
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.

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!

Couples Getaway, Jacuzzi, Sauna, Pool is Open
Couples Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

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!

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.

Tiny Home on Organic Veggie Farm
Place yourself right in the beauty of the land and nature in this cozy tiny home at Perkins' Good Earth Farm. The tiny home has a loft bedroom, bathroom with shower and composting toilet, kitchen, sitting area, and deck. You'll be surrounded by organic vegetable fields, 11 acres of woods, walking trails--and within perfect view of both the sunrise and sunset. You'll also have easy access to our farm store where you'll find fresh fruits & veggies, homemade soups & salads and so much more.

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Homewood Oasis
Welcome to our Homewood Oasis, where relaxation meets family fun! As former residents of this charming town, we know the importance of a comfortable and enjoyable stay when coming back to visit. Our Airbnb is more than just a place to sleep; it's a carefully curated space designed for families like yours. As hosts who've experienced the need for a home away from home, we've put our heart into making this space welcoming and enjoyable for you. We look forward to hosting you!

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

Lockports Famous Hideaway ~ 2bdrm Guest House Flat
A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. 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. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! Can accommodate up to 6 guests.

Modern Comfort in Homewood
Welcome to your peaceful suburban escape in the heart of Homewood! This stylish 3-bedroom, 1 bath home offers the perfect balance of comfort, convenience, and charm—ideal for families, business travelers, or weekend getaways. Step into a thoughtfully updated space with modern furnishings, a fully equipped kitchen, and cozy living areas perfect for relaxing or working remotely.

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
Other great vacation rentals in Homewood

A-frame Cabin w/Jacuzzi & Pickleball Court

Modern Comfort Stay Near Chicago | 3 Queen beds

Private Oasis with Spacious Backyard

Cul De Sac Jacuzzi home | Near Chicago

The Heights of Chicago

Charming Homewood Away from Home

Enjoy N Relax in My Cozy Place 45 min from Chicago

Modern & Clean 5BR Home | Game Room | Sleeps 10
When is the best time to visit Homewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,927 GYD | G$39,345 GYD | G$39,555 GYD | G$38,090 GYD | G$45,205 GYD | G$44,996 GYD | G$42,066 GYD | G$42,694 GYD | G$34,323 GYD | G$39,136 GYD | G$39,764 GYD | G$38,717 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$10,464 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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