Oakwood Village Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Oakwood Village vacation rentals

A dining area with a round table, chairs, a clock on the wall, and a potted plant.

1. Acadia Farms Carriage House

Acadia Farms Carriage House
Northfield
9.6 out of 10, Exceptional, (17 reviews)
"It was just right for what we needed. Enjoyed walking around and visiting the friends nearby. Thank you for allowing us to stay at your place."
United States
Kate P.
$199 nightly
The price is $199
Nov 11 - Nov 12
Total with taxes and fees
Acadia Farms Carriage House
Living area

2. Sleek DT Cleveland Apt at City Club

Sleek DT Cleveland Apt at City Club
3.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (266 reviews)
"Enjoyed our stay, right downtown and accessible to everything."
United States
Sean
$194 nightly
The price is $212
Nov 15 - Nov 16
Total with taxes and fees
Sleek DT Cleveland Apt at City Club
A compact kitchen with modern appliances, a dining area with a table and chairs, and a sofa in a hallway.

3. Hilliard Lofts

Hilliard Lofts
2.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (5 reviews)
"Very clean and comfortable I had no issues me an my children slept well an it was nice an quiet"
United States
brianna
$225 nightly
The price is $264
Nov 12 - Nov 13
Total with taxes and fees
Hilliard Lofts
Exterior detail

4. 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, (98 reviews)
"Another great stay!"
United States
Paul T.
$146 nightly
The price is $160
Nov 17 - Nov 18
Total with taxes and fees
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
A two-story house with a porch, a small front yard, and a visible front door.

5. Walk to Dining, Bars & Transit!

Walk to Dining, Bars & Transit!
Union-Miles Park
8.4 out of 10, Very good, (147 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.
$218 nightly
The price is $233
Nov 17 - Nov 18
Total with taxes and fees
Walk to Dining, Bars & Transit!
A bright kitchen with white cabinets, a wooden dining table, and chairs.

6. Luxury Downtown Townhome w/ Private Garage Unit 11

Luxury Downtown Townhome w/ Private Garage Unit 11
Downtown Cleveland
10.0 out of 10, Exceptional, (81 reviews)
"Secure parking was a big plus, convenient location and a clean and comfortable house. Would definitely stay again!"
Canada
Shaun
$152 nightly
The price is $165
Nov 29 - Nov 30
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 11
A modern living room with a blue sofa, a coffee table, and a kitchen area with a bar and stools.

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

Upscale Little Italy 2BR | Private Drive & Patio
University Circle
9.6 out of 10, Exceptional, (14 reviews)
"Great location"
United States
Sandra S.
$228 nightly
The price is $248
Nov 15 - Nov 16
Total with taxes and fees
Upscale Little Italy 2BR | Private Drive & Patio
Exterior detail

8. 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, (109 reviews)
"Centrally located and very clean! Would book again!"
United States
Cecil D.
$153 nightly
The price is $161
Nov 16 - Nov 17
Total with taxes and fees
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
A dining area with a wooden table and chairs, a bench, and a view of the outdoors through large windows.

9. Luxury Downtown Townhome w/ Private Garage Unit 14

Luxury Downtown Townhome w/ Private Garage Unit 14
Downtown Cleveland
9.6 out of 10, Exceptional, (59 reviews)
"It was Everything I was expecting.!!!!!!Great stay!!"
United States
sara r.
$152 nightly
The price is $165
Nov 22 - Nov 23
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 14
A dining area with a wooden table and chairs, a chandelier, and a television on a shelf.

10. Upscale suite in Lakewood

Upscale suite in Lakewood
Lakewood
9.6 out of 10, Exceptional, (14 reviews)
"Good location"
United States
Ronald
$142 nightly
The price is $147
Nov 16 - Nov 17
Total with taxes and fees
Upscale suite in Lakewood
Dining

11. The Brupoppy Farm & Stay is farm located in the heart of Boston Heights Ohio.

The Brupoppy Farm & Stay is farm located in the heart of Boston Heights Ohio.
Boston Heights
9.8 out of 10, Exceptional, (7 reviews)
"Loved this stay !!! Amazing host!! Thank you"
United States
Alyssa W.
$435 nightly
The price is $457
Nov 22 - Nov 23
Total with taxes and fees
The Brupoppy Farm & Stay is farm located in the heart of Boston Heights Ohio.
A modern living room with a sofa, red chair, and a TV displaying 'NETFLIX'.

12. Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown

Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
Downtown Cleveland
9.4 out of 10, Exceptional, (21 reviews)
"The place was clean and uncluttered. Bed was a little to soft and lumpy. Rooftop was very nice."
United States
Chun W.
$138 nightly
The price is $149
Dec 1 - Dec 2
Total with taxes and fees
Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
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.

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

Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
Downtown Cleveland
9.4 out of 10, Exceptional, (21 reviews)
"Great stay would recommend to anyone"
United States
Shane S.
$168 nightly
The price is $172
Nov 18 - Nov 19
Total with taxes and fees
Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
A modern bedroom with a loft bed, a sofa, and a coffee table.

14. Modern Victorian Studio -Steps to Cleveland Clinic

Modern Victorian Studio -Steps to Cleveland Clinic
Hough
9.8 out of 10, Exceptional, (20 reviews)
"Great location near Cleveland Clinic. Very clean room with free parking onsite."
United States
Mike
$205 nightly
The price is $223
Nov 11 - Nov 12
Total with taxes and fees
Modern Victorian Studio -Steps to Cleveland Clinic
A living room with a TV, sofa, coffee table, and a bookshelf.

15. 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, (40 reviews)
"Great location and very spacious and clean. Perfect for our needs."
United States
Karen
$177 nightly
The price is $186
Nov 16 - Nov 17
Total with taxes and fees
Stylish 2BR Ohio City Retreat: Near West Side Market, Breweries, & Downtown
Interior

16. The Rosebrook

The Rosebrook
4.0 star property
Lakewood
$129 nightly
The price is $148
Nov 11 - Nov 12
Total with taxes and fees
The Rosebrook
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

17. Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!

Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
University Circle
10.0 out of 10, Exceptional, (78 reviews)
"Absolutely wonderful property! Clean and comfortable and hot tub is incredible"
United States
Ashley
$193 nightly
The price is $204
Dec 7 - Dec 8
Total with taxes and fees
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
A modern living room with a large window, a sofa, a small table, and a bench.

18. Boathouse Suite - CLE Flats River - Free Parking - 24/7 Gym

Boathouse Suite - CLE Flats River - Free Parking - 24/7 Gym
Ohio City
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay and we will book again if we are in the area. I expect it will be even better once the exterior renovations are complete on the building. Very conveniently located to many Cleveland attractions."
United States
Joe C.
$195 nightly
The price is $204
Dec 9 - Dec 10
Total with taxes and fees
Boathouse Suite - CLE Flats River - Free Parking - 24/7 Gym
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

19. Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!

Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
University Circle
10.0 out of 10, Exceptional, (93 reviews)
"Great location. Great host."
United States
Mike B.
$194 nightly
The price is $210
Nov 16 - Nov 17
Total with taxes and fees
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
A hallway with a brick wall, a blue door leading to a bedroom, and a shelf with various items.

20. 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, (50 reviews)
"We had a wonderful experience at this property. The home was incredibly clean, quiet, and spacious enough for everyone to feel comfortable.The location is unbeatable. It sits close to all the major Cleveland attractions and offers quick access to the Red Line, making transit a breeze.On top of that, the owners were extremely friendly and answered all our questions immediately. We will definitely stay here again and highly recommend it to any family and friends visiting the Cleveland area!"
United States
Lisa W.
$169 nightly
The price is $178
Nov 16 - Nov 17
Total with taxes and fees
Duck Island Getaway - Close to Downtown and West Side Market
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.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
apart-hotel image
Aparthotels
Aparthotels

Top Oakwood Village Hotel Reviews

A hotel lobby with two sofas, a coffee table, and a dining area with chairs and tables.
Hampton Inn Cleveland-Solon

Hampton Inn Cleveland-Solon

Hampton Inn Cleveland-Solon
Solon

10/10 Excellent

Great customer service Great place to staying Clean rooms and quiet
United States
Anonymous traveler
Reviewed April 5, 2020
Hampton Inn Cleveland-Solon

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 $124 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?

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: This vacation home rental near 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 vacation with amenities like a selection of games.

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.

Explore a world of travel with Expedia