Montgomery holiday rentals

We found 167 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Montgomery that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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The riverfront setting of Montgomery is ready to explore

The riverfront and surrounding scenery provide a peaceful ambience to your holiday home in Montgomery. This city's shopping, bird watching and restaurants draw many visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Montgomery

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Montgomery a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Splash Country Waterpark (3.4 mi / 5.4 km)
  • Bolingbrook Golf Club (11.1 mi / 17.8 km)
  • Cantigny Golf Club (12.7 mi / 20.5 km)
  • Arrowhead Golf Club (12.9 mi / 20.7 km)
  • Mistwood Golf Club (14 mi / 22.6 km)
  • Seven Bridges Golf Club (14.3 mi / 23.1 km)

Exploring the natural features in Montgomery

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Montgomery is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Fabyan Villa Museum & Japanese Garden (9.7 mi / 15.6 km)
  • Centennial Beach (10.1 mi / 16.3 km)
  • Riverwalk Park (10.2 mi / 16.4 km)
  • Morton Arboretum (16.4 mi / 26.4 km)
  • Hudson Crossing Park (3.2 mi / 5.1 km)
  • Hidden Lakes Park (13.3 mi / 21.4 km)

Transport options to and around Montgomery

The nearest airport is in Chicago, IL (DPA-Dupage), located 13 mi (21 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Chicago O'Hare International Airport (ORD), which is 28.4 mi (45.7 km) away.

Frequently asked questions

What is the best area to stay in Montgomery when booking a holiday rental?
When considering a holiday rental in Montgomery, Illinois, the best area to stay is along the Fox River. This picturesque neighbourhood not only offers beautiful views but also provides easy access to a variety of outdoor activities, making it ideal for families and nature enthusiasts alike. The area features a number of properties, ranging from charming cottages to modern homes, suiting different tastes and budgets.One of the top attractions nearby is the scenic Riverwalk, which is superb for leisurely strolls, cycling, or simply enjoying a picnic by the water. Additionally, the nearby parks, such as the picturesque Montgomery Park, offer playgrounds and sports facilities, making it a great spot for families to unwind and enjoy the outdoors.
What is the most popular type of holiday rental accomodation in Montgomery?
In Montgomery, holiday houses are the most popular type of holiday rental, with about 10 available throughout the area. These homes typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups looking for a comfortable retreat. Additionally, there are several apartments available, which provide a more compact option for travellers seeking convenience and accessibility.
Are there any family house rentals in Montgomery?
In Montgomery, Illinois, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area offers a variety of homes, often featuring spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for kids to enjoy.Visitors can explore nearby attractions such as the scenic Fox River, where families can enjoy outdoor activities like biking and picnicking, and the local parks that provide playgrounds and sports facilities. Additionally, the town is conveniently located near shopping centres and dining options, ensuring that everything a family might need is within easy reach.
Are there pet-friendly house rentals in Montgomery?
In Montgomery, there are several pet-friendly house rentals available, offering a comfortable stay for travellers with pets. These holiday homes typically feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely. Many properties may also include fenced yards, which provide added security for pets, making it easier for owners to relax during their stay.The neighbourhood itself is quite welcoming, with a suburban charm that includes local parks and green spaces. One top spot is the Montgomery Park, which is superb for pet owners looking to enjoy the outdoors with their furry companions. This park features walking trails and open areas where pets can play and socialise.
Are there any remote work holiday rentals in Montgomery?
In Montgomery, Illinois, there are several holiday rentals suitable for remote work. Many properties in the area offer dedicated workspaces, such as desks, ensuring that guests can maintain productivity during their stay. Additionally, free Wi-Fi is commonly available, along with other internet options to cater to various needs.The town itself is charming, with convenient access to local amenities and parks, providing a pleasant environment for both work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Montgomery?
In Montgomery, popular holiday rental amenities cater to both comfort and convenience, with options typically including a fully equipped kitchen, allowing guests to prepare their own meals. Many properties also feature a designated workspace with a desk and chair, making it suitable for those who may need to work during their stay. Additionally, some rentals are pet-friendly, specifically accommodating dogs, which is a significant draw for travellers with pets.
When is the best time to visit Montgomery for a holiday rental?
The best time to visit Montgomery for a holiday rental is during the peak season from May to July, with July being particularly popular. This vibrant period attracts travellers, as the warm summer temperatures (averaging around 25 to 30 degrees Celsius) create the great environment for outdoor activities and community events.During this time, you can immerse yourself in local festivities, enjoy the beautiful parks, and take part in various recreational activities that the area has to offer. The lively option in July means you're likely to encounter fellow travellers, making it a great opportunity to connect and share experiences.For those looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, great for enjoying the peaceful charm of Montgomery without the crowds. You can take leisurely strolls through the scenic areas and appreciate the local parks, all while benefiting from lower rental rates.
What are the top attractions in Montgomery?
In Montgomery, Illinois, visitors can enjoy a variety of attractions that highlight both natural beauty and local culture. A prominent site is the scenic Montgomery Park, which offers walking trails, picnic areas, and playgrounds, making it a lovely spot for families and outdoor enthusiasts. The nearby Fox River provides opportunities for boating and fishing, adding to the area's appeal for those who enjoy water activities.The town also features the historic downtown area, where one can find charming shops, local eateries, and community events throughout the year. The Montgomery Village Hall, with its distinctive architecture, is a point of interest for those interested in local history and governance. Additionally, the nearby McCullough Park offers sports facilities, including basketball and tennis courts, suiting active visitors.For those interested in history, a visit to the nearby Aurora Regional Fire Museum provides insights into the region's fire service history, while the Waubonsee Community College offers art exhibits and cultural events that enhance the local experience.
Are all fees included in the Montgomery 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 Montgomery holiday homes with parking?
Stayz offers a wide selection of holiday homes in Montgomery 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 Montgomery holiday homes?
You can find great discounts on holiday homes in Montgomery 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 Montgomery holiday home booking on Stayz?
To find Montgomery 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 Montgomery?
A long-stay holiday home in Montgomery 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 Montgomery holiday home?
Book your Montgomery 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 Montgomery?
Prices for holiday homes in Montgomery 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 Montgomery 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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