Vacation rentals in Homewood
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Homewood
Guests agree: these stays are highly rated for location, cleanliness, and more.
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!
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.
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!
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
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.
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.
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.
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.
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!
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.
Romantic Escape ~ Adult Playhouse w Exotic Dungeon
“What a great time we had, reconnecting and enjoying each other. We came back home in such a better place than we where when we left.” 🌹More than a stay — a private, immersive romantic experience crafted exclusively for adult couples who want something unforgettable, intimate, and truly one-of-a-kind.
Modern Charming Home w/Pergola & games
➜ Fully remodeled 3 beds, 2 bath home with modern finishes ➜ Spacious backyard with, pergola, seating areas, and outdoor games ➜ Smart TVs in every room ➜ Game room with pool table, ping pong and family games ➜ Large private backyard with pergola, seating areas and outdoor playgrounds.
Popular amenities for Homewood vacation rentals
Other great vacation rentals in Homewood
Dream Stay - Modern Bungalow Near Downtown
My Prima Karina 4bd 2ba in Chicago Suburbs
Charming Lower Apartment | Near Metra & Local Park
Fun game-room suite with hot tub & optional Yurt
1bd/2bth 2 Story Condo in Quiet Neighborhood
Luxury Meets Comfort
Horizon - 4 BRs, 2 BA Game Room & Gym
Cozy Modern Retreat - Home Away from Home
When is the best time to visit Homewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,911 GYD | G$39,329 GYD | G$39,538 GYD | G$38,074 GYD | G$45,187 GYD | G$44,978 GYD | G$42,049 GYD | G$42,676 GYD | G$34,308 GYD | G$39,120 GYD | G$39,748 GYD | G$38,702 GYD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°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
Destinations to explore
- Chicago Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Louisville Vacation rentals
- Detroit Vacation rentals
- Southern Indiana Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Cincinnati Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Washington Park Zoo
- Loyola University Chicago
- Willis Tower
- Indiana Dunes State Park