Holiday rentals with a pool in Cleveland

Close to Stadiums, Views, Luxe Apt w/Free Parking

You’ve found the perfect stay in the heart of downtown Cleveland, ideal for game days, concerts, business trips, or a weekend escape. • 5 minutes to Browns Stadium • Skyline & lake views plus walkable nightlife • Modern, ADA-accessible space • Rooftop pool, gym & co-working areas • Pet-friendly with free secure parking • Fast WiFi & fully equipped kitchen • Quick, reliable host support After exploring the city, relax with contactless check-in, a plush king bed, and all the comforts of home.

Stillwater Retreat-Waterfall·Pond Horses·Firepit

Experience refined living at this elegantly appointed country estate, tucked into a secluded and pristine valley. Surrounded by natural beauty, the property features wooded walking trails that follow the west branch of the Cuyahoga River and offer sweeping views at every turn. Enjoy peaceful mornings overlooking the pond, afternoons exploring shaded forest paths, and golden evenings framed by autumn foliage and stately pines. Blending rustic charm with elevated comfort and private relaxation.

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

La Tigre | Unique Studio Near Downtown CLE

Welcome to La Tigre, 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.

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

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.

West Park hot tub & inground pool 4 beds 2 baths

Charming 3-Bedroom Home | Heated Pool & Saltwater Hot Tub | West Park, CLE Escape to comfort and relaxation! This inviting 3-bedroom home is perfect for family getaways, friend gatherings, or solo retreats. Located in West Park, Cleveland, you’re just 10 minutes from downtown and the airport, with Cedar Point only 45 minutes away. Enjoy nearby parks, dining, and entertainment while unwinding in the heated inground pool (April–September) or the luxury saltwater hot tub year round.

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.

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.