Oakwood Village Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Oakwood Village vacation rentals

Oven

Cozy 1 Bedroom in Highland Square, pets welcome!!

Cozy 1 Bedroom in Highland Square, pets welcome!!
Highland Square
9.0 out of 10, Wonderful, (52 reviews)
"Excellent value, pleasant neighborhood close to dining options."
United States
John
The price is ￥11,280
￥15,197 total
includes taxes & fees
May 2 - May 3
Cozy 1 Bedroom in Highland Square, pets welcome!!
Interior

Pine Lake Trout Club Cabin #7!!!

Pine Lake Trout Club Cabin #7!!!
Chagrin Falls
9.8 out of 10, Exceptional, (9 reviews)
"Great spot for a weekend getaway. "
United States
Paul
The price is ￥31,332
￥35,875 total
includes taxes & fees
May 2 - May 3
Pine Lake Trout Club Cabin #7!!!
Dining

Rest, Relax and Enjoy our Gentleman's Farm in Mantua

Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Mantua
9.6 out of 10, Exceptional, (38 reviews)
"We had a great time here! The kitchen was well-stocked and we enjoyed the beautiful outdoor gardens! We would definitely come back again!"
United States
Dale D.
The price is ￥20,052
￥40,888 total
includes taxes & fees
May 11 - May 12
Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Interior

Eclectic Stay in Waterloo Arts District

Eclectic Stay in Waterloo Arts District
North Shore Collinwood
9.8 out of 10, Exceptional, (12 reviews)
"Very unique place! It was like sleeping in a gallery!"
United States
Leah
The price is ￥13,627
￥28,312 total
includes taxes & fees
May 6 - May 7
Eclectic Stay in Waterloo Arts District
Exterior detail

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

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Buckeye-Shaker
9.8 out of 10, Exceptional, (73 reviews)
"Great location for a Cleveland visit. Host was responsive and helpful. Will definitely stay again."
United States
Kathleen R.
The price is ￥11,280
￥25,881 total
includes taxes & fees
May 4 - May 5
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Outdoor dining

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

Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio
Akron
9.8 out of 10, Exceptional, (45 reviews)
"Gorgeous, quiet location and clean, comfy accommodations. "
United States
Michelle M.
The price is ￥16,778
￥31,136 total
includes taxes & fees
May 5 - May 6
Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio
Exterior detail

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Buckeye-Shaker
9.4 out of 10, Exceptional, (85 reviews)
"The house is clean the host is always present whenever you needed I enjoyed my stay I can recommend you to book your stay"
United States
TULINAYO T.
The price is ￥11,280
￥24,941 total
includes taxes & fees
May 4 - May 5
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Cottage (4 Bedrooms) | Interior

Coastal Lake Erie Cottage w/ Amazing Water Views!

Coastal Lake Erie Cottage w/ Amazing Water Views!
3.0 star property
Euclid
The price is ￥15,979
￥41,739 total
includes taxes & fees
May 4 - May 5
Coastal Lake Erie Cottage w/ Amazing Water Views!
Exterior

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (60 reviews)
"We loved this little place. "
United States
Rolanda R.
The price is ￥16,214
￥24,830 total
includes taxes & fees
May 4 - May 5
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Terrace/patio

5 minutes from major highways, close to EVERYTHNIG!

5 minutes from major highways, close to EVERYTHNIG!
Parma
9.8 out of 10, Exceptional, (81 reviews)
"We enjoyed location, large dining room space, games, cleanliness, salt and shovel. Thank you for communicating so easily. Wonderful trip!"
United States
Sylvia L.
The price is ￥13,943
￥32,999 total
includes taxes & fees
May 4 - May 5
5 minutes from major highways, close to EVERYTHNIG!
Dining

Country Cottage Farm Stay at Stoneycreek Acres

Country Cottage Farm Stay at Stoneycreek Acres
Newbury
10.0 out of 10, Exceptional, (72 reviews)
"Excellent communication with host and extremely clean, peaceful and beautiful place to stay "
United States
Jennifer T.
The price is ￥31,175
￥54,517 total
includes taxes & fees
May 4 - May 5
Country Cottage Farm Stay at Stoneycreek Acres
TV

The House Hotels - Superior Road

The House Hotels - Superior Road
Cleveland Heights
9.4 out of 10, Exceptional, (20 reviews)
"A beautiful, comfortable, well kept apartment in a great location. This was ous second stay here so you know we like it!"
United States
Steve W.
The price is ￥17,272
￥34,505 total
includes taxes & fees
May 5 - May 6
The House Hotels - Superior Road
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Lovely Lakewood:November Special 15% Off 3+ Nights

Lovely Lakewood:November Special 15% Off 3+ Nights
Lakewood
9.0 out of 10, Wonderful, (88 reviews)
"Perfect location for our needs. "
United States
Tracy S.
The price is ￥11,562
￥27,228 total
includes taxes & fees
May 4 - May 5
Lovely Lakewood:November Special 15% Off 3+ Nights
Interior

Timeless Tremont- Enjoy 20% off 5+ nights

Timeless Tremont- Enjoy 20% off 5+ nights
Tremont
9.2 out of 10, Wonderful, (45 reviews)
"excellent property in a wonderful neighborhood, close to downtown "
United States
James
The price is ￥12,650
￥29,099 total
includes taxes & fees
May 4 - May 5
Timeless Tremont- Enjoy 20% off 5+ nights
TV

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
9.8 out of 10, Exceptional, (6 reviews)
"I would highly recommend this place. The host was easy to reach and the place was very clean. "
United States
Jamie
The price is ￥12,548
￥28,214 total
includes taxes & fees
May 11 - May 12
Cozy apartment in Cleveland 7 minutes from Airport 7 minutes from Downtown!
Property grounds

Residential Apartment w/Drumkit

Residential Apartment w/Drumkit
Willowick
10.0 out of 10, Exceptional, (18 reviews)
"Great, quiet place! "
United States
Ranae K.
The price is ￥14,734
￥25,340 total
includes taxes & fees
May 4 - May 5
Residential Apartment w/Drumkit
Interior

The 1920’s Dutch Colonial - Highland Square

The 1920’s Dutch Colonial - Highland Square
Highland Square
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful house-perfect for a family outing to Stan Hywet! McKayla was a great hostess!"
United States
Claudia A.
The price is ￥21,515
￥61,274 total
includes taxes & fees
May 4 - May 5
The 1920’s Dutch Colonial - Highland Square
Smart TV

Center of Little Italy #1

Center of Little Italy #1
University Circle
9.6 out of 10, Exceptional, (17 reviews)
"Great stay and great location!"
United States
Katlyn A.
The price is ￥11,515
￥28,563 total
includes taxes & fees
May 4 - May 5
Center of Little Italy #1
2 bedrooms, iron/ironing board, WiFi, bed sheets

Duck Island Getaway - Close to Downtown and West Side Market

Duck Island Getaway - Close to Downtown and West Side Market
Tremont
10.0 out of 10, Exceptional, (42 reviews)
"Perfect place for us"
United States
Whitney G.
The price is ￥16,293
￥31,470 total
includes taxes & fees
May 3 - May 4
Duck Island Getaway - Close to Downtown and West Side Market
Smart TV, fireplace, books

Contemporary Coventry: 10% Off 2+Nights+Late Check Out

Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Cleveland
9.0 out of 10, Wonderful, (48 reviews)
"Good place to stay"
United States
Matthew C.
The price is ￥12,533
￥27,416 total
includes taxes & fees
May 4 - May 5
Contemporary Coventry: 10% Off 2+Nights+Late Check Out
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 Tudor Arms Hotel Cleveland - a DoubleTree by Hilton

The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton

10/10 Excellent
"I didn't have breakfast, but I did have a meal at the restaurant on the main floor. The food was delicious and there was enough for 2 meals. The waiting time was minimun and the service was exceptional. There was transportation for the Cleveland Clinic and the driver was very nice and courteous. I enjoyed my stay and will stay there on my next visit."
Signora 1-night trip
Posted 2 hours ago
The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton

Find out more about Oakwood Village

Search for holiday rentals in Oakwood Village on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakwood Village using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oakwood Village!

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?

1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.: This vacation home rental near Oakwood Village is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Fun 'n' Stuff 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.