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Kid-friendly holiday rentals in Shaker Heights

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Shaker Heights

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest suite in Shaker Heights

4.85 out of 5 average rating, 167 reviews

Shaker Heights Suite Near Cleveland Clinic

3rd floor private suite for up to 3 guests in lovely historic Shaker Heights home in park-like setting. Near Shaker Square, the Cleveland Clinic, Case, University Hospital, museums, great restaurants, parks with lakes & walking/running trails, & boulevards of lovely mansions. Enjoy original art & fine antiques indoors; guest patio, gardens & soaring trees outside. 15 minutes to downtown Cleveland by nearby public transit or car. Free driveway parking included. Can host ONE dog; NO cats accepted.

21–28 Jan

$113 SGD per night

Guest favourite

Guest house in University Heights

4.98 out of 5 average rating, 226 reviews

Tyndall Carriage House-Private Guesthouse

Price includes cleaning and occupancy fees. Tyndall Carriage House is a quiet and private guesthouse, located in a detached unit behind our home, above the garages. Perfect for a weekend getaway or longer stays. The neighborhood is walk/bike-able, close to John Carroll University, Cedar-Lee District, Fairmount Circle, and Van Aken District with many fun shops and exciting restaurants nearby. A fifteen minute drive takes you to downtown Cleveland, The Cleveland Clinic and other city attractions.

29 Oct – 5 Nov

$173 SGD per night

Guest favourite

Flat in Cleveland Heights

4.97 out of 5 average rating, 155 reviews

2nd Floor Semi Private Apartment Cleveland Heights

Near East Side. 2nd floor "in-law" apt. private bed rooms, bath, living room and kitchen and a semi-private entrance. Off-street parking and back yard grill,laundry facilities available for guest use. Close to University Circle (Case Western, Cleveland Clinic, University Hospital, many museums, Severance Hall, etc.). Great public trans access. Great for couples, solo or business travelers, small families, motorcyclists, bicyclists, and anyone who likes cats. LGBTQ, all ethnicities welcome.

13–20 Nov

$111 SGD per night

Guest favourite

Flat in Cleveland Heights

5.0 out of 5 average rating, 101 reviews

The Farmhouse - 1 Bdrm Apt in a Great Location

Welcome to this 2nd flr 1 bd/1 ba private apartment in a charming 1880s farmhouse located in a friendly walkable neighborhood. Full kitchen with all you need to make your own meals, washer/dryer and separate office inside the unit. Free off-street parking. You are only: 5 min walk to Starbucks, a variety of restaurants, bars, shops, trails 5-10 min drive to Cleveland Clinic, University Hospitals, Case Western, museums, parks, Little Italy and more 15 min drive to major attractions and Lake Erie

11–18 Oct

$162 SGD per night

Guest favourite

Home in Cleveland Heights

4.81 out of 5 average rating, 278 reviews

Charming Coventry Village Hampshire Rd (Lower)

Just up the hill from Little Italy, CWRU, Cleveland Clinic, University Hospitals. 15 minutes to downtown-Quicken Loans Arena. One block to Coventry Rd. restaurants, shops, music venues, groceries, and family-friendly activities. You’ll love our place because of the privacy, Front Porch outdoor space and Tree Lined Street. Great for Families, business travelers, couples, and students. This is a family-owned home for over 30yrs. We have enjoyed opening our doors to people from all over the globe!

22–29 Jun

$193 SGD per night

Guest favourite

Home in Cleveland

4.97 out of 5 average rating, 516 reviews

Sunny + Bright Lakeshore Cottage

Relax in this sunny + hip cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef... main bedroom and full bath are loft-style on the second level. Additional bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

10–17 Dec

$208 SGD per night

Guest favourite

Flat in Cleveland Heights

4.88 out of 5 average rating, 211 reviews

Map Room I Cute Studio Near CLE Clinic, UH, CWRU

As world travelers, your hosts are fascinated by maps and have decorated the apartment with some of their favorites - both local and from around the globe. The apartment was just renovated from floor to ceiling in the summer of 2019, so you'll enjoy a brand new space that's clean and modern and has everything you need for your time in Cleveland. We're just 10 minutes from the Cleveland Clinic, Case Western Reserve University, and all the cultural treasures of University Circle.

22–29 Dec

$135 SGD per night

Guest favourite

Home in Cleveland Heights

4.91 out of 5 average rating, 127 reviews

Cozy Heights Oasis-Walk to Restaurants

Private and cozy second floor 2 bedroom spacious unit in the Cedar-Lee district of Cleveland Heights. Completely refurbished. Walk to restaurants on Lee Road or Cain Park. Open the windows and listen to a chorus of birds-a true oasis from the hub-bub. A private patio and outdoor living right off the living room. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, loud music and disruptive behavior that impacts neighbors or guests in other apartments.

6–13 May

$172 SGD per night

Guest favourite

Home in Cleveland Heights

4.84 out of 5 average rating, 103 reviews

Cozy, deadend street. Close to everything!

*HOUSE IS ntentionally BASIC IN EVERY WAY - THIS IS FOR DOGS FIRST. Intentionally NOT LEXURUIOUS. 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

14–21 Apr

$136 SGD per night

Guest favourite

Guest house in Cleveland Heights

4.98 out of 5 average rating, 373 reviews

Clean and Cozy Carriage House Getaway

Sunny and cozy carriage house in safe, historic neighborhood - perfectly appointed for overnight guests or extended stay visitors. Close proximity to Cleveland Clinic, Case Western, John Carroll University, Shaker Lakes & University Circle. Enjoy the charm of staying in this premier neighborhood with the comforts of home including updated kitchen, furnishings, bed/bedding and spa shower. Beautiful, safe, tree-lined street with private entrance and parking spot.

11–18 Nov

$171 SGD per night

Guest favourite

Cabin in Euclid

4.93 out of 5 average rating, 191 reviews

Century-plus Summer Cabin - The Perfect Getaway!

Cabin.141 is a 120 year old summer cabin that has been added on to & modified more than a few times over the years! Situated in the inner-ring suburb of Euclid, this charming property is just a few houses from Lake Erie and is nestled on a large lot on a quiet street. The home is comfortably furnished with an eclectic mix of antiques & mid-century modern pieces. Beautiful in any season, this property is the ideal spot for a weekend get-away or an extended stay.

24 Sep – 1 Oct

$145 SGD per night

Flat in Shaker Heights

4.87 out of 5 average rating, 107 reviews

Historic District 2BR on 1st Floor near CLE Clinic

This newly updated historic district unit is in a great location and only 15 minutes from the Cleveland Clinic main campus. Come relax in a safe but vibrant neighborhood during your stay in Cleveland. Our unit is also within a mile of plenty of great food options. This is a NON SMOKING (that includes medical marijuana, vaping, and everything else) and NO PARTY building. Please do NOT smoke or throw a party or you will be asked to leave without a refund.

19–26 May

$150 SGD per night

Holiday rentals for every style

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Popular amenities for Shaker Heights family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Hudson

4.97 out of 5 average rating, 364 reviews

Robin's Nest

2–9 Oct

$112 SGD per night

Guest favourite

Home in Cleveland

4.98 out of 5 average rating, 123 reviews

Artsy Oasis: Serene Gem in Waterloo Arts District

27 Jan – 3 Feb

$135 SGD per night

Guest favourite

Home in Cleveland

4.96 out of 5 average rating, 227 reviews

urban cottage •Tremont

22–29 Jul

$217 SGD per night

Home in Euclid

4.84 out of 5 average rating, 179 reviews

Your Home Away From Home

1–8 Sep

$185 SGD per night

Guest favourite

Home in Parma

4.99 out of 5 average rating, 156 reviews

"Arranged for Two" Read my reviews!

3–10 Dec

$167 SGD per night

Guest favourite

Home in Parma

4.9 out of 5 average rating, 394 reviews

Cozy Cape Cod at Tuxedo - Self Check-In & Parking

10–17 Oct

$151 SGD per night

Guest favourite

Home in Euclid

4.96 out of 5 average rating, 112 reviews

Spacious updated home by Clevelands Euclid Campus

23–30 Aug

$200 SGD per night

Guest favourite

Home in Cleveland

4.96 out of 5 average rating, 367 reviews

Fun & Trendy Gordon Square Duplex

1–8 Feb

$136 SGD per night

Family-friendly apartment rentals

Guest favourite

Flat in Cleveland

4.98 out of 5 average rating, 203 reviews

Little Italy1, close to Cleveland Clinic, UH, CWRU

25 Dec – 1 Jan

$165 SGD per night

Guest favourite

Flat in Cleveland

4.98 out of 5 average rating, 152 reviews

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

27 Jun – 4 Jul

$205 SGD per night

Guest favourite

Flat in Cleveland

4.9 out of 5 average rating, 248 reviews

Cleveland's Little Italy #2

3–10 Oct

$185 SGD per night

Guest favourite

Flat in Cleveland

4.94 out of 5 average rating, 374 reviews

Cousin Vinny's Place

21–28 May

$194 SGD per night

Guest favourite

Flat in Shaker Heights

4.93 out of 5 average rating, 148 reviews

Relaxing Gem near CLE Clinic & Van Aken District

13–20 Aug

$216 SGD per night

Guest favourite

Flat in Chagrin Falls

4.88 out of 5 average rating, 168 reviews

Cozy Solar Powered Hideaway (Pet Friendly)

22–29 Jul

$164 SGD per night

Guest favourite

Flat in Euclid

4.84 out of 5 average rating, 108 reviews

⚡️The Numero Uno studio⚡️

18–25 Dec

$110 SGD per night

Guest favourite

Flat in Cleveland Heights

4.91 out of 5 average rating, 11 reviews

King Size Bed-Walkable location

27 Dec – 3 Jan

$119 SGD per night

Family-friendly apartment rentals

Guest favourite

Apartment in Cleveland

4.95 out of 5 average rating, 220 reviews

Perfect Location! - 1 Bedroom Condo

17–24 Jul

$126 SGD per night

Guest favourite

Apartment in Lakewood

4.89 out of 5 average rating, 245 reviews

⭐️⭐️ Warm & Romantic special moments⭐️⭐️

27 Aug – 3 Sep

$123 SGD per night

Guest favourite

Apartment in Cleveland

4.9 out of 5 average rating, 213 reviews

Awesome 2 Bedroom Unit w/ Hot Tub and Fenced Yard

21–28 Feb

$223 SGD per night

Guest favourite

Apartment in Cleveland

4.82 out of 5 average rating, 297 reviews

Cozy Downtown Modern Condo in the Heart of it all

6–13 Feb

$128 SGD per night

Apartment in Lakewood

4.8 out of 5 average rating, 123 reviews

Retro Nostalgic Condo in the heart of Lakewood

15–22 Jun

$144 SGD per night

Apartment in Cleveland

4.85 out of 5 average rating, 402 reviews

Beautiful Downtown Cleveland Condo

23–30 Jun

$255 SGD per night

Guest favourite

Apartment in Cleveland

4.93 out of 5 average rating, 106 reviews

Bright and Hip 2BR Condo in Heart of Ohio City

20–27 Mar

$378 SGD per night

Apartment in Cleveland

4.83 out of 5 average rating, 116 reviews

Unique Condo in Downtown Cleveland sleeps 4!

19–26 Feb

$200 SGD per night

Quick stats about holiday rentals that are kid-friendly in Shaker Heights

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
$95 SGD before taxes and fees

Destinations to explore