Holiday rentals with a pool in Westlake

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.

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool Escape to this renovated 4-bedroom retreat on 5 private wooded acres. Sleeps 8 and ideally located between Cleveland, Cedar Point, and Oberlin College. Relax in the 6-person hot tub or the large 20’x40’ heated saltwater pool (Apr–Sept). This eco-friendly home features solar power and EV charging, blending sustainability with peaceful forest seclusion. The perfect North Ohio home base for adventures, college visits, or a quiet recharge. Book today!

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

Slow Burn | Urban Oasis Near Downtown CLE

Welcome to Slow Burn, 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.

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.

Swim & Relax - Pool, Hot Tub and Renovated

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.

Private Pool & 3BR Home by Cedar Point & Lake Erie

Welcome to our charming and spacious 3-bedroom family home with pool in the picturesque town of Vermilion, Ohio! Perfectly situated near local attractions and major interstate, this comfortable retreat offers an ideal getaway for families and friends looking to explore the beauty and charm of Vermilion or other attractions in north eastern Ohio. 2026 Pool Availability May 23 - September 7 Time to Attraction Cedar Point: 30 minutes Kalahari: 25 minutes