Photo by Lisa Osburn

Oak Park holiday lettings

We found 910 holiday rentals — enter your dates for availability

Discover a selection of 15 homes and other holiday rentals in Oak Park that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a garden. At the end of the day, you're sure to 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 - Oak Park

Showing deals for:15 May - 22 May

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Book a holiday rental for your Oak Park getaway

Enjoy the festivals and other features of Oak Park. One of the city's many top draws is its shopping. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Oak Park

Do you want to find attractions to visit during your stay? Venture out of your holiday home and experience everything that Oak Park has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Detroit Zoo (1.8 mi / 2.9 km)
  • Detroit Golf Club (3.7 mi / 6 km)
  • Red Oaks Waterpark (6.3 mi / 10.1 km)
  • Farmington Hills Ice Arena (11 mi / 17.7 km)
  • Adventure Bay Family Water Park (12.1 mi / 19.4 km)
  • Belle Isle Aquarium (13.2 mi / 21.2 km)

Exploring the natural landscape of Oak Park

Whether you're an active traveller or just want to take in the scenery, Oak Park is a great place to spend some time outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Campus Martius Park (11.2 mi / 18.1 km)
  • Detroit Riverwalk (11.7 mi / 18.8 km)
  • Windsor Riverfront (12 mi / 19.3 km)
  • Belle Isle Beach (13.1 mi / 21.1 km)
  • Anna Scripps Whitcomb Conservatory (13.2 mi / 21.2 km)
  • Union Lake (16.4 mi / 26.3 km)

Transport options to and around Oak Park

The nearest airport is in Detroit, MI (DET-Coleman A. Young Municipal), located 9.8 mi (15.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Windsor, ON (YQG), which is 17.2 mi (27.7 km) away.

Frequently asked questions

What is the best area to stay in Oak Park when booking a holiday rental?
When considering where to stay in Oak Park, Michigan, you might find the area surrounding the vibrant downtown particularly appealing. This neighbourhood is not only convenient for accessing various amenities but also offers a pleasant atmosphere for visitors. The district features a variety of holiday rental properties, providing a range of options to suit different preferences and budgets.

One of the top attractions nearby is the Oak Park Arts District, which is home to numerous galleries and shops, reflecting the local culture and creativity. Another highlight is the beautiful parks in the area, such as the scenic Oak Park Recreation Centre, which offers outdoor spaces superb for relaxation or family activities. Staying in this area allows you to enjoy both the charm of a suburban setting and the convenience of nearby urban attractions.
How much does it cost to rent a holiday home in Oak Park?
Prices for holiday rentals in Oak Park 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oak Park to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oak Park holiday house rentals?
You can find great discounts on house rentals in Oak Park on Vrbo, 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.
What is the most popular type of holiday rental accomodation in Oak Park?
In Oak Park, holiday houses are the most popular type of holiday rental, with about 36 available throughout the area. These homes offer ample space and typically feature multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation. Many are situated in residential neighbourhoods, providing a peaceful atmosphere that is ideal for families or groups. Additionally, there are around 18 apartments and several condos, which cater to those looking for a more compact and convenient stay. Most of these accommodations include amenities such as modern furnishings, Wi-Fi, and often laundry facilities, making them suitable for both short and extended visits.
Are there any family house rentals in Oak Park?
In Oak Park, Michigan, there are numerous family-friendly house rentals available, with around 12 options to choose from. This suburban area offers a welcoming environment for families, with many properties situated close to local parks and recreational facilities. Visitors can expect spacious living areas, well-equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play.

The neighbourhood features convenient access to attractions such as the Detroit Zoo, which is just a short drive away and superb for a family outing. Additionally, local parks provide playgrounds, sports fields, and picnic areas, enhancing the outdoor experience.
Can I find long-stay holiday rentals in Oak Park?
A long-stay holiday rental in Oak Park 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Oak Park?
In Oak Park, there are several pet-friendly house rentals available, making it an inviting option for travellers with pets. Many of these homes offer comfortable amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy fresh air. The neighbourhood itself is known for its tree-lined streets and a sense of community, providing a pleasant environment for both guests and their furry companions.

While exploring the area, pet owners can take advantage of nearby parks such as Scoville Park and Oak Park's many green spaces, superb for leisurely walks or playtime. Additionally, the proximity to local shops and cafes that welcome pets adds to the charm of the stay.
Are there any remote work holiday rentals in Oak Park?
In Oak Park, Michigan, there are a great 48 remote work holiday rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties are equipped with essential amenities for remote work, including desks, Wi-Fi, and comfortable desk chairs, ensuring a productive environment.

The area is conveniently located near various points of interest, including parks and local dining options, providing opportunities for relaxation after a workday. Furthermore, the surrounding neighbourhoods offer a mix of residential charm and urban convenience, making it easy for guests to access shops and amenities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oak Park holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oak Park 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 on Vrbo 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.
What are popular rental amenities in Oak Park?
In Oak Park, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals. Many properties also feature coffee and tea makers for that essential morning boost. Onsite parking is a common convenience, making it easy for visitors to explore the area. Additionally, rentals often come with blenders for those who enjoy smoothies or other blended beverages. Outdoor spaces, such as decks or patios, provide a lovely setting for relaxation after a day of sightseeing.
When is the best time to visit Oak Park for a holiday rental?
April is the most popular month to visit Oak Park, where visitors can enjoy the vibrant setting of spring as the city comes alive with blooming flowers and outdoor activities. The peak season runs from February to April, making it an ideal time for those seeking to explore the local parks and engage in community events.

During this period, the weather is pleasantly mild, typically ranging from 5 to 15 degrees Celsius, providing a comfortable climate for outdoor enjoyment. Whether you're strolling through the scenic parks or attending local festivals, the fresh air and blossoming scenery offer a delightful backdrop for your holiday.

For those looking for a more budget-friendly option, November presents an excellent opportunity to experience Oak Park's charm without the crowds. This quieter month allows for leisurely exploration of the area, with the added benefit of enjoying the local culture and community at a more relaxed pace.

Ultimately, the best time to visit Oak Park depends on your preferences—whether you're drawn to the lively energy of the spring months or the tranquil beauty of autumn.
How early should I book a Oak Park holiday rental?
Book your Oak Park holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oak Park?
In Oak Park, visitors can explore a variety of attractions that showcase the area's rich history and cultural offerings. The Frank Lloyd Wright Home and Studio is a significant draw, where architecture enthusiasts can learn about the renowned architect's early work and design philosophy. Nearby, the Unity Temple, also designed by Wright, is an architectural gem and a designated National Historic Landmark worth visiting.

The Oak Park Arts District is another vibrant area, featuring a collection of galleries, studios, and shops that celebrate local artists and craftsmen. This district often hosts events and exhibitions, providing a lively option for art lovers.

For those interested in nature, the beautiful Oak Park and the nearby Scoville Park offer green spaces for leisurely walks, picnics, and community events, making them ideal spots for relaxation.
Can I change or cancel my Oak Park home rental booking on Vrbo?
To find Oak Park holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oak Park holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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