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Vacation rentals in Homewood

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Top-rated vacation rentals in Homewood

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

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Top guest favorite
A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.
Guest suite in Valparaiso
4.99 out of 5 average rating, 152 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

Guest favorite
A scenic view of a yard is presented, featuring a pathway bordered by lush green grass and scattered autumn leaves. Tall trees line the background, with golden leaves visible, reflecting the changes of the season. Natural light filters through the foliage, creating a serene atmosphere.
Apartment in Homewood
4.91 out of 5 average rating, 22 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.

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, 16 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!

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, 112 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.

Top guest favorite
A modern farmhouse is showcased, featuring a covered front porch with comfortable seating. Lush greenery surrounds the entrance and a small outdoor seating area with a table and chairs is visible. The structure is complemented by large windows that invite natural light.
Home in Crown Point
4.97 out of 5 average rating, 118 reviews

Quiet Farmhouse Retreat

Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

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
4.89 out of 5 average rating, 88 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
Home in Matteson
4.86 out of 5 average rating, 69 reviews

Private Oasis with Spacious Backyard

Welcome to your private oasis! - Spacious open concept upstairs with kitchen, living room, dining area, three bedrooms, and one bathroom. - 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.

Top guest favorite
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
4.95 out of 5 average rating, 133 reviews

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 cafĂŠs.

Top guest favorite
Home in Munster
4.96 out of 5 average rating, 119 reviews

Your Quiet Oasis: Cozy & Private

Escape to this private 2-BR home, perfect for remote workers, cyclists & brewery fans! Enjoy a dedicated workspace with fast Wi-Fi (413 Mbps), a full kitchen, and a spacious, private backyard with a gas grill. This pet-friendly, single-level retreat is your convenient base for exploring nearby nature trails, 6 local breweries, and casinos. Comfortably fits small groups or families seeking a quiet getaway just 30 mins from Chicago.

Top guest favorite
Home in Manteno
4.98 out of 5 average rating, 241 reviews

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

Guest favorite
A cozy living room features a light gray sectional sofa adorned with decorative pillows. A minimalist side table holds a small potted plant. Natural light enters through the large windows, illuminating the space and highlighting the soft area rug beneath.
Home in Homewood
4.94 out of 5 average rating, 18 reviews

Spruce Sanctuary

Welcome to this cozy, family-friendly 3BR home in the heart of Homewood, IL! Sleeps up to 8 with a brand-new kitchen, central heat & AC and fast WiFi -- ideal for work-from-home stays. Enjoy the fully fenced yard, perfect for kids and pets. Free driveway and street parking. Just minutes from parks, restaurants, and shopping. A perfect blend of comfort, convenience, and charm!

Superhost
Home in Homewood
4.63 out of 5 average rating, 8 reviews

The Den: 2BR-1BT w/ 2 Living Rooms

Welcome to your cozy home away from home. This charming 2-bedroom, 1-bath retreat offers relaxed den vibes with two separate living spaces—perfect for unwinding, movie nights, or spreading out comfortably. Whether you’re here for a weekend escape or an extended stay, you’ll enjoy a warm, inviting atmosphere designed for rest and ease.

Popular amenities for Homewood vacation rentals

When is the best time to visit Homewood?

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Avg. priceG$38,910 GYDG$39,328 GYDG$39,537 GYDG$38,073 GYDG$45,185 GYDG$44,976 GYDG$42,047 GYDG$42,675 GYDG$34,307 GYDG$39,119 GYDG$39,746 GYDG$38,700 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.

Quick stats about vacation rentals in Homewood

  • Total vacation rentals

    Explore 40 vacation rentals in Homewood

  • Nightly prices starting at

    Homewood vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Homewood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Homewood rentals

  • 4.7 Average rating

    Homewood stays receive an average rating of 4.7 out of 5 from guests

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  5. Homewood