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

the Black Barn Guest House

Totally renovated and finished in in 2025 This unique place has a style all its own. Restored 1899 barn on peaceful, resort like setting. This cozy barn guest house is perfect for a romantic get away, or those who want a cozy, comfortable retreat. We are surrounded by trees, yet neighboring homes are nearby. 25 minutes from Cleveland Hopkins airport. 30 minutes from Downtown Cleveland. 5 minutes to charming Valley City or Columbia Stations newest gem, Red Wagon Brewery and Farmers Market.

Luxury Downtown Flats Waterfront Apt. & Parking

Beautiful Downtown Cleveland Waterfront Apartment located on the lively East Bank of the Flats. Enjoy all that Cleveland has to offer in this centrally located Waterfront Apartment. Just a short elevator ride down to over 20 bustling Bars, Restaurants, Clubs, and Music Venues on the East Bank of the Flats along the Beautiful Cuyahoga River and Lake Erie. Only a short 10 min walk to any of the Sports Stadiums and Arenas in town (Browns, Cavs, Guardians). Clean, Beautiful and Centrally Located.

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.

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 65" Smart TV.

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

Poolside Paradise | Hot Tub, Yard, Game Room

💦 Saltwater hot tub (open year-round) 🏊‍♂️ In-ground saltwater pool (summer only) 🛏 3 bedrooms (w/4 beds total) • 2 full bathrooms • Sleeps 8 🎱 Game room with pool table + big screen TV 🌿 Landscaped backyard oasis for lounging or play 📍 Near shops, restaurants & local attractions Whether you're soaking under the stars or watching the game with friends, this peaceful retreat offers the perfect blend of comfort, fun, and relaxation.