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 favorite
Home in Royal Oak
4.92 out of 5 average rating, 139 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 favorite
Home in Oak Park
4.93 out of 5 average rating, 313 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.

Top guest favorite
A sunlit sunroom is furnished with a daybed adorned with various cushions, inviting relaxation. A table set with a patterned tablecloth and decorative vases of flowers contrasts against the natural greenery visible through large windows. A wooden basket holds vibrant throws, adding color to the space.
Home in Royal Oak
4.9 out of 5 average rating, 140 reviews

Charming Downtown Royal Oak Home -Walk Everywhere!

Welcome to downtown Royal Oak! This is truly the BEST location in town! Located in the central business district, you're a moment's walk to all Royal Oak has to offer! Built in 1907, this adorable home features historic charm with updates throughout. Stroll to the lively restaurant and bar scene downtown, or cozy up and make use of the kitchen. Spacious dining room, living room with smart TV, large bedrooms with queen beds and cozy bedding, and dedicated office space. Stay with us & enjoy!!

Guest favorite
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 Jefferson Chalmers
4.98 out of 5 average rating, 129 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 favorite
A well-appointed outdoor space features a dining table with four chairs, complemented by a large umbrella for shade. A luxurious hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. String lights overhead enhance the tranquil setting, ideal for evening gatherings.
Home in Berkley
4.93 out of 5 average rating, 100 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 favorite
Bungalow in Royal Oak
4.99 out of 5 average rating, 203 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 favorite
A modern kitchen features stainless steel appliances and white cabinetry, with a neutral countertop. Natural light filters through a nearby window. Open shelves display colorful kitchenware, while a dining area with a wooden table is visible in the background, creating a spacious and functional layout.
Home in Ferndale
5 out of 5 average rating, 229 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.

Top guest favorite
An open kitchen area features a spacious countertop with two black stools, allowing for casual seating. The kitchen, equipped with white cabinetry and modern appliances, connects to a living space that includes a dining area and light-colored seating, enhancing the open layout.
Apartment in Royal Oak
4.97 out of 5 average rating, 346 reviews

Hygge House - 5min walk to Energetic DT RO

*All bookings after 9/15/25 : ENJOY A NEW COMPLETELY REMODLED BATHROOM!* Enjoy your visit to Royal Oak in our open and comfortable one bedroom apartment; just a 8 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Short or long stays welcome! Quiet walkable neighborhood close to many parks. Close to Royal Oak Music Theater, Royal Oak Beaumont, The Detroit Zoo, Downtown Detroit and freeways.

Top guest favorite
A private hot tub is set within a clear blue pool, surrounded by tall, lush greenery. A patio heater stands nearby, offering warmth. In the background, a hammock is visible, draped between two trees, and a gray house is partially seen.
Home in Berkley
4.96 out of 5 average rating, 184 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 favorite
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, 101 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 favorite
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, 192 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.

Guest favorite
Home in Ferndale
4.96 out of 5 average rating, 167 reviews

Pretty Art and Cinema Reclining Couches

Ferndale retreat! This home has a living room for five (laying), a pro office, art-filled walls, premium sound, wet bar, and a fully equipped kitchen. Walk or bike to downtown, a brewery, and jazz club. Includes 6 kettlebells, 350 G Wi-Fi, 2 Smart TVs, 2 bikes, a king bed in the basement bedroom, and laundry. Espresso For show only. Baby gate for basement. May need to move wet bar for kids.

Popular amenities for Oak Park vacation rentals

When is the best time to visit Oak Park?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Oak Park?

    Oak Park has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Oak Park?

    Experience the best of Oak Park with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Oak Park?

    Four-legged friends are welcome in Oak Park. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oak Park?

    Yes! Work meets play with ease at over 40 vacation rentals in Oak Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Oak Park?

    Make yourself at home in Oak Park by choosing from our most frequently booked neighborhoods. We have over 790 vacation rentals in Oak Park, and over 790 vacation rentals in Huntington Woods.

  • Do apartment rentals in Oak Park have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Oak Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Park have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Oak Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Park have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Oak Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Park have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Oak Park. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Oak Park?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 €26 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Oak Park vacation 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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