Oakwood Village Vacation Rentals

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Our top choices for Oakwood Village vacation rentals

Crisp 2 bedroom upstairs apartment in historic duplex

Crisp 2 bedroom upstairs apartment in historic duplex
Stockyards
10.0 out of 10, Exceptional, (48 reviews)
"The place was perfect for a girls weekend! Smooth check in and great location. I would definitely stay here again. "
United States
Kimberly M.
$143 nightly
The price is $151
Feb 17 - Feb 18
Total with taxes and fees
Crisp 2 bedroom upstairs apartment in historic duplex

Nice Apartment next to Christmas Story House

Nice Apartment next to Christmas Story House
Tremont
9.8 out of 10, Exceptional, (27 reviews)
"We absolutely loved this place ! "
United States
Celeste K.
$150 nightly
The price is $155
Feb 15 - Feb 16
Total with taxes and fees
Nice Apartment next to Christmas Story House

Residential Apartment w/Drumkit

Residential Apartment w/Drumkit
Willowick
10.0 out of 10, Exceptional, (18 reviews)
"Great, quiet place! "
United States
Ranae K.
$157 nightly
The price is $162
Feb 15 - Feb 16
Total with taxes and fees
Residential Apartment w/Drumkit

Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio

Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio
Akron
10.0 out of 10, Exceptional, (43 reviews)
"Gorgeous, quiet location and clean, comfy accommodations. "
United States
Michelle M.
$165 nightly
The price is $187
Feb 16 - Feb 17
Total with taxes and fees
Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio

Cozy, Convenient Getaway 3Bd2Ba dog-friendly home in wonderful Akron, OH

Cozy, Convenient Getaway 3Bd2Ba dog-friendly home in wonderful Akron, OH
North Hill
8.8 out of 10, Excellent, (16 reviews)
"Convenient location, lots of space, friendly and attentive host! Would definitely recommend!"
United States
Tamera J.
$296 nightly
The price is $313
Feb 15 - Feb 16
Total with taxes and fees
Cozy, Convenient Getaway 3Bd2Ba dog-friendly home in wonderful Akron, OH

Cozy apartment in Cleveland 7 minutes from Airport 7 minutes from Downtown!

Cozy apartment in Cleveland 7 minutes from Airport 7 minutes from Downtown!
Jefferson
10.0 out of 10, Exceptional, (2 reviews)
"Cleanliness, privacy, and advertised as shown. Very cozy!!"
United States
Maria
$109 nightly
The price is $109
Feb 22 - Feb 23
Total with taxes and fees
Cozy apartment in Cleveland 7 minutes from Airport 7 minutes from Downtown!

Classic near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch

Classic near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Buckeye-Shaker
9.8 out of 10, Exceptional, (63 reviews)
"Great place to stay . Close to many restaurants and also close to hospital . Ken is an excellent host."
United States
Cheryl C.
$157 nightly
The price is $165
Feb 25 - Feb 26
Total with taxes and fees
Classic near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch

Lovely Lakewood:November Special 15% Off 3+ Nights

Lovely Lakewood:November Special 15% Off 3+ Nights
Lakewood
9.2 out of 10, Wonderful, (81 reviews)
"Lovely stay!! "
United States
LISA
$166 nightly
The price is $166
Feb 15 - Feb 16
Total with taxes and fees
Lovely Lakewood:November Special 15% Off 3+ Nights

Center of Little Italy #2

Center of Little Italy #2
University Circle
9.6 out of 10, Exceptional, (9 reviews)
" Nice apartment in a good location."
United States
Daniel
Center of Little Italy #2

Upscale suite in Lakewood

Upscale suite in Lakewood
Lakewood
9.4 out of 10, Exceptional, (10 reviews)
"I stay here often. Always a great experience. The host is amazing! I highly recommend . "
United States
Maria R.
$150 nightly
The price is $155
Feb 15 - Feb 16
Total with taxes and fees
Upscale suite in Lakewood

The 1920’s Dutch Colonial - Highland Square

The 1920’s Dutch Colonial - Highland Square
Highland Square
10.0 out of 10, Exceptional, (28 reviews)
"Everything was great!"
United States
Liz N.
$382 nightly
The price is $382
Feb 16 - Feb 17
Total with taxes and fees
The 1920’s Dutch Colonial - Highland Square

Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area
Tremont
9.2 out of 10, Wonderful, (11 reviews)
"it was beautiful apartment, very clean, host Derrick was very helpful, he responded to our text messages immediately. "
United States
Savitha C.
$123 nightly
The price is $123
Feb 16 - Feb 17
Total with taxes and fees
Charming studio apartment in fantastic Cleveland Tremont area

Cozy 2 bedroom in Highland Square, pets welcome!

Cozy 2 bedroom in Highland Square, pets welcome!
Highland Square
9.0 out of 10, Wonderful, (62 reviews)
"Very clean accomodations and wonderful for our 1 night stay in town. Very accomodating and easy."
United States
Ciera M.
$102 nightly
The price is $107
Feb 15 - Feb 16
Total with taxes and fees
Cozy 2 bedroom in Highland Square, pets welcome!

Walk to Dining, Bars & Transit!

Walk to Dining, Bars & Transit!
Union-Miles Park
8.4 out of 10, Very Good, (142 reviews)
"Clean place, great location to walk to restaurants. Would stay again."
United States
Cathy s.
$227 nightly
The price is $240
Mar 1 - Mar 2
Total with taxes and fees
Walk to Dining, Bars & Transit!

Country Cottage Farm Stay at Stoneycreek Acres

Country Cottage Farm Stay at Stoneycreek Acres
Newbury
10.0 out of 10, Exceptional, (72 reviews)
"An absolutely delightful stay for me, my mother and my daughter. The host and her family were so gracious when we asked to be seen around the farm! I don’t know what was better, the adorable cottage or the hospitality they showed us. Will definitely be staying here again!!"
United States
Christine D.
$336 nightly
The price is $336
Feb 16 - Feb 17
Total with taxes and fees
Country Cottage Farm Stay at Stoneycreek Acres

Stylish 2BR Ohio City Retreat: Near West Side Market, Breweries, & Downtown

Stylish 2BR Ohio City Retreat: Near West Side Market, Breweries, & Downtown
Ohio City
9.8 out of 10, Exceptional, (20 reviews)
"I had no complaints about our stay whatsoever. It was a very nice place."
United States
nick f.
$162 nightly
The price is $169
Feb 17 - Feb 18
Total with taxes and fees
Stylish 2BR Ohio City Retreat: Near West Side Market, Breweries, & Downtown

Timeless Tremont- Enjoy 20% off 5+ nights

Timeless Tremont- Enjoy 20% off 5+ nights
Tremont
9.4 out of 10, Exceptional, (37 reviews)
"Lovely stay in a cute neighborhood within easy walking distance of coffee and restaurants. "
United States
Ashley P.
$177 nightly
The price is $177
Feb 15 - Feb 16
Total with taxes and fees
Timeless Tremont- Enjoy 20% off 5+ nights

Luxury Downtown Townhome w/ Private Garage Unit 7

Luxury Downtown Townhome w/ Private Garage Unit 7
Downtown Cleveland
9.6 out of 10, Exceptional, (18 reviews)
"The place was well kept and clean."
United States
Bryan M.
$160 nightly
The price is $173
Feb 15 - Feb 16
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 7

Cozy Victorian Studio Steps from Cleveland Clinic

Cozy Victorian Studio Steps from Cleveland Clinic
Hough
10.0 out of 10, Exceptional, (1 review)
$195 nightly
The price is $212
Feb 15 - Feb 16
Total with taxes and fees
Cozy Victorian Studio Steps from Cleveland Clinic

Luxury Downtown Townhome w/ Private Garage Unit 11

Luxury Downtown Townhome w/ Private Garage Unit 11
Downtown Cleveland
10.0 out of 10, Exceptional, (22 reviews)
"Clean, quiet pleasant stay. "
United States
DAWN H.
$160 nightly
The price is $173
Feb 17 - Feb 18
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 11
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Oakwood Village Hotel Reviews

Find out more about Oakwood Village

Everything you need to know about Oakwood Village vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakwood Village vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakwood Village vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakwood Village vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakwood Village. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakwood Village in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakwood Village rentals

At Expedia, we put the best Oakwood Village vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakwood Village rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakwood Village vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakwood Village. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Oakwood Village?

Yes, there are vacation rentals close to well known points of interest in Oakwood Village, or you can go with a more secluded option if you're looking for relaxation. Oakwood Village is known for its shopping and restaurants. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best vacation home rentals in Oakwood Village?

Ohio City Getaway W/ Hot Tub, Pool Table and more!: This vacation home rental near Oakwood Village is located in the city center and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Oakwood Village?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Oakwood Village stay.

What can I see and do in Oakwood Village?

Bedford Reservation and South Chagrin Reservation are a couple of lovely local spots to get outside and enjoy nature. MGM Northfield Park and Thistledown Racetrack are a couple of places you'll find in the larger area.

What are vacation rentals like in Oakwood Village?

Vacation rentals are privately owned properties you can stay in for several days or longer in Oakwood Village. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for small groups.