Vacation rentals with a pool in Middleburg Heights

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

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.

5 mins to Games-Free/Parking-Gym-Luxe Stay

You’ve found an upscale stay 5 minutes from the Stadium and perfect for game days, business trips, or weekend getaways. Our guests love: • Rooftop deck with lake views • Heated pool & spa (seasonal) • Minutes to Huntington Bank Field, Rocket Arena, dining & nightlife • Full fitness center & co-working lounges • Pet-friendly spaces • Fully equipped kitchen + fast WiFi After a day in the city, unwind in a polished, Luxury home with everything you need for an easy, elevated stay.

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

Swim & Relax: Pool, Hot Tub & Renovated! HomeHop

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.