Holiday houses in Oak Park

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Top-rated holiday rentals in Oak Park

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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
4.92 out of 5 average rating, 143 reviews

Spring Fever w/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!

LocationFamilyLong stay

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, 317 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.

LocationFamilyCondition

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, 137 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.

ValueFamilyAccuracy

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, 103 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

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Guest favourite
Home in Oak Park
4.9 out of 5 average rating, 49 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

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Top Guest favourite
A modern kitchen countertop features a glass bowl filled with colorful fruit. A vase with fresh flowers adds a touch of brightness, and a chalkboard sign reading 'Welcome' is prominently displayed. Natural light filters through a nearby window.
Bungalow in Royal Oak
4.99 out of 5 average rating, 207 reviews

Fenced yard* King Bed*blocks from Main St+Parks*

"The Dotte" 7 blocks to downtown Royal Oak & minutes to local favorites like the Zoo and Farmers Market. *Fully stocked kitchen *King in the Primary+ TV *Queen in the upstairs + TV * Full/twin bunk + TV *Hulu, Netflix and Disney Plus *Special reading nook upstairs with books and toys. *Pet Friendly home with fenced yard , room to run and pet amenities like bowls, pet gate, dog bags & more *WFH desk & fast WiFi *Lots of local bars, restaurants & parks

ValueFamilyCheckout

Top Guest favourite
The entrance to The Margaret is featured, showcasing a green door framed by two large windows. A striped awning adds a touch of character above the doorway, while a welcome mat lies on the concrete path leading up to the entrance. The brick facade complements the overall ambiance.
Apartment in Oak Park
4.97 out of 5 average rating, 58 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.

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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, 232 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.

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Guest favourite
Home in Royal Oak
4.77 out of 5 average rating, 134 reviews

Cozy Brownstone Near Downtown Royal Oak

Relax in this stylish, centrally located Royal Oak brownstone just minutes from downtown. Enjoy a cozy space with everything you need for a comfortable, easy stay—perfect for couples, business trips, or longer visits. ✓ Large, open living w/ arcade ✓ Beautiful dining area ✓ Luxury finishes ✓ Fully equipped kitchen ✓ Spacious bedrooms with King + Queen beds ✓ Big desk + Fast wi-fi ✓ Fenced in yard ✓ Large ATTACHED 2-car garage ✓ Brand new washer/dryer

ValueLocationKitchen

Top Guest favourite
A dining nook features a wooden table surrounded by four soft gray chairs. A bottle rack holding several wine bottles is mounted on the wall. Natural light filters in through a nearby window, complemented by decorative plants and a circular mirror.
Home in Berkley
4.96 out of 5 average rating, 188 reviews

The Pride of Berkley

Conveniently located in metro Detroit with access to 5+ downtown areas (including Detroit, Royal Oak, Birmingham, Ferndale, Clawson, Berkley, and more) while still having your own private backyard oasis, tree-lined family friendly community. Walkable distance to restaurants, breweries, and Berkley’s adorable downtown. Beaumont Hospital is 2 miles away, the Detroit Zoo is 3 miles away, Royal Oak is 3 miles way, and Downtown Detroit is 15 miles away.

FamilyValueHospitality

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, 103 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

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Guest favourite
A welcoming exterior view of a single-story home surrounded by a lush green lawn and colorful flower beds. The front porch features comfortable seating and is framed by leafy trees, creating a peaceful atmosphere. Large windows allow natural light to illuminate the interior.
Bungalow in Royal Oak
4.94 out of 5 average rating, 195 reviews

Cozy 3 BR Haven w Open Kitchen & Sunny Office

Sit back & relax in this cozy, stylish space in close proximity to downtown - Royal Oak, Birmingham, Clawson, and Troy office area. Situated in a safe and green neighborhood, you are within 10 mins of some of the great restaurants, bars, breweries, and fun activities in the metro Detroit area. Great for people looking for a fully furnished short-term stay with modern character & clean design.

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Popular amenities for Oak Park holiday rentals

When is the best time to visit Oak Park?

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Avg. price$137 AUD$140 AUD$153 AUD$160 AUD$183 AUD$185 AUD$184 AUD$178 AUD$190 AUD$167 AUD$154 AUD$143 AUD
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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.

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 $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Oak Park holiday rentals include Wi-Fi 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

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