
Vacation rentals in Homewood
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Top-rated vacation rentals in Homewood
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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!

Steps from the beach and a mile from National Park
Perfect for family or friends to relax and enjoy Indianaâs Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16â ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

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. đłď¸âđ 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- youâll 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

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!

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 cafĂŠs.

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.

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 spacesâperfect for unwinding, movie nights, or spreading out comfortably. Whether youâre here for a weekend escape or an extended stay, youâll enjoy a warm, inviting atmosphere designed for rest and ease.

Romantic Escape ~ Adult Playhouse w Exotic Dungeon
âWhat 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.â đšMore than a stay â a private, immersive romantic experience crafted exclusively for adult couples who want something unforgettable, intimate, and truly one-of-a-kind.
Popular amenities for Homewood vacation rentals
Other great vacation rentals in Homewood

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Luxury Meets Comfort

1bd/2bth 2 Story Condo in Quiet Neighborhood

Horizon - 4 BRs, 2 BA Game Room & Gym

Stunning modern home with a lovely backyard
When is the best time to visit Homewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,862 GYD | G$39,280 GYD | G$39,489 GYD | G$38,026 GYD | G$45,130 GYD | G$44,921 GYD | G$41,996 GYD | G$42,623 GYD | G$34,265 GYD | G$39,071 GYD | G$39,698 GYD | G$38,653 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 libraryâs 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 farmersâ markets, or unwind in one of the townâs 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 19â38°F (-7â3°C), with milder, rainy springs and warm, humid summers near 68â85°F (20â29°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 farmersâ 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 areaâs 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 townâs 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 farmersâ 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$10,447Â 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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- 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





