Vacation rentals in Oak Park

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Top-rated vacation 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
4.92 out of 5 average rating, 140 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!

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, 315 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
An open living space features a dining area with a rectangular table and colorful chairs, complemented by a cozy blue accent chair. The kitchen is visible in the background, equipped with modern stainless appliances and bright overhead lighting.
Home in Royal Oak
4.94 out of 5 average rating, 118 reviews

Explore Royal Oak and Birmingham! Merrill House!

Welcome to Merrill House! Merrill is a single story home with a minimal aesthetic, peaceful vibe, and open floor plan. We are family and pet-friendly with a privately, fully enclosed yard. Merrill is just south of Corewell Hospital, 5 minutes to downtown Royal Oak. We are walking distance to restaurants, Starbucks, and a park. Laundry and supplies. We are 3 m. from the Detroit Zoo and 1 m. from Birmingham. Our proximity to Woodward Avenue offers a direct 20-minute drive to downtown Detroit.

Superhost
A modern living area is featured with a dark blue couch and gold accents. A large coffee table with a decorative tray sits centrally, while a ceiling fan adds to the spacious atmosphere. Light filters in through multiple windows, illuminating the contemporary decor.
Home in Royal Oak
4.86 out of 5 average rating, 102 reviews

Luxury getaway in Downtown Royal Oak

✨ Exquisite Luxury Retreat in Royal Oak! ✨ Unwind in this stunning home featuring a cozy patio with a propane fire pit and a game room with arcade games, ping pong, and a PS4 (two controllers; games not included). Each bedroom boasts a Smart TV for your entertainment. Located in vibrant Downtown Royal Oak, enjoy nearby bars, restaurants, and parks, just 15 minutes from Downtown Detroit. For an extra touch, ask about in-home massages or private chef experiences. Please note: no parties allowed.

Guest favourite
A cozy sleeping area is defined by a spacious bed with an upholstered headboard and decorative pillows. Two bedside lamps illuminate the space. A small dining table is set for two, with dark chairs and simple dishware, adding to the welcoming atmosphere.
Apartment in Royal Oak
4.9 out of 5 average rating, 137 reviews

*Charming Studio, 3 Doors off Main+Private porch

3 doors off of Main Street, downtown Royal Oak, walking distance to everything Royal Oak has to offer. This 1924 home offers a cozy studio apartment with private entrance at the back of house. The Alfresco dining porch, perfect for enjoying the huge backyard. The fire pit is ideal for taking the chill off in this quiet, peaceful setting. In the morning, walk to BREAD by Crispellis for the best pastry in the area. Super hi-speed internet, 50" 4K Smart TV. Full suites available in the same home!

Guest favourite
An open-concept living space is showcased with a comfortable L-shaped sofa adorned with colorful pillows. A round coffee table is centered on a plush area rug, while distinctive wall art and modern lighting enhance the elegant ambiance of the room.
Home in Berkley
4.93 out of 5 average rating, 101 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
The modern carriage house is illuminated by exterior lighting, showcasing its sleek design. A motorcycle is parked on the gravel drive beside the building. The structure is set against a backdrop of the city skyline, with large windows providing glimpses of the interior.
Guesthouse in Corktown
4.96 out of 5 average rating, 594 reviews

Sky Carriage House: Light, Bright, Corktown Escape

You'll be staying in our newly constructed carriage house at the back of our property in the heart of Corktown - Detroit's oldest historic neighborhood. This private dwelling is accessed from the back alley entrance and offers high ceilings and a panoramic view of downtown and the surrounding neighborhood. The unit features 1 bedroom/1 bath, living, dining, laundry and a full kitchen. In warmer months a small cafe seating area is situated on the spanish rock drive along the green alley.

Guest favourite
A spacious living area features a large sectional couch adorned with decorative pillows. A coffee table sits on a colorful area rug, while natural light streams through large windows. A dining area in the background includes a wooden table with four chairs and ceiling fan overhead.
Home in Madison Heights
4.97 out of 5 average rating, 154 reviews

Sunlit Ranch w/ Coffee Bar & Fenced Backyard

🌞 Sun-Filled Living Area – Relax in a cozy, well-lit space with modern decor and smart TV. 🍳 Fully Equipped Kitchen – Ideal for extended stays, with everything you need to cook like home. 📍 Prime Location – Minutes from downtown Ferndale, Royal Oak, Detroit attractions, and local dining spots. 📶 Fast Wi-Fi & Workspace – Stay connected for business or streaming. 🏡 Comfort for Everyone – Perfect for families, business travelers, and weekend getaways.

Top guest favourite
A comfortable living area features a brown leather sofa and light blue armchair, accented by white side tables. A patterned area rug lies beneath, and a large TV is mounted on the wall. Soft lighting illuminates the space, creating a welcoming environment.
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

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, 186 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.

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, 102 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

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, 194 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.

Popular amenities for Oak Park vacation 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.

Quick stats about vacation rentals in Oak Park

  • Total vacation rentals

    Explore 70 vacation rentals in Oak Park

  • Nightly prices starting at

    Oak Park vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Oak Park vacation 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

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