Holiday rentals with a pool in Cleveland

Luxe Apt w/Parking - Gym - 5 mins to Stadium

Game day, concert night, or city getaway—this stylish, ADA-accessible unit is exactly where you want to be. Located in the heart of downtown, you're minutes from Browns Stadium, Rocket Arena, and Progressive Field, along with some of Cleveland’s best restaurants and nightlife. Enjoy easy access to the city, then return to a modern, welcoming space designed for comfort and convenience. Plus, enjoy the amenities including a rooftop pool with stunning lake and city views, gym, and co-working space

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.

Your home away from home!

Welcome to your away from home! One bedroom MIL suite in private home with spa quality bathroom ( tiled walk-in rain shower, with body jets, heated towel bars, and heated heated floors). Gas fireplace. Fully equipped kitchen. Private front and back entrance. Seasonal (May - Oct) use of pool, deck, grill and shared backyard space. High speed internet, cable TV, Netflix, Hulu, HBO, etc..Driveway parking. No Pets. No Parties. No smoking. We are fully vaccinated. COVID cleaning protocols

Luxury Apt w/ Rooftop Pool, Hot Tub & Skyline View

This stylish corner unit features an eclectic industrial design with exposed ductwork and a quiet, spacious layout. Enjoy a glimpse of Progressive Field from the living room and relax on your private balcony. The 725 sq ft space includes a fully equipped kitchen, smart TV, and generous closet space—perfect for extended stays or business travel. *The map shows a parking lot because this building was recently constructed on a former parking lot and opened just months ago!* FREE PARKING

Alizée | Stylish Studio Retreat Near Downtown CLE

Welcome to Alizée, one of four boutique suites located within Tremont's newest apartment community, Driftwood! Our modern, efficiently designed suites offer a perfect blend of comfort and style. Featuring floor-to-ceiling windows, each space is filled with natural light, creating an open and airy feel despite its cozy footprint. Carefully selected finishes, decor, and warm architectural lighting add to the inviting atmosphere, making it an ideal retreat for solo travelers or couples.

Winter skiing, hot tub/Summer pool, national park.

Welcome to our property that sits on 6 gorgeous acres of land near Cuyahoga National Park and bursting with every amenity! The 7 bedrooms & 6000 sq ft of living space doesn't scratch the surface of what this place has to offer. Relax in the indoor hot tub complete with a bar located in the sunroom or take a dip in the resort sized heated outdoor pool with gazebo (pool open May-Sept) & finish the night in the 9 seat movie theater complete with surround sound or shuffleboard game room.

Luxe Flat w/ Heated Pool & Sauna • Gym•Heart of DT

You can stop your search now. You just found the perfect place to book for your trip to Cleveland. ➹ Clean. Robust Amenities. Modern Finishes. Quick Host Responses. ➹ You're going to be located at the CENTER of everything in Downtown Cleveland. ➹ Get a good night's sleep with our memory foam beds. ➹ Spend your daytime working from home at our private home office. Cook a meal for your group in our beautiful, timeless kitchen. Then spend your evenings relaxing with our 55" Smart TV.

Downtown Oasis | Steps to Dining | Pool + Gym

Welcome to your urban retreat, where downtown meets peaceful comfort. This curated apartment is designed for explorers and relaxers alike— a perfect launchpad for adventure and your cozy haven to return to. Enjoy a discount on your first night when you book an extended stay: Book 2 nights – Get 15% off the first night. Book 3 nights – Get 50% off the first night. Book 4+ nights – Get the first night free. Message host to book at this rate. (Rules and restrictions apply).

Luxury Spa+Theater+Gameroom | CasaMora

From the co-founder of Joshua Tree Hata Retreat comes Cleveland's first fully immersive luxury experience. Whether going back and forth between the sauna and plunge pool, sipping wine by the 120-year-old upcycled sandstone fireplace, competing in ping pong and shuffleboard, or lounging on the oversized couch watching a movie while picking your favorite treats from the candy station, this centrally located home (just 5 minutes from any stadium) won't allow you to become bored.

Heated Pool + Saltwater Hot Tub | Family 3BR

Heated Pool + Saltwater Hot Tub Spacious 3BR West Park Oasis. Private backyard retreat perfect for families & quiet stays (no parties/events). 10 min to Cleveland Hopkins Airport (CLE) & Downtown, 45 min to Cedar Point. Features: Heated pool (Apr–Sept), year-round spa, & fenced yard. Fast Wi-Fi & dedicated workspace. Walkable to dining in a safe, quiet neighborhood. The perfect blend of relaxation and convenience for your Cleveland stay. Book your private getaway today!

Guest Fav • 17th‑Floor Skyline • Sauna • Stadiums

• Luxury 1BR on the 17th floor with skyline views in downtown Cleveland’s Gateway District • Wellness amenities: 24/7 gym, sauna, yoga studio, rooftop deck (pool closed for season; reopens April 2026) • Walk to Playhouse Square, stadiums, East 4th dining, Rock & Roll Hall of Fame, and Lake Erie • Fast Wi‑Fi and a dedicated workspace ideal for travel nurses and digital nomads • In‑unit laundry, stocked kitchen, secure paid parking, seamless check‑in, and door‑code entry

Downtown Cleveland Luxe Stay | Walk to Stadiums

Modern 1BR Downtown Cleveland apartment with a king bed, steps from stadiums, restaurants, bars, and nightlife. Enjoy fast Wi-Fi, smart TV, full kitchen, free parking, and self check-in. Perfect for business travelers, couples, or extended stays, with stylish comfort and easy access to the waterfront, entertainment, and top attractions. Experience a seamless, memorable Cleveland stay in a prime, convenient location. April 2026 discounts applied.