A bridge over a calm river surrounded by dense green trees.

Oakwood Village Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Oakwood Village holiday rentals

A two-story house with a porch, a small front yard, and a visible front door.

1. Walk to Dining, Bars & Transit!

Walk to Dining, Bars & Transit!
Union-Miles Park
8.4 out of 10, Very good, (146 reviews)
"We came for my son’s graduation and had a great time. The location was centralized to everything we wanted to do. We would stay again."
United States
Chrissy W.
The price is NZ$427
includes taxes & fees
12 Oct - 13 Oct
Walk to Dining, Bars & Transit!
A modern living room with a flat-screen TV mounted on a wall, a wooden entertainment center, and a zebra-patterned rug.

2. Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out

Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Cleveland Heights
9.0 out of 10, Wonderful, (27 reviews)
"Excellent walkable location. Good for one night in town for an event."
United States
Whitney
The price is NZ$289
includes taxes & fees
7 Oct - 8 Oct
Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
A modern living room with a flat-screen TV, a ceiling fan, and a kitchen area with a sink.

3. Contemporary Coventry

Contemporary Coventry
Cleveland
8.8 out of 10, Excellent, (60 reviews)
"Location was perfect. "
United States
Brian S.
The price is NZ$312
includes taxes & fees
7 Oct - 8 Oct
Contemporary Coventry
A sign for Cleveland Metroparks at Edgewater Beach.

4. CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC

CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
Goodrich-Kirtland Park
8.6 out of 10, Excellent, (55 reviews)
"It was perfect for an overnight trip to the city to see a concert."
United States
Laura F.
The price is NZ$246
includes taxes & fees
26 Oct - 27 Oct
CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
A wooden deck with a metal railing overlooking a forest.

5. Valley Overlook - Cozy Cabin near Blossom Music Center, 1BR - Peninsula, Ohio

Valley Overlook - Cozy Cabin near Blossom Music Center, 1BR - Peninsula, Ohio
Akron
9.8 out of 10, Exceptional, (63 reviews)
"Clean and easy to get in an out. Would recommend for travel to Cuyahoga NP."
United States
Richard M.
The price is NZ$355
includes taxes & fees
12 Oct - 13 Oct
Valley Overlook - Cozy Cabin near Blossom Music Center, 1BR - Peninsula, Ohio
A dining area with a dark wooden table and chairs, a chandelier, and a kitchen in the background.

6. Next 2 Christmas Story House/Tremont/5min downtown

Next 2 Christmas Story House/Tremont/5min downtown
Tremont
9.6 out of 10, Exceptional, (98 reviews)
"Host was great"
United States
Jennifer E.
The price is NZ$276
includes taxes & fees
19 Oct - 20 Oct
Next 2 Christmas Story House/Tremont/5min downtown
A modern bedroom with a loft bed, a sofa, and a coffee table.

7. Modern Victorian Studio -Steps to Cleveland Clinic

Modern Victorian Studio -Steps to Cleveland Clinic
Hough
10.0 out of 10, Exceptional, (18 reviews)
"Great location near Cleveland Clinic. Very clean room with free parking onsite."
United States
Mike
The price is NZ$389
includes taxes & fees
21 Oct - 22 Oct
Modern Victorian Studio -Steps to Cleveland Clinic
A modern living room with a grey sectional sofa, a red chair, a round wooden coffee table, a TV stand, and a large window with a city view.

8. Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.

Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
Downtown Cleveland
9.2 out of 10, Wonderful, (20 reviews)
"Great stay would recommend to anyone"
United States
Shane S.
The price is NZ$315
includes taxes & fees
20 Oct - 21 Oct
Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
A living room with a sofa, a coffee table, a fireplace, and artwork on the wall.

9. The Gallery House - Art curated by local artist!

The Gallery House - Art curated by local artist!
Cleveland Heights
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great. I will be back!"
United States
David T.
The price is NZ$396
includes taxes & fees
12 Oct - 13 Oct
The Gallery House - Art curated by local artist!
A modern living room with a blue sofa, a coffee table, and a kitchen area with a bar and stools.

10. Upscale Little Italy 2BR | Private Drive & Patio

Upscale Little Italy 2BR | Private Drive & Patio
University Circle
9.4 out of 10, Exceptional, (12 reviews)
"Great location"
United States
Sandra S.
The price is NZ$413
includes taxes & fees
11 Oct - 12 Oct
Upscale Little Italy 2BR | Private Drive & Patio
A wooden cabin with a large dining table and benches, surrounded by large windows offering a view of the forest.

11. Pine Lake Trout Club Cabin #8!!!

Pine Lake Trout Club Cabin #8!!!
Chagrin Falls
8.8 out of 10, Excellent, (15 reviews)
"I loved this place and will definitely be back in the fall. I have already booked another time in October. Very peaceful and tranquil. The cabin had everything anyone would need. Wonderful getaway."
United States
Jeff
The price is NZ$341
includes taxes & fees
13 Oct - 14 Oct
Pine Lake Trout Club Cabin #8!!!
A bright kitchen with white cabinets, a wooden dining table, and chairs.

12. Luxury Downtown Townhome w/ Private Garage Unit 10

Luxury Downtown Townhome w/ Private Garage Unit 10
Downtown Cleveland
9.4 out of 10, Exceptional, (37 reviews)
"Had a great stay at this place. Came in to see the R&R Hall of fame and it couldn’t have been any easier/nicer. The place is spacious and very clean. It has all the modern amenities plus parking. If you’re looking for an upgraded, comfortable place to stay, this is it!"
United States
Martin
The price is NZ$308
includes taxes & fees
7 Oct - 8 Oct
Luxury Downtown Townhome w/ Private Garage Unit 10
A dining area with a wooden table and chairs, a bench, and a view of the outdoors through large windows.

13. Luxury Downtown Townhome w/ Private Garage Unit 14

Luxury Downtown Townhome w/ Private Garage Unit 14
Downtown Cleveland
9.6 out of 10, Exceptional, (53 reviews)
"It was Everything I was expecting.!!!!!!Great stay!!"
United States
sara r.
The price is NZ$308
includes taxes & fees
7 Oct - 8 Oct
Luxury Downtown Townhome w/ Private Garage Unit 14
A covered patio area with wooden beams, a swing chair, and several plastic chairs.

14. Gordon Square Studio ~ 4 Mi to Downtown Cleveland!

Gordon Square Studio ~ 4 Mi to Downtown Cleveland!
3.0 star property
Detroit - Shoreway
8.8 out of 10, Excellent, (8 reviews)
"Lovely stay - comfortable studio, communicative host, great location, and easy parking. "
United States
Rachel
The price is NZ$292
includes taxes & fees
8 Oct - 9 Oct
Gordon Square Studio ~ 4 Mi to Downtown Cleveland!
A two-door entrance with a concrete step leading up to it, flanked by a large green bush and a stone wall.

15. Luxury Downtown Townhome w/ Private Garage Unit 7

Luxury Downtown Townhome w/ Private Garage Unit 7
Downtown Cleveland
9.8 out of 10, Exceptional, (35 reviews)
"Emails were very informative and the place was clean and well managed! Was nice to have the garage and not have to pay for parking! Would stay here again if we visit Cleveland again!"
United States
Michelle
The price is NZ$308
includes taxes & fees
8 Oct - 9 Oct
Luxury Downtown Townhome w/ Private Garage Unit 7
Kitchen area.

16. 1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.

1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.
Strongsville
9.8 out of 10, Exceptional, (41 reviews)
"Super clean, decor was great. Nice sized fridge, plenty of places to sit and converse with my wife. Lots of room outside to roam and has a great fire pit. Close to anything you might need and a very good host. We will return and I've already turned a coworker onto it."
United States
Baron
The price is NZ$222
includes taxes & fees
19 Oct - 20 Oct
1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.
A hotel room with a large window offering a view of a cityscape, a bed, a nightstand, and a lamp.

17. Peaceful & Relaxing 2BR | Cleveland Clinic

Peaceful & Relaxing 2BR | Cleveland Clinic
University Circle
9.8 out of 10, Exceptional, (8 reviews)
"The condo was extremely clean and perfect for our needs! Will definitely stay again if it's available."
United States
Michelle G.
The price is NZ$449
includes taxes & fees
7 Oct - 8 Oct
Peaceful & Relaxing 2BR | Cleveland Clinic
A dining area with a wooden table and chairs, a chandelier, and a television on a shelf.

18. Upscale suite in Lakewood

Upscale suite in Lakewood
Lakewood
9.6 out of 10, Exceptional, (14 reviews)
"Good location"
United States
Ronald
The price is NZ$276
includes taxes & fees
11 Oct - 12 Oct
Upscale suite in Lakewood
A modern living room with leather sofas, a coffee table, and a flat-screen TV mounted on the wall.

19. Akron OH|2 Full Bed Non Smoking

Akron OH|2 Full Bed Non Smoking
Akron OH
10.0 out of 10, Exceptional, (69 reviews)
"Cozy atmosphere and friendly staff made our stay enjoyable."
United States
Anonymous traveller
The price is NZ$153
includes taxes & fees
7 Oct - 8 Oct
Akron OH|2 Full Bed Non Smoking
A modern kitchen with white cabinets, a coffee maker, and a chalkboard wall with writing.

20. Cozy 1 Bedroom in Highland Square, pets welcome!!

Cozy 1 Bedroom in Highland Square, pets welcome!!
Highland Square
9.0 out of 10, Wonderful, (65 reviews)
"Loved our stay! Comfortable, clean and restful. Very welcoming to pets. Easy"
United States
Ruth B.
The price is NZ$173
includes taxes & fees
18 Oct - 19 Oct
Cozy 1 Bedroom in Highland Square, pets welcome!!
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

The Orbit Hotel, Trademark Collection by Wyndham

The Orbit Hotel, Trademark Collection by Wyndham

10/10 Excellent
"awesome place"
tamera Jean 1-night trip
Posted 2 hours ago
The Orbit Hotel, Trademark Collection by Wyndham

Find out more about Oakwood Village

Everything you need to know about Oakwood Village holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakwood Village holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakwood Village holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakwood Village holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakwood Village holiday rentals we have selected for you start as low as NZ$131 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakwood Village rentals

At Expedia, we put the best Oakwood Village holiday 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 holiday.

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 holiday rentals in Oakwood Village?

Yes, there are holiday rentals close to the most popular sights in Oakwood Village, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Oakwood Village has to offer?

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: This holiday home rental outside of Oakwood Village offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Oakwood Village?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area.

What are holiday rentals like in Oakwood Village?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakwood Village. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.