Vacation rentals with a pool in Middleburg Heights

Luxe Apt w/free Parking - 5 mins to Everywhere DT

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

Chagrin Falls Private Suite

Private in law suite on 2 acre wooded setting in Bainbridge Twp., just minutes to historic Chagrin Falls and easy access to freeway to head downtown to explore downtown Cleveland. Suite has full kitchen, private bath with walk-in shower, 1 bedroom with queen bed and walk-in closet, covered parking, patio area with fire pit. Main home is occupied by hosts and suite has private entrance but shared laundry room (available for extended stays) that connects main home to suite with locking doors.

Historic Cleveland Apartment With Modern Finishes

Welcome to our apartment nestled within a century-old building in a developing area, this apartment offers an exceptional stay with top-notch finishes. As you enter, you can experience the blend of the past with the present While the building exudes historic character, with vintage vibes, the apartment is a sanctuary of the latest amenities and sophisticated touches for you to enjoy comfort & style For business/leisure, this place provides an experience of old, new & evolving Cleveland .

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

Euclid Escape: Poolside Bliss with Hot Tub

Escape to your Euclid retreat, perfect for families and friends with space to gather and unwind. • Sleeps 10 | 4 bedrooms | 6 beds | 3 baths • Private heated saltwater pool (May-September) • Year-round hot tub & outdoor fireplace • Finished basement with bar, poker table & putting green • Fully equipped kitchen & dining area • Pet-friendly & long-term stays welcomed Enjoy morning coffee on the patio, relax by the fireplace, and explore nearby Cleveland and Lake Erie.

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.

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

Ultimate Group Escape | Heated Pool 12 Guests

🏡 4 bedrooms • 7 beds • 2.5 bathrooms • Sleeps 12 🏊 Private in-ground pool • lounge chairs (open Memorial Day - Labor Day) 🕹️ Arcade games • cozy sunroom w/ string lights 🍳 Stocked kitchen • dining for 10 + breakfast nook 🔥 Fire pit for family fun 🐕 Pet friendly w/fully fenced in backyard 📺 Smart TVs • family-friendly layout 📍 Quiet neighborhood, near dining, shops, & parks The ultimate group getaway! Perfect for families, reunions, or weekends with friends!