Holiday rentals with a pool in Middleburg Heights

Horse Ranch Farmhouse-Pool, Trails Pond Waterfall

Experience refined country living at this elegantly appointed farmhouse, 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.

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

Lovely Lakefront Home 3Bd+Crib 8 min to Downtn

Spacious, pristine 2nd-floor apt over luxury home on Lake Erie Perfect for Easy Travel w Kids - Pool heated May-Sep weather permitting - Enjoy sunsets in backyard - Walk to Edgewater Beach/ Park - 8 mins from downtown/ sports/ casino - 3 Queen beds + air mattress - Crib, rocking chair & changing table - Play room with toys - Fully-stocked kitchen - Keurig and drip coffee, decaf, tea - Grocery delivery available - 2 mins to grocery store - 1-min to Starbucks, CVS, nail salon - Free parking

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

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.

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.

NEW Wellness Sanctuary • Sauna • Walk to Venues

• 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

In-Ground Pool | Hot Tub | Fire Pit | New Remodel

Welcome to your dream retreat in our charming, split-level home in Parma! - Enjoy a private outdoor pool with sun loungers and pool toys. - Relax by the fire pit or BBQ on the private patio. - Newly remodeled kitchen equipped with modern appliances and quartz countertops. - Stay entertained with a 48" HDTV, Netflix, arcade games, and a game console. - Fast Wi-Fi and a dedicated workspace perfect for remote work. - Secure and private with a fully fenced backyard.

Resort Style Property 2B/2B walk to Everything!

🛎️ Modern 2BR Downtown Retreat • 2 Beds • 2 Baths • Walk Everywhere Experience hotel-quality comfort with residential privacy in this stylish 2-bedroom, 2-bath suite in the heart of downtown. Perfect for business travelers, families, couples, or weekend explorers seeking a clean, modern, upscale stay. ✨ Highlights: Rare free downtown parking 🚘, luxe finishes, and full privacy with hotel-style comfort.