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, 138 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
4.94 out of 5 average rating, 311 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
4.98 out of 5 average rating, 128 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.

Top guest favourite
A cozy living area is highlighted by a deep black sofa and a vibrant area rug. Natural light filters through large windows adorned with stained glass, complementing the aesthetic of the adjacent dining space, which features a wooden table and chairs.
Home in Royal Oak
4.91 out of 5 average rating, 198 reviews

Downtown Royal Oak Gem. Walk everywhere!

Enjoy your visit to Royal Oak in our updated house set up with comfort in mind *Lower unit of house duplex* Fenced in backyard equipped with comfortable lounge furniture and yard games Enjoy a short 5 min walk to heart of downtown Royal Oak where you can enjoy a nice dinner, hang out w/ friends on a patio or spend the afternoon shopping at the local boutiques One block to Royal Oak music theater, short drive to the Detroit Zoo, downtown Detroit, and freeways. Long and short stays welcome

Guest favourite
Apartment in Royal Oak
4.92 out of 5 average rating, 50 reviews

Modern Loft in Downtown Royal Oak

Welcome to the Washington Loft! Our goal is simple: to make your stay feel comfortable, effortless, and uniquely Royal Oak. Whether you’re here for a weekend getaway, a business trip, or to explore everything this city has to offer, we want this space to feel like your own retreat. The loft is literally a 10 minute walk to downtown and you have reserved parking so no worries on ubers or paid parking around downtown! **Please note there are street-facing windows near the bed.

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
4.98 out of 5 average rating, 54 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.

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, 182 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.

Top 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.
Apartment in Royal Oak
4.95 out of 5 average rating, 148 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.

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, 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 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, 191 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 favourite
Home in Ferndale
4.96 out of 5 average rating, 163 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.

Top guest favourite
Cottage in Madison Heights
4.99 out of 5 average rating, 163 reviews

*King bed+Pet Friendly+fenced yard*

This small adorable house is conveniently located just a short drive to lots of major retail, dining, and lots of metro Detroit attractions . *Clean, cozy home with back patio *Fully stocked kitchen *Soft, comfortable linens *King in the Primary w/TV *Queen bed *Dog Friendly home with fenced in yard, stainless steel bowls & dog beds *fast WiFi *Easy access to major venues

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 $41 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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