Pet-friendly holiday rentals in Shaker Heights

Private 2 Level Apartment with Hot Tub in Tremont

Welcome to this remodeled, charming 1 bed 1 bath in the heart of Tremont. This special place is just a minutes walk from all the bars, restaurants, cafes, parks, and vintage stores. Enjoy two floors of living space and a spacious deck on the second floor that is perfect for relaxing with your favorite drink or entertaining friends!! The unit has a private entrance with an open kitchen, LR, BR with a closet and a small workspace; WD. With a private brand new hot tub with plenty of space for 4!

Saucy Suite - 2BR urban oasis in Tremont.

Situated in the heart of Tremont, one of the best urban neighborhoods in Cleveland, our 'Saucy Suite' is a 2 bedroom first floor apartment in the Tremont GuestHouse. This space is a 1940's addition to an iconic neighborhood century home. It has been restored and modernized while maintaining the architectural charm. Tremont is a jewel in the city, with celebrity chef restaurants, quaint shops, parks and coffee shops, all within a short walk, and we are less than a mile to the Towpath Trail.

Groovy Cedar Chalet Forest View

Our retro inspired chalet offers a secluded forest setting with excellent access to convenient amenities! Our family-friendly space comfortably sleeps 6 guests. Each room has been thoughtfully appointed for your convenience and authentic aesthetic. The entire home is yours to use. The fully equipped kitchen and laundry room are a great bonus. On Sunny and rainy days alike- sip a fresh cup of coffee on the spacious front porch. An attached 3 car garage and driveway allows for ample parking.

Cottage52

Welcome to Cottage52! Our updated urban cottage in Detroit Shoreway is the perfect landing pad for visits to Cleveland. Shopping, restaurants, events all nearby or short uber drive. Full kitchen with snacks and drinks. Two private bedrooms, two full baths to spread out as couples, or a family. Quality finishes, comfortable bedding + unique furnishings. Enjoy the front porch or side patio. Fenced yard. Pets ok w deposit. Ring cameras at back door and side yard. Parking. Central Air.

Residential Apartment w/Drumkit

Quiet apartment in residential neighborhood attached to owner occupied home. Beautiful scenic large backyard with dining area & fire pit. Electronic Roland, TD-8 drum kit to be enjoyed by everyone: If you’ve ever wanted to play the drums and haven’t had a chance, or if you are a current player looking to keep your chops in shape!! Located 25 min. from Cleveland with a beautiful Great Lake (Erie) at the end of the st.&Lakefront Lodge Park 1/2 mi. Many food/grocery establishments nearby.

Cle Heights Nature’s Getaway | 2bed1bath | AC Pets

~ Thoughtfully designed space with modern touches ~ Comfortable bedrooms for a restful night’s sleep ~ Fully equipped kitchen for cooking and dining ~ Cozy living area perfect for relaxing ~ Fast WiFi + Smart TV ~ Free parking included ~ Ideal for short or extended stays Conveniently located near: • Cleveland Clinic • University Circle & Case Western • Restaurants, cafes, and nightlife • Downtown Cleveland (quick drive) Enjoy the spacious backyard and frequent deer guests!

Rare Cleveland Apt: Little Italy! W/Sauna&Hot tub!

Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated in the heart of Little Italy, walking distance from University Circle, UH Hospital, Cleveland Museum of Art, Botanical Garden, Public Transportation and much more. Apartment is complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation/business rental delivers all the essentials so you can spend more time relaxing and exploring.

Cozy, deadend street. Close to everything!

*HOUSE IS ntentionally BASIC IN EVERY WAY - THIS IS FOR DOGS FIRST. Intentionally NOT LUXERIOUS. Basic in decor. Furnished with all basics- kitchenware, dishes, pots, pans, silverware. Towels, bedding, etc. Located in the middle of "The Heights", you are within a 1/2 mile to restaurants, bars, movie theatre. Great location for medical residence, as it's close enough to Cleveland Clinic and UH, but in a fun, affordable neighborhood. *NOTE: AC is portable units-not central

Gallery House | Near Clinic + Museums

🎨 Artist-curated apartment • Sleeps 4 🛋 Decorated w/ works by local artists (for sale!) 🛏 2 bedrooms • 1 bathroom ✨ Modern & bright 📍 Minutes to Cleveland Clinic, UH & CWRU 🎶 Walk to dining, bars, shopping & Cleveland Orchestra 📺 Smart TV w/ streaming apps 🚗 1 mid-sized off-street parking spot + free street parking Stay in style and surround yourself with Cleveland’s creative spirit — a one-of-a-kind apartment curated by local artist Dawn Tekler.

Home Away From Home - Beautiful Yard

Welcome to South Euclid! This the perfect single family home to escape from the hustle and bustle of the city. Enjoy quiet streets, a nice large patio where you can sip your morning coffee and a comfortable sectional to spread out with the whole family or friends to watch TV or just chat about the day. Traveling with pets? No problem! We are pet friendly and would love to host your furry friends! Don't miss out on this 3 bedroom 1 bath today!

Coventry Village -Hampshire Rd.- Upper

Up and down duplex, just up the hill from Little Italy, CWRU, Cleveland Clinic, University Hospitals. 15 minutes to downtown-Quicken Loans Arena. Walk to Coventry restaurants, shops, music, groceries​, venues, and family-friendly activities. You’ll love our place because of the Front Porch and Tree Lined Street. Great for Families, business travelers, couples, and students. Family owned home for over 30yrs. This is an older home in great condition!

Finland House CLE| Boutique Retreat with Hot Tub

Finland House CLE is a thoughtfully curated boutique retreat in Cleveland, near Edgewater Beach, Lake Erie, and the West Side Market—ideal for guests who value comfort, style, and calm. Enjoy a private hot tub, chef-ready kitchen, spa-inspired bathrooms, and beautifully styled bedrooms. This welcoming home offers an elevated, relaxed stay with cozy gathering spaces and easy access to Cleveland’s best attractions.