Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Cleveland

4.95 out of 5 average rating, 496 reviews

Tremont bistro apartment suite with skyline views

Beautiful skyline views and full service amenities! This 2nd level suite is directly above popular independent bistro Fat Cats. Located on the Towpath Trail connecting downtown through the Cuyahoga River Valley for off-road hiking and biking. Explore the historic Tremont neighborhood and enjoy Lincoln Park. We'd love to cook seasonal farm fresh meals for you, or serve a drink from our craft bar. Open for LUNCH, DINNER, Saturday BRUNCH (closed Sunday). Chef/Owner Ricardo Sandoval is your host!

10–17 Dec

$120 SGD per night

Guest favourite

Home in Fairview Park

4.96 out of 5 average rating, 276 reviews

A lovely guesthouse: park-like

Our suburban guesthouse is available to you. This is a single family home that sits in a park-like setting that is quiet, private and restful. The home boasts a glamour bath with a separate shower and a huge bubble-spa bathtub. The full kitchen is well equipped with everything you need to prepare meals from home. This home-away-from-home feels like a retreat, yet you are minutes away from every conceivable need...coffee shops, restaurants, groceries and shopping. Minutes from Fairview Hospital

28 Nov – 5 Dec

$140 SGD per night

Guest favourite

Flat in Lakewood

4.94 out of 5 average rating, 173 reviews

Hotel Quality/ Walkable / Free Parking/ Office #11

MESSAGE US ABOUT FREE LAUNDRY! You will enjoy a stylish experience at this centrally-located suite. Free parking lot behind the building! Keyless entry. Luggage drop-off available (please request code). Lightning fast wifi. Free coffee & complimentary essentials in equipped kitchen Body Wash / Shampoo / Conditioner are complimentary! Paid laundry available in common area hallway. Laundry pods complimentary Queen bed sleeps 2. Pack'n Play Available on request Please request Roll Away Bed

21–28 Apr

$155 SGD per night

Guest favourite

Guest house in University Heights

4.98 out of 5 average rating, 226 reviews

Tyndall Carriage House-Private Guesthouse

Price includes cleaning and occupancy fees. Tyndall Carriage House is a quiet and private guesthouse, located in a detached unit behind our home, above the garages. Perfect for a weekend getaway or longer stays. The neighborhood is walk/bike-able, close to John Carroll University, Cedar-Lee District, Fairmount Circle, and Van Aken District with many fun shops and exciting restaurants nearby. A fifteen minute drive takes you to downtown Cleveland, The Cleveland Clinic and other city attractions.

7–14 Jan

$154 SGD per night

Guest favourite

Home in Cleveland

4.97 out of 5 average rating, 513 reviews

Sunny + Bright Lakeshore Cottage

Relax in this sunny + hip cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef... main bedroom and full bath are loft-style on the second level. Additional bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

8–15 Jun

$173 SGD per night

Guest favourite

Flat in Cleveland

4.86 out of 5 average rating, 366 reviews

The Studio at Gordon Square

Comfortable, private space that was newly built in 2020! Cozy studio in Gordon Square Arts District 1-2 miles west of downtown in redeveloped area. Located 5-10 minutes to lakefront park, Ohio City, Tremont, downtown. Includes kitchen with mini fridge/freezer, cooktop. Pet friendly. Walk to the city’s best restaurants, theaters, galleries, and coffee shops or drive/ride share downtown to sports/theaters. 15 minute drive or transit ride to airport. Edgewater Park & lakefront a 10 minute walk.

9–16 Apr

$75 SGD per night

Guest favourite

Flat in Lakewood

4.94 out of 5 average rating, 118 reviews

Boho Star Pad on Madison-beautiful & cozy 1 bd rm

Brand new one bedroom with all the comforts of home. Your own private apartment is centrally located in Lakewood above the local favorite Taco Tontos known for amazing craft cocktails, baked burritos & jumbo tacos! Walking distance to Madison park & municipal pool, restaurants, bars, shops & music venues. Five minutes to our beautiful lakeshore parks & a ten minute drive to downtown: Playhouse Square, Guardians, Cavaliers, Browns Stadium, Rock & Roll Hall of Fame & 15 minutes to CLE airport.

29 Sep – 6 Oct

$97 SGD per night

Guest favourite

Loft in Cleveland

4.94 out of 5 average rating, 120 reviews

1Warehouse district condo sleeps 4 family friendly

You can’t be more in the Cleveland thick of things than this family friendly condo perfectly placed on the 4th floor of the Grand Arcade. Located in the Warehouse District, this condo is walking distance from some of the best bars/restaurants in Cleveland and within half a mile of FirstEnergy Stadium, Progressive Field, Quicken Arena, Flats East Bank, and the Casino. Boasting 1 bed, 1 murphy bed and 1 full bathroom, this condo has a one of a kind downtown views. Sleeps 4. No cleaning fee.

7–14 Jun

$170 SGD per night

Guest favourite

Home in Cleveland

5.0 out of 5 average rating, 179 reviews

The Sailor’s Parlor- Walk to Beach & Merriment

Ahoy mates! You and your pets will truly feel at home and have fun living like a local in Cleveland's best lakefront neighborhood! The Sailor's Parlor is cozy yet spacious with lovely woodwork and modern updates. It is situated near the pathways to and around beautiful Edgewater Beach Park. Stroll 5 minutes to experience eclectic locally owned dining, bars, shopping, theater, pinball, and live music. Pups love the nearby pet friendly restaurants and the park at the end of the street.

28 Sep – 5 Oct

$150 SGD per night

Guest favourite

Home in Parma

4.99 out of 5 average rating, 154 reviews

"Arranged for Two" Read my reviews!

"Arranged for Two", Kelly’s Kempt Corner-remodeled PRIVATE home: living room, kitchen, study, bedroom on first floor, and bonus room. Perfect for couples seeking a KING size bed or fantastic for professionals traveling! Military and Public Service friendly. The king size bed is completely incased and layered: Calvin Klein pillows, 100% polyester microfiber sheets, and comforter duvet, and a smooth, luxury satin quilt. Clean and comfortable! Parties or gatherings will not be permitted!

22–29 Dec

$168 SGD per night

Guest favourite

Guest suite in Cleveland

4.95 out of 5 average rating, 940 reviews

Spectacular Space, Heart of Tremont Off St Prkng

Experience a beautiful and creative studio renovation that's known for its artwork, decor and location. Privacy, safety, comfort and inspiration are all a part of this art-filled space in Cleveland's premier residential neighborhood. The space has a private entry and has many amenities. It's close to Downtown Cleveland, West Side Market, Cleveland Clinic, the airport, and within walking distance of many pubs, award-winning restaurants, and coffee shops. Includes off-street parking.

28 Jan – 4 Feb

$130 SGD per night

Guest favourite

Flat in Cleveland

5.0 out of 5 average rating, 153 reviews

Quaint, mid-century 1-br flat in West Park

Our cozy space in the heart of Kamm's Corners is the perfect retreat for travelers looking to relax and recharge. We're centrally located in a quiet neighborhood, offering the perfect blend of convenience and tranquility. With thoughtful amenities and stylish decor, we've created a space where you can feel right at home. * 15 mins to Downtown * 7 mins to Cleveland Hopkins Airport * 18 mins to Cleveland Clinic * 12 minutes to the I-X Center * 3 mins to Fairview Hospital

19–26 Dec

$141 SGD per night