Holiday rentals with a pool in Westlake

Luxury Downtown Flats Waterfront Apt. & Parking

Beautiful Downtown Cleveland Waterfront Apartment located on the lively East Bank of the Flats. Enjoy all that Cleveland has to offer in this centrally located Waterfront Apartment. Just a short elevator ride down to over 20 bustling Bars, Restaurants, Clubs, and Music Venues on the East Bank of the Flats along the Beautiful Cuyahoga River and Lake Erie. Only a short 10 min walk to any of the Sports Stadiums and Arenas in town (Browns, Cavs, Guardians). Clean, Beautiful and Centrally Located.

Location · Value · Getting around

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

Family · Value · Access

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.

Value · Location · Check-in

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

Value · Location · Hospitality

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 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 🌿

Family · Location · Indoor spaces

the Black Barn Guest House

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 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. 20 min from Baldwin Wallace. 30 min from Oberlin. 5 minutes to charming Valley City or Columbia Stations newest gem, Red Wagon Brewery and Farmers Market.

Location · Decor · View

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.

Family · Value · Cleanliness

Stylish Chic Downtown Apartment

Stylish chic 1 level apartment located in the heart of downtown Cleveland. Short walk to Playhouse Square, Cleveland sports arenas, Tower City Center and JACK Casino. Short drive to Rock & Roll Hall of Fame, Cleveland Museum of Art, University Circle, Cleveland Clinic and Cleveland Metroparks Zoo. This 2 bedroom 2 bath apartment is fully equipped with all kitchen essentials, laundry and access to an incredible 24 hour facility which includes pool, indoor track and gym.

Location · Value · Hospitality

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!

Family · Location · Nearby

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). Pet friendly. Eco-friendly solar home with EV charging, Breeo fire pit & peaceful forest seclusion. The perfect North Ohio home base for adventures, college visits, or a quiet recharge.

Location · Value · Beach

Luxury Lil’ Italy 2BR | Sleeps 6 | Free parking + gym

Live in the heart of Little Italy, steps from University Circle, UH, and CWRU, with the Cleveland Clinic just minutes away. This professionally designed 2BR 1BA suite has: ✓ Sleeps up to 6 ✓ Includes secure gated parking ✓ A gym ✓ An in-unit washer/dryer ✓ and resort-style community amenities Whether you’re visiting for work, medical travel, or a city getaway, this centrally located space offers comfort, convenience, and a refined place to recharge.

Value · Location · Nearby

Downtown CLE 2BR | Walk to Rock Hall + Stadiums

Modern 2-bedroom, 2-bath condo in downtown Cleveland with private parking included and lake and city views from every window. Walk to the Rock and Roll Hall of Fame, Browns Stadium, Progressive Field, and Rocket Arena. Two king beds (split to four singles) sleep up to 6, with full kitchen and in-unit laundry. Building pool and jacuzzi opening soon. Built for game weekends, two-couple getaways, and small families exploring downtown.

Family · Location · Decor