leather sofa and a light-colored armchair. A coffee table is placed on a soft area rug, while lamps provide soft illumination. A ceiling fan hangs above, and large windows allow natural light to fill the space.

Home in Manteno

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

Popular amenities for Homewood house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 27 reviews

A spacious living area is characterized by a plush gray sofa and a round coffee table. Decorative wall elements and a vibrant red holiday tree enhance the modern decor. Soft lighting is provided by a statement chandelier hanging from the ceiling.

Home in Glen Ellyn

Pardizes Suites

4.93 out of 5 average rating, 74 reviews

Home in Schererville

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

An in-ground pool is surrounded by lush greenery and outdoor seating areas. Sun loungers are positioned near the clear blue water, and a shaded patio area features red umbrellas. The pool area is well-maintained, inviting relaxation after a day by the beach.

4.9 out of 5 average rating, 31 reviews

Pool & Beach Haven-private pool, steps to beach!

5 out of 5 average rating, 14 reviews

A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.

Home in Munster

Munster hide away

4.76 out of 5 average rating, 50 reviews

The bedroom features a spacious bed adorned with soft linens and decorative pillows. Large windows allow natural light to fill the room, complemented by elegant sheer curtains. A distinctive floral accent wall adds character, and a bedside lamp provides warm illumination.

Home in Plainfield

30 mins to CHI•3 Kings•BBQ Grill•Spacious•Pool

An above-ground pool is visible in the backyard, surrounded by greenery. Colorful floating loungers are placed in the water. A spacious deck with seating overlooks the pool area, while a grassy lawn provides additional space for outdoor activities.

4.85 out of 5 average rating, 41 reviews

Entire House With Pool - Backyard Beach Getaway

4.95 out of 5 average rating, 42 reviews

Home in Schaumburg

Friends-Inspired Vintage Vibes House near Chicago

5 out of 5 average rating, 8 reviews

A quaint tiny house is nestled among trees, featuring a welcoming front door framed by green shutters. Two outdoor chairs sit invitingly on the porch. Natural light filters through the foliage, creating a serene outdoor atmosphere.

Home in Valparaiso

Lake Escape in Nudist Paradise

Weekly house rentals

4.88 out of 5 average rating, 26 reviews

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

Dream Stay - Modern Bungalow Near Downtown

4.89 out of 5 average rating, 19 reviews

A light-filled living space features a comfortable seating arrangement with a gray sectional sofa and a round coffee table. A soft area rug is placed beneath, while two side tables with lamps add warmth. Sheer curtains frame the window, allowing natural light to brighten the room.

Home in Griffith

Cozy Comfy House -Great Location

4.8 out of 5 average rating, 15 reviews

Home in Tinley Park

Peaceful- Home in Tinley Park

4.89 out of 5 average rating, 89 reviews

A modern kitchen is highlighted by white cabinetry and sleek gold accents. An island with seating is positioned at the center, equipped with stools featuring white upholstery. Stainless steel appliances are visible, and warm lighting is provided by stylish pendant fixtures hanging above.

Home in Chicago

Experience Chicago from Our 3-Story Retreat

4.97 out of 5 average rating, 32 reviews

A serene bedroom features a spacious bed with white linens and an accent pillow. A piece of abstract black and white artwork is displayed above the headboard. A bedside table with a lamp and a small potted plant adds a touch of elegance to the minimalist decor.

Home in Worth

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !

The living room features a bright blue color scheme with plush velvet sofas and accent chairs. A glass coffee table is set on a round rug, and natural light filters through the windows, enhancing the space's open feel. A flat-screen TV is mounted on the wall.

4.85 out of 5 average rating, 91 reviews

The Blue House: Family Retreat

The modern two-story house is surrounded by landscaped grounds, featuring a mix of wood and dark paneling. A spacious deck extends from the upper level, with seating and hanging planters. A pathway leads to the outdoor dining area, bordered by vibrant flower pots.

4.96 out of 5 average rating, 100 reviews

Steps from the beach and a mile from National Park

4.93 out of 5 average rating, 55 reviews

A modern dining area features a large marble table set with plates and utensils, surrounded by upholstered chairs. Pendant lights illuminate the space, highlighting the sleek kitchen in the background, equipped with stainless steel appliances and white cabinetry.

Home in Burbank

Cozy getaway in the city.

Private house rentals

4.87 out of 5 average rating, 70 reviews

Home in Whiting

The Ashlin House.

A modern kitchen features white cabinetry and stainless steel appliances. Natural light enters through two windows, highlighting the sleek countertop and backsplash. The kitchen includes a double sink, a stove, and a refrigerator, with neatly arranged towels and kitchenware visible.

4.78 out of 5 average rating, 93 reviews

Relax ville

A spacious living area showcases a natural wood ceiling and a stone fireplace. A sleek coffee table sits in front of a comfortable sofa, with a television mounted on the wall displaying a serene beach scene. A dining table is visible in the background.

5 out of 5 average rating, 45 reviews

Hoosier Home - 5 min walk to the beach

5 out of 5 average rating, 21 reviews

A spacious back porch invites relaxation and gathering, featuring comfortable seating around a tasteful area rug. Large windows and decorative curtains enhance the openness, while a ceiling fan provides airflow. An electric fireplace adds warmth, and a TV is prominently displayed for entertainment.

Home in Valparaiso

The Jefferson House

4.88 out of 5 average rating, 32 reviews

A modern kitchen features a granite countertop with bar stools, accented by pendant lighting. In the background, a cozy seating area is visible with plush blue chairs. Wooden floors add warmth to the open layout, inviting interaction between the spaces.

Home in Burnham

Luxury Meets Comfort

5 out of 5 average rating, 15 reviews

Home in Manteno

Lakeview Estate

4.77 out of 5 average rating, 52 reviews

A charming blue house is surrounded by a well-maintained yard, featuring a small fire pit surrounded by stones. A blue chair is placed on the grass, with a garage visible in the background and leafless trees adding to the scenery.

Home in Steger

Home away from home

An entrance porch features a welcome sign above the door. Two folding chairs are positioned on a wooden floor, accompanied by a small table with a bowl of fruit. Soft white drapes frame one side, and outdoor string lights add a warm touch.