Photo by Judy Mahoney

Hinsdale holiday rentals

We found 510 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Hinsdale that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Hinsdale

Showing deals for:1 Jan - 8 Jan

Room
Property grounds
Private kitchen
Living area
Exceptional
(8 reviews)

Rare Historic One Bedroom Carriage House in Downtown Glen Ellyn

Glen Ellyn

8% off
AU$2,326
for 7 nights, 1 room
AU$332 per night
includes taxes & fees
Rare Historic One Bedroom Carriage House in Downtown Glen Ellyn
Living area
Dining
Room
Living area
Wonderful
(21 reviews)

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Berwyn

8% off
AU$2,582
for 7 nights, 1 apartment
AU$369 per night
includes taxes & fees
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Dining
Interior
Living area
Room
Exceptional
(40 reviews)

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Berwyn

8% off
AU$2,797
for 7 nights, 1 apartment
AU$400 per night
includes taxes & fees
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Living area
Private kitchen
Dining
Interior
Wonderful
(16 reviews)

French Country Cottage in lovely Glen Ellyn!

Glen Ellyn

8% off
AU$7,535
for 7 nights, 1 home
AU$1,076 per night
includes taxes & fees
French Country Cottage in lovely Glen Ellyn!
Dining
Living area
Room
Private kitchen
Exceptional
(23 reviews)

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Berwyn

8% off
AU$2,447
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Dining
Living area
Room
Private kitchen
Exceptional
(14 reviews)

Ridgeland Retreat/ Street level Apt easy access

Berwyn

8% off
AU$3,777
for 7 nights, 1 apartment
AU$540 per night
includes taxes & fees
Ridgeland Retreat/ Street level Apt easy access
Room
Interior
Dining
Living area
Exceptional
(24 reviews)

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Berwyn

8% off
AU$2,385
for 7 nights, 1 apartment
AU$341 per night
includes taxes & fees
Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Private kitchen
Exterior
Dining
Interior
Exceptional
(25 reviews)

Beautiful Berwyn Bungalow Close to Downtown Chicago

Berwyn

8% off
AU$3,477
for 7 nights, 1 home
AU$497 per night
includes taxes & fees
Beautiful Berwyn Bungalow Close to Downtown Chicago
Living area
Dining
Private kitchen
Living area
Exceptional
(16 reviews)

Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks

Burr Ridge

8% off
AU$5,490
for 7 nights, 1 home
AU$784 per night
includes taxes & fees
Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks
View from sidewalk
Upon entering lobby there will be 2 doors. You have rented the apartment on the
This is the first room you will enter upon arriving safely inside.
Room
Exceptional
(11 reviews)

5 bedroom with 5 beds and 2 bathrooms

Oak Park

12% off
AU$5,255
for 7 nights, 1 apartment
AU$751 per night
includes taxes & fees
5 bedroom with 5 beds and 2 bathrooms
Room
Dining
Living area
Private kitchen
Exceptional
(7 reviews)

Modern 4-bedroom house in peaceful Westmont area

Westmont

8% off
AU$4,508
for 7 nights, 1 home
AU$644 per night
includes taxes & fees
Modern 4-bedroom house in peaceful Westmont area
Equipped for a family dinner.
The so called Frank Lloyd Wright Bootleg Houses are just next door on Chicago Avenue.
Living Roo: The oak floors of this historic home give the living room a cozy, yet elegant feel. The room holding a 55 Inch TV, Gig Speed Internet and Mini Pool Table overlooks Oak Park Avenue .
Interior
Exceptional
(24 reviews)

Top floor of Historic Oak Park Home /2 Car Garage

Oak Park

12% off
AU$3,209
for 7 nights, 1 apartment
AU$458 per night
includes taxes & fees
Top floor of Historic Oak Park Home /2 Car Garage
Interior
Living area
Dining
Room
Very good
(5 reviews)

Chicago style apt/Near Hosp/ORD/MDW/DT

Berwyn

8% off
AU$2,611
for 7 nights, 1 apartment
AU$373 per night
includes taxes & fees
Chicago style apt/Near Hosp/ORD/MDW/DT
Interior
Private kitchen
Exterior detail
Dining
Exceptional
(15 reviews)

Large Renovated 1st FL Suite Forest Park/Oak Park

Forest Park

11% off
AU$2,130
for 7 nights, 1 apartment
AU$304 per night
includes taxes & fees
Large Renovated 1st FL Suite Forest Park/Oak Park
A Viking Stove and Quartz Countertops, You decide whats cooking.
Night View
The side view
Magnificent tunes
Exceptional
(26 reviews)

First floor of Historic Oak Park Villa, Grge:2Cars

Oak Park

12% off
AU$3,443
for 7 nights, 1 apartment
AU$492 per night
includes taxes & fees
First floor of Historic Oak Park Villa, Grge:2Cars
Smart tv and wifi available
Private kitchen
Dining
Full size bed, smart tv closet
Exceptional
(28 reviews)

Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed

Chicago

7% off
AU$2,212
for 7 nights, 1 home
AU$316 per night
includes taxes & fees
Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed
Private kitchen
Room
Living area
Dining
Exceptional
(13 reviews)

Chic & Cozy near ORD>MDW>DT>HOSP

Berwyn

8% off
AU$3,215
for 7 nights, 1 apartment
AU$459 per night
includes taxes & fees
Chic & Cozy near ORD>MDW>DT>HOSP
Exterior
Dining
Property grounds
Private kitchen
Exceptional
(41 reviews)

Clean and Comfy Updated Apt in Convenient Location

Forest Park

8% off
AU$1,807
for 7 nights, 1 apartment
AU$258 per night
includes taxes & fees
Clean and Comfy Updated Apt in Convenient Location
Dining
Dining
Interior
Living area
Exceptional
(33 reviews)

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Berwyn

8% off
AU$2,308
for 7 nights, 1 apartment
AU$330 per night
includes taxes & fees
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

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Why people love visiting lively Hinsdale

Enjoy the area's musicals, architecture and theatre scene with a rental holiday home in Hinsdale. Renowned for its seafood restaurants, entertainment and churches, this city welcomes all visitors. McCormick Place and Donald E. Stephens Convention Center are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Hinsdale

Are you looking for things to do in the city? Venture out of your cosy holiday rental and check out everything that makes Hinsdale a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oak Brook Golf Course (2.8 mi / 4.4 km)
  • Galloping Ghost (4.3 mi / 7 km)
  • Seven Bridges Golf Club (7.3 mi / 11.8 km)
  • Cog Hill Golf & Country Club (8.9 mi / 14.4 km)
  • Cantigny Golf Club (11.7 mi / 18.8 km)
  • The Dome at the Parkway Bank Sports Complex (12.9 mi / 20.7 km)

Exploring the natural features in Hinsdale

Whether you're an outdoor enthusiast or just want to take in the scenery, Hinsdale is a great place to get outside. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Grant Park (17 mi / 27.4 km)
  • Willowbrook Community Park (3.5 mi / 5.6 km)
  • Morton Arboretum (5.9 mi / 9.5 km)
  • Oak Park Conservatory (9 mi / 14.5 km)
  • Riverwalk Park (11.5 mi / 18.4 km)
  • Centennial Beach (11.5 mi / 18.6 km)

Transport to and around Hinsdale

The nearest airport is in Chicago Midway Airport (MDW), located 10.1 mi (16.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Chicago O'Hare International Airport (ORD), which is 12.3 mi (19.8 km) away.

If you prefer to travel by train, West Hinsdale Station, Hinsdale Station and Hinsdale Highlands Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Hinsdale when booking a holiday rental?
When considering a holiday rental in Hinsdale, Illinois, the best area to stay is the charming downtown district. This vibrant neighbourhood offers a delightful blend of convenience and character, making it an ideal choice for visitors. The downtown area is known for its picturesque tree-lined streets, boutique shops, and an array of dining options, providing a lovely atmosphere for leisurely strolls.A highlight of this area is the Hinsdale Central Park, which features beautiful green spaces great for picnics or simply enjoying the outdoors. Additionally, the nearby Hinsdale Historical Society offers a fascinating glimpse into the local history, showcasing the rich heritage of the town.While the exact number of holiday rental properties may fluctuate, the downtown area typically boasts a good selection, suiting various preferences and budgets.
What is the most popular type of holiday rental accomodation in Hinsdale?
In Hinsdale, holiday houses are the most popular type of holiday rental, with around 16 available throughout the area. These homes are typically located in charming residential neighbourhoods, offering a spacious and comfortable environment for families and groups. Most holiday houses come equipped with multiple bedrooms, fully furnished kitchens, and inviting living areas, making them ideal for longer stays. Additionally, many properties feature outdoor spaces such as gardens or patios, superb for relaxation after exploring the local parks and amenities.
Are there any family house rentals in Hinsdale?
In Hinsdale, Illinois, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This charming suburb offers spacious homes with amenities that cater to families, such as large living areas, well-appointed kitchens for family meals, and outdoor spaces for children to play.Visitors will find properties close to local parks, including the popular Robbins Park, which features playgrounds and picnic areas, ideal for family outings. Additionally, Hinsdale's proximity to the vibrant city of Chicago allows for easy day trips to explore museums, zoos, and other attractions.
Are there pet-friendly house rentals in Hinsdale?
In Hinsdale, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these rentals come equipped with amenities such as spacious backyards, which are superb for pets to play in, as well as fully furnished living areas and modern kitchens for convenience.The neighbourhood itself is known for its charming streets and community feel, making it an enjoyable place for pet owners. Nearby parks, such as the expansive Katherine Legge Memorial Park, offer walking trails and open spaces where pets can roam freely. Additionally, Hinsdale's proximity to the Morton Arboretum and various local dog-friendly cafes enhances the experience for those looking to explore with their pets.
Are there any remote work holiday rentals in Hinsdale?
In Hinsdale, Illinois, there are several remote work holiday rentals available, making it an ideal location for those looking to combine work and leisure. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable chairs, ensuring a productive environment. Guests can expect additional features like spacious living areas and well-equipped kitchens, great for unwinding after a day of work.The charming neighbourhood of Hinsdale is close to local parks and recreational areas, providing opportunities for breaks and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Hinsdale?
In Hinsdale, popular holiday rental amenities include pet-friendly options, allowing travellers to bring their dogs along for the stay. Many properties are equipped to accommodate service animals as well. Family-friendly features such as children's books are commonly available, ensuring younger guests are entertained. Additionally, most rentals boast decks or patios, providing outdoor spaces for relaxation and enjoying the pleasant surroundings.
When is the best time to visit Hinsdale for a holiday rental?
The best time to visit Hinsdale for a holiday rental is during the peak season from May to July, with July being particularly popular among travellers. This vibrant time of year brings a lively option, ideal for those looking to enjoy outdoor activities and the charm of a quintessential American summer. Visitors can partake in local festivals, explore beautiful parks, and take advantage of the pleasant weather for picnics and leisurely strolls.In July, temperatures typically range from about 20 to 30 degrees Celsius, creating a comfortable environment for both sightseeing and outdoor adventures. Hinsdale's proximity to Chicago also opens up opportunities for day trips, allowing visitors to experience the city's rich culture and attractions while still enjoying the tranquillity of a suburban setting.For those seeking a more budget-friendly option, consider visiting in December. Though it may be quieter, Hinsdale transforms into a winter wonderland, offering a unique charm during the holiday season. This time of year allows for cozy indoor activities and festive events, making it an appealing alternative for a more relaxed getaway.
What are the top attractions in Hinsdale?
In Hinsdale, visitors can enjoy a charming blend of historic architecture and natural beauty. The Hinsdale Historical Museum, located in a beautifully restored Victorian home, offers insights into the town's rich history and heritage. The picturesque Burns Field is a popular spot for outdoor activities, featuring sports fields, walking paths, and playgrounds that cater to families.For those who appreciate the outdoors, the nearby Fullersburg Woods Nature Education Centre provides trails and educational programs amidst scenic woodland areas. The quaint downtown area boasts boutique shops and delightful cafes, making it a lovely place to stroll and explore local flavours. Additionally, the Hinsdale Golf Club offers a classic country club experience for golf enthusiasts.
Are all fees included in the Hinsdale holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Hinsdale holiday homes with parking?
Stayz offers a wide selection of holiday homes in Hinsdale with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Hinsdale holiday homes?
You can find great discounts on holiday homes in Hinsdale on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Hinsdale holiday home booking on Stayz?
To find Hinsdale holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Hinsdale?
A long-stay holiday home in Hinsdale is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Hinsdale holiday home?
Book your Hinsdale holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hinsdale?
Prices for holiday homes in Hinsdale vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Hinsdale to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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