Holiday rentals in Oak Park

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Quick stats about holiday rentals in Oak Park

  • Total holiday rentals

    Explore 70 holiday rentals in Oak Park

  • Nightly prices starting at

    Oak Park holiday rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 2,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Oak Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oak Park rentals

  • 4.7 Average rating

    Oak Park stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Oak Park

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The living room features hardwood flooring and is decorated in mid-century Scandinavian style. Two sofas are adorned with colorful cushions, and a coffee table sits in the center. Natural light flows through the windows, illuminating the space.
Home in Royal Oak
4.93 out of 5 average rating, 148 reviews

Summertime Royal Oak Park View!

Located within walking distance of downtown Royal Oak and overlooking Whittier Park. This charming 2 bedroom, 1 bathroom home offers a comfortable home away from home! Walk in minutes to downtown Royal Oak's restaurants, music venues, shopping, movie theater, farmers market, library and more. With the central location, you can travel to downtown Detroit in 20 minutes or explore neighboring communities on the Woodward corridor in under ten minutes. Covered porch is a great way to enjoy the night!

Guest favourite
The living area features a bright blue couch with purple pillows, a wooden coffee table, and a soft white rug. A large television is positioned on a wooden stand, while a leafy plant adds a touch of greenery. Natural light streams in through a nearby window.
Home in Oak Park
4.93 out of 5 average rating, 324 reviews

Cozy, remodeled bungalow near downtown Ferndale

Enjoy a visit to our summer home in Oak Park. It's a 1 mile drive through our historic neighborhood to downtown Ferndale. A 2 bed 1 bath built in 1930 was fully remodeled in 2020, including the addition of AC. We hope you enjoy it as much as we do when we come home to work remotely near family twice yearly. Enjoy the fully stocked kitchen; we love to cook! But make sure to take advantage of all the bars and restaurants in Ferndale. If traveling with the pup, there's a large fenced-in yard.

Guest favourite
A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.
Cabin in Grosse Pointe Park
4.99 out of 5 average rating, 149 reviews

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

Guest favourite
An open living area features a comfortable L-shaped sofa accented with decorative pillows. A round coffee table sits atop a textured area rug, while modern artwork hangs on the wall. Natural light filters through patterned curtains, enhancing the welcoming atmosphere.
Home in Berkley
4.91 out of 5 average rating, 108 reviews

Designer Gem | Hot Tub | Quiet Neighborhood

Step into the spacious 2BR 1Bath designer home nestled just a stone's throw away from the Beaumont Hospital, vibrant downtown area, and many more attractions and landmarks. Explore Berkley and Detroit or lounge the day out in the backyard with the high-end hot tub. The stylish design and rich amenity list will leave you in awe. ✔ 2 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Backyard (Hot Tub, Dining, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Workspace ✔ Free Parking See more below

Top guest favourite
A comfortable living area features a stylish orange sofa and gray armchair, centered around a round area rug with a modern pattern. Natural light enters through two windows, highlighting a wooden coffee table decorated with a small plant and decorative items. A floor lamp stands nearby.
Home in Ferndale
4.99 out of 5 average rating, 272 reviews

Little Yellow House in Ferndale! Quiet, Cozy 3BR

FERNDALE FAVORITE!! Walk to downtown! All new furniture / decor, luxury bedding, memory foam beds, quartz countertops… super clean & well-cared for. This comfy, freshly updated house is on a quiet street just blocks from restaurants, bars, coffee shops & more. Centrally located w/ easy access to freeways, 10-15 min drive to other downtown areas (Royal Oak, Detroit, Birmingham). Ideal for couples, business travelers, LGBTQ+, and families with children. We also allow SMALL pets (under 20 lbs).

Guest favourite
Home in Oak Park
4.86 out of 5 average rating, 57 reviews

Modern Coolidge Stay, 10 min to Zoo & Downtown RO.

Welcome to The your Retreat/Experience! Conveniently located in a safe neighborhood in Oak Park. This exceptionally designed bungalow is located just off 696 freeway and minutes to I75 freeway as well. This is a perfect spot for travel nurses, business professionals and families visiting town. - 10 minutes to Downtown Birmingham - 8 minutes to Corewell Hospital - 5 min to Downtown R/O & Zoo - 8 minutes to Downtown Ferndale - 16 minutes to Somerset Collection - 20 minutes to Downtown Detroit

Guest favourite
The exterior of a Craftsman style home is displayed, featuring a gently sloped roof and light-colored siding. Large windows allow abundant natural light, while a front porch with steps leads to the entrance. A mailbox is positioned beside the door, and well-maintained landscaping is visible.
Home in Royal Oak
4.93 out of 5 average rating, 102 reviews

Historic craftsman near Downtown Royal Oak

Historic Craftsman style home close to downtown Royal Oak. Open floor plan great for spending time with friends and family with plenty of space and updates throughout. Enclosed front porch and large rear deck allow for spending time outdoors. 3 Bedroom 1 bath home with plenty of common spaces for guests to use including large family room with plenty of seating, dining room with 6 seat table, breakfast nook bar with 2 seats, and fully stocked kitchen. Level 2 EV outlet (Nema 14-50)

Top guest favourite
Flat in Oak Park
4.97 out of 5 average rating, 62 reviews

Charming 1940s 2 Bedroom Near Downtown Ferndale

Welcome to The Margaret - a quiet vintage walk-up in prime Oak Park/Ferndale location. Walkable to local eateries and close to freeways, hospitals and the Detroit Zoo! This unit is located up one flight of stairs and overlooks a private backyard greenspace. Two bedrooms comfortably sleep 4 with comfy beds and organic linens. The fully equipped kitchen overlooks a dining area which doubles as a generous workspace. The perfect cozy home away from home.

Top guest favourite
A spacious living area features a dark sectional couch, a white coffee table, and a TV stand with a flat-screen television. Soft lighting is provided by a floor lamp, while wall art and plants add a touch of color and warmth to the neutral-toned walls.
Home in Ferndale
5 out of 5 average rating, 238 reviews

Little House on Laprairie

This cozy 1 story, 2 bedroom 1 bathroom bungalow has been recently renovated (2022) with all new appliances and updated finishes. A short walk to downtown Ferndale is where you’ll find plenty of shops, restaurants, coffee houses and bars. Downtown Detroit is 11 miles away and a quick 15 minute drive. Our home is perfect for couples, small families, business travelers and LGBT travelers. The large fenced backyard is perfect for your house trained dog.

Guest favourite
A bright living area is showcased with natural light filtering through multiple windows. The space includes a brown leather sofa, a glass coffee table atop a decorative rug, and a wood console table positioned against the wall. A comfortable chair is placed near the window.
Flat in Royal Oak
4.9 out of 5 average rating, 194 reviews

Cozy 1 BD Apt | 5 min to Downtown RO

A cozy one bedroom one bathroom unit, less than a mile from downtown Royal Oak. Centrally located right off of Woodward near Birmingham, Royal Oak, the Detroit Zoo and much more- all less than a 10 minute drive. This apartment is stocked with all essentials to make anyone's stay comfortable. Scores “highly walkable” with most errands able to be accomplished on foot. Very safe neighborhood. One parking space in lot + street parking available

Guest favourite
An open concept living space is shown, featuring a kitchen with white cabinetry and a breakfast bar with two metal stools. Natural light fills the adjacent living area with a comfortable couch and modern decor. Neutral tones enhance the inviting atmosphere throughout.
Flat in Royal Oak
4.95 out of 5 average rating, 153 reviews

Lykke House - 5min Walk to DTRO

Enjoy your visit to Royal Oak in our peaceful and centrally-located place; just a short 5 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Long stays as well as short stays are welcome! Our place is tucked into a quiet, safe, walkable neighborhood close to many parks, Royal Oak Music Theater, Beaumont Hospital, Detroit Zoo, Downtown Detroit and multiple freeways.

Top guest favourite
A living area is highlighted by a comfortable sectional sofa, complemented by decorative pillows. A modern dining table with four chairs is visible nearby. Light streams through two windows, and an artwork piece adds a touch of color to the neutral walls.
Home in Oak Park
4.93 out of 5 average rating, 106 reviews

Cozy/Stylish-near Downtwn Detroit-Zoo-Dream cruise

Enjoy a stylish experience at this centrally-located place. Park, bike trail, and bike rentals are just a few blocks away. 5 minutes from Ferndale, Woodward Ave (Dream cruise route), the Detroit Zoo, and downtown Royal Oak. The home is less than 20 minutes from Downtown Detroit. DETROIT AREA RESIDENTS BOOKING LESS THAN 7DAYS MUST SEND “INQUIRY BEFORE BOOKING” Unapproved local requests/bookings may be canceled

Popular amenities for Oak Park holiday rentals

When is the best time to visit Oak Park?

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Frequently Asked Questions

  • What are the best places to stay in Oak Park?

    Many visitors choose vacation rentals in Oak Park’s residential neighborhoods for a local experience and convenient access to community parks. Areas near cultural sites and main streets are often suggested for easy exploring on foot.

  • What are the best things to do in Oak Park with kids?

    Families frequently enjoy playgrounds, nature walks in local parks, and interactive community events in Oak Park. Seasonal festivals, splash pads, and children’s programs at recreation centers are also popular among visitors with kids.

  • What are some of the best things to do in Oak Park?

    Explore local parks, check out cultural programs at the community center, and sample food from neighborhood restaurants. Seasonal events, art shows, and markets also provide ways to connect with the Oak Park community.

  • How is the weather in Oak Park?

    Oak Park has cold, snowy winters around 19–32°F (-7–0°C), with warmer summers reaching 64–84°F (18–29°C). Spring and fall bring milder temperatures and variable rainfall, so packing layers is helpful year-round.

  • When is the best time to visit Oak Park?

    Late spring through early fall is often recommended for a visit to Oak Park, when temperatures are milder, trees are green, and community gatherings are more frequent. Many visitors enjoy exploring outdoor spaces and attending seasonal events during these months.

  • What are the best places to visit in Oak Park?

    Explore Oak Park’s local parks, cultural centers, and neighborhood markets for a sense of the community. Art spaces, playgrounds, and event venues are frequently suggested for visitors looking to connect with the area.

  • What are some hiking trails in Oak Park?

    Oak Park has several city parks with walking paths and nature trails suitable for casual hikes. For more extensive hiking, many visitors explore larger nature preserves or greenways in surrounding areas.

  • What are some family activities we can do in Oak Park?

    Families can explore local parks, enjoy picnic areas, and participate in recreation programs at community centers. Seasonal festivals and art workshops are also frequently suggested for visitors of all ages.

  • What are some of the best day trip ideas from Oak Park?

    Popular day trip ideas include visiting Detroit’s museums, exploring botanical gardens, or spending time at nearby beaches and historic towns. Many guests enjoy sampling art, music, and food scenes in surrounding communities.

  • Are there any pet friendly accommodations available in Oak Park?

    Many Oak Park vacation rentals welcome pets, especially those in residential neighborhoods near parks and walking paths. Property listings typically note pet policies and nearby green spaces for walks.

  • What are some local tips for visiting Oak Park?

    Explore neighborhood parks and locally owned restaurants to experience Oak Park’s welcoming atmosphere. Many visitors find it helpful to check community calendars for upcoming events or markets, and to pack layers, as weather can change throughout the day.

  • What is Oak Park known for?

    Oak Park is known for its welcoming neighborhoods, a strong sense of community, and diverse cultural traditions. The city hosts regular community events and maintains several well-loved public parks.

  • What are the best hidden gems to explore in Oak Park?

    Discover community gardens, small public art installations, or local bakeries that reflect Oak Park’s neighborhood charm. Many visitors enjoy seeking out quiet corners in residential parks for a peaceful stroll or reading break.

  • What are the best foods to try in Oak Park?

    Oak Park has a mix of traditional diners, family-owned bakeries, and multicultural restaurants. Visitors frequently enjoy sampling deli sandwiches, Mediterranean dishes, and baked goods from local favorites.

  • What should I bring for a trip to Oak Park?

    Bring layered clothing to adjust to changing temperatures, comfortable shoes for strolling parks and neighborhoods, and a rain jacket or umbrella, especially in spring and fall. If you plan outdoor outings, consider packing sun protection and a reusable water bottle.

  • What is the nightlife in Oak Park like?

    Oak Park’s nightlife has a relaxed local vibe, with neighborhood restaurants, cozy lounges, and nearby venues featuring live music or performances. For broader nightlife options, visitors often explore surrounding communities’ diverse entertainment scenes.

  • What are the most popular events or festivals in Oak Park?

    Oak Park’s calendar features events like summer music series, cultural celebrations, and family gatherings in city parks. Seasonal festivals, especially those in late spring or during holidays, are often recommended for visitors seeking community spirit.

  • Are there family friendly vacation rentals in Oak Park?

    Many vacation rentals in Oak Park’s residential neighborhoods are family friendly, with comfortable living spaces and convenient access to parks or playgrounds. Listings often highlight amenities like kitchens, yards, or multiple bedrooms.

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