Photo by David Gayness

Search Holiday Rentals in Cleveland

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals in Cleveland

Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (544)
"We stayed here while our kitchen was being painted. It was perfect for a little working staycation. The sunsets were beautiful from the balcony. "
The price is £140
per night
5 Jun - 6 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Beach | On the beach
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
Beach | On the beach, sun-loungers, beach towels
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, (28)
"Our stay was fantastic from the first day to the last. John's home is welcoming and had everything we needed for our two week stay. The short walk to the beach was wonderful and you could hear the waves crashing the shoreline from the deck of the house. We will definitely be back!!"
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
Save an average of 15% on thousands of hotels when you're signed in
Beach nearby, sun-loungers, beach towels
Sweet Home
7.6 out of 10, Good, (4)
"My parents were very satisfied with the property and the host. She was amazing and so helpful. The location was perfect for all their needs. They found everything they needed. Thank you very much. "
Sweet Home
Fridge, microwave, oven, stovetop
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
9.8 out of 10, Exceptional, (20)
"New to VRBO. Loved this house, decor, pool, and hosts. Comfortable King bed, great pressure and hot water in the showers, pool and lanai made the difference. The first day was chilly but the heated pool allowed us to not miss a pool day. Highly recommend this house and hosts."
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
Outdoor dining
NEW! Waterfront Pool Home Canal Front in Quiet Area
9.2 out of 10, Wonderful, (10)
"Nice clean place that’d be great for a family. Pool was fantastic. Plenty of food options in a 10 minute or so radius. Would stay again."
The price is £354
per night
15 Jun - 16 Jun
NEW! Waterfront Pool Home Canal Front in Quiet Area
Property grounds
Perfect getaway! Newly remodeled waterfront suite.
8.6 out of 10, Excellent, (22)
"This place was absolutely perfect for my mother and I. The location was easily accessed. The hosts are so kind and as a bonus, they have a sweet little cat who loves to welcome their guests. I'd 100% recommend and would stay again."
Perfect getaway! Newly remodeled waterfront suite.
Property grounds
New Listing! Englewood Retreat!
10.0 out of 10, Exceptional, (3)
"Plenty of room. Comfortable. Well appointed. Away from the hustle and bustle, but still close enough to find plenty to do. The exercise pool/hot tub was a plus for sure. We would definitely stay here again."
The price is £483
per night
2 Jun - 3 Jun
New Listing! Englewood Retreat!
Terrace/patio
North Port Escape w/ Pool ~ 12 Mi to Beach!
10.0 out of 10, Exceptional, (3)
"The property manager was excellent"
North Port Escape w/ Pool ~ 12 Mi to Beach!
On the beach, sun-loungers, beach umbrellas, beach towels
2/2 Condo With Pool, Fishing Pier & Private beach!
9.4 out of 10, Exceptional, (9)
"Great host!! Answered in a timely manner and the unit was very clean. Wonderful for families with the fishing pier, swimming pool and beach all in the same vicinity."
The price is £243
per night
3 Jun - 4 Jun
2/2 Condo With Pool, Fishing Pier & Private beach!
Exterior
MAGNIFICENT! LUXURY WATERFRONT HOME;BIG HEATED POOL-80’ DOCK! 5 MIN FISH VILLAGE
10.0 out of 10, Exceptional, (31)
"This house in Punta Gorda is one of the most beautiful homes I have ever seen. My wife and I spent a week there for our 24th wedding anniversary, and we were completely impressed. From the moment we walked into the house, we noticed how spotless it was. This house was so comfortable and accommodating, with a dishwasher, washer, dryer, three bedrooms, and two baths; we had plenty of room. Even if we had eight people, there was plenty of room; with four couches, everyone would've had space to...
MAGNIFICENT! LUXURY WATERFRONT HOME;BIG HEATED POOL-80’ DOCK! 5 MIN FISH VILLAGE
A heated pool
Back up to the canal and relax! With Hot Tub
9.0 out of 10, Wonderful, (8)
"Nice home. Had some electrical and plumbing issues where we were without water for almost 2 days. Once those were fixed everything was fine."
Back up to the canal and relax! With Hot Tub
Smart TV, video games, table football
Beautiful Cape Coral Home on Canal with private pool
9.8 out of 10, Exceptional, (35)
"The house was perfect for our get away. The layout worked well so each couple had a feel of privacy. The sliding door to the outside was great to make it feel like a bigger area and more outdoor feel while still being indoors. The kitchen had everything we needed to make meals at home. There were a few hiccups during the week but the hosts responded quickly. We lost internet for 24 hrs so that put a damper on hanging around the house that day. We also were not notified the pool cleaner would be...
Beautiful Cape Coral Home on Canal with private pool
Property grounds
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
10.0 out of 10, Exceptional, (56)
"Adorable condo on the canal. Beautifully decorated. Kim and Kevin are fabulous host and we appreciate all their little extras. Would highly recommend and would return in the future."
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
On the beach
Seatrout Suite Bokeelia Beachouse Lodge
8.0 out of 10, Very good, (9)
"There was construction nexts door less than 10 feet away very loud noise the entire Saturday and they were working on the pool with cement that was blowing to us. Construction next door were not disclosed to us .We’re where planing for a fresh air weekend and end up getting sick because breathing cement the whole entire Saturday. Apart from the construction the property is beautiful, very clean, right on the beach."
Seatrout Suite Bokeelia Beachouse Lodge
Fridge, microwave, oven, stovetop
Dreaming on the Canal | Beach-themed house in Port Charlotte with hammock
9.0 out of 10, Wonderful, (6)
"It was an older house that was redecorated very nicely. They thought of extra things like cornhole in the yard and extra blankets on the couch."
Dreaming on the Canal | Beach-themed house in Port Charlotte with hammock
Beach | On the beach, sun-loungers, beach towels
Private Beach Retreat with Fishing Dock & Heated Pool!
10.0 out of 10, Exceptional, (5)
"Love a warm late winter trip to FL from PA! Really enjoyed a nice relaxing stay at Di's place. We had absolutely everything we needed!! The lanai was my favorite spot for AM coffee & PM wine & book. Fishing was a hit for the guys. The pool temp was perfect for us girls. We had some really great meals, K&K Bakery, Twisted Fork, Sandbar Tiki & Grille, Farlow's on the Water, Lighthouse Grill, The Waverly and The Village Brewhouse at the Fishermen's Village to name a few favorites."
Private Beach Retreat with Fishing Dock & Heated Pool!
A heated pool
TOP FLORIDA's Villa Happy Feeling
9.8 out of 10, Exceptional, (13)
"All good. A few glitches but the property manager was very responsive. For us the house was to far from the ocean beaches. The pool area and lanai Area was most enjoyable and we sent a lot of time there. A set of twin beds were very uncomfortable. Hard like a rock. Other beds were very comfortable. Otherwise a great stay. A"
TOP FLORIDA's Villa Happy Feeling
Beach | Sun-loungers, beach towels
Come Relax in the Sunshine, Sand, and Solitude of this Quiet Island Paradise
10.0 out of 10, Exceptional, (5)
"Property was exactly as described, very clean and well stocked! Property managers were super helpful and responded immediately when we had questions. We had an amazing time and really enjoyed our stay. Thank you!"
Come Relax in the Sunshine, Sand, and Solitude of this Quiet Island Paradise
View from property
Beautiful Waterfront, Heated Pool Home, Gorgeous Outdoor Space with Amazing Sunsets!
9.4 out of 10, Exceptional, (23)
"This beautiful home is located in a quiet waterfront community and had all of the amenities you could ask for. We only left the property a couple of times because we didn’t want to leave! The pool was warm and inviting, just like the entire outside patio area. We will definitely return!"
Beautiful Waterfront, Heated Pool Home, Gorgeous Outdoor Space with Amazing Sunsets!
Don't see what you're looking for?
See all available properties in Cleveland
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.

Other types of properties in Cleveland you may be interested in

2 outdoor pools, open 8:00 AM to 8:30 PM, pool cabanas (surcharge)
Sunseeker Resort Charlotte Harbor
4.0 star property
9.4 out of 10, Exceptional, (217)
"This resort is extraordinary! My only regret is not having stayed more nights. Im already planning the next stay. It really is beautiful and has everything possible for adults. Not sure that I saw a lot of entertainment for the kids, though. "
The price is £220
per night
26 May - 27 May
Sunseeker Resort Charlotte Harbor
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (544)
"We stayed here while our kitchen was being painted. It was perfect for a little working staycation. The sunsets were beautiful from the balcony. "
The price is £140
per night
5 Jun - 6 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Premium bedding, in-room safe, desk, blackout curtains
Country Inn & Suites by Radisson, Port Charlotte, FL
2.5 star property
7.6 out of 10, Good, (1004)
"Staff was excellent "
The price is £64
per night
24 May - 25 May
Country Inn & Suites by Radisson, Port Charlotte, FL
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.

Everything you need to know about Cleveland 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 Cleveland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Cleveland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cleveland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cleveland. 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 Cleveland 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 Cleveland holiday rentals we have selected for you start as low as £140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cleveland rentals

At Expedia, we put the best Cleveland 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 Cleveland 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 Cleveland 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 Cleveland. 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 a holiday rental in Cleveland?

Yes, there are holiday rentals in Cleveland close to Peace River Botanical & Sculpture Gardens, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Cleveland?

Expedia has 6 holiday rentals for your stay in Cleveland.

What can I see and do in Cleveland?

Cultural attractions include Peace River Botanical & Sculpture Gardens, whereas Peace River is a spot to enjoy nature. In the wider area, you’ll find Harbor Heights Park and Gilchrist Park.

What are holiday rentals like in Cleveland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cleveland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

Recent reviews of Cleveland properties
Expedia verified reviews