Family-friendly holiday rentals in Grimsby

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Grimsby

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

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Superhost

Guesthouse in Campden

4.98 out of 5 average rating, 425 reviews

Detached 450 sf cottage

Private detached cottage located in the hamlet of Campden in Niagara's wine country. The cottage has one Queen bed located in a bedroom separated from the main area by a curtain and also one pull-out sofa located in the living area. Located on top of the Beamsville Bench minutes from Jordan Village & Balls Falls. Drive, bike, or walk to wineries such as Vineland Estates (2.6 km), Vienni (1.3 km), Tawse (2.6 km) & many others. Approximately a 30 minute drive to NOTL wineries and Niagara Falls.

Superhost

Tiny home in Guelph

4.99 out of 5 average rating, 146 reviews

Backyard Bunkie 🏡 Guelph 🌳Nature 🌟Wifi

Take it easy at this unique tiny house experience in the city. The Bunkie is a private 9’ x 12’ cottage with a couch, kitchenette (with running water), queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate washroom with an incineration toilet, by walking about 100ft to the back of the yard.

Superhost

Cottage in Lincoln

4.97 out of 5 average rating, 186 reviews

Chestnut Cottage

Quaint Cottage in the heart of wine country. This is a recently renovated 4 bedroom, 2 bathroom house. Basement was just finished in 2021. The house is bright and clean and furnished with a modern country farmhouse feel. WIFI, cable TV, Netflix, full kitchen and central a/c are just some of its amenities. This house would be great for couples, a group of friends or even a family looking for a relaxing getaway in the country, but still close enough to numerous activities for all to enjoy.

Superhost

Guest suite in Hamilton

4.92 out of 5 average rating, 206 reviews

Centrally located - beautiful one bedroom apt.

Stay in this fully renovated, large 500sq ft +, self-contained apartment on the third floor (walk up) of an amazing downtown Victorian style home. The place walkable to General Hospital (2 blocks), theatres, art district, public transport, and city centre. Ideal for short term rental for doctors, actors, visitors to the hospital or anyone looking to walk to almost any venue in the City. The place is perfect for solo adventurers, business travellers, couples, and families with one child.

Superhost

Home in Stoney Creek

4.87 out of 5 average rating, 350 reviews

Underwater Fantasy Room Getaway on Escarpment

Dreaming of a unique getaway experience? Whether its a romantic getaway, or a cool fantasy escape with your little one, its sure to impress! Imagine staying in an intimate, secluded cave, away from life's distractions! Nestled in a picturesque urban setting, one-of-a-kind cave room, tucked away in the hills of beautiful Stoney Creek. Unlike anything you have experienced, with its lovingly curated decor, this space will offer you an experience that you will surly recall for years to come!

Superhost

Guesthouse in Lincoln

4.84 out of 5 average rating, 148 reviews

Cozy Rustic Cabin In Wine Country on Bruce Trail

This cute rustic one room cabin can accommodate 2 guests comfortably in the queen size bed. Bruce Trail at your doorstep. Just steps to Vineland Estates Winery. Just a reminder to all my guests in Sept/Oct, because we are located so close to the wineries, please be aware of the bangers that the vineyards use to scare away the birds from the ripe grapes before harvesting. We always welcome dogs, just let us know. Early/Late check in/out can be accommodated for an added fee. Thank you

Superhost

Home in Port Dalhousie

4.95 out of 5 average rating, 286 reviews

Nautica Beach House on Lake Ontario

License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

Superhost

Home in Lincoln

4.92 out of 5 average rating, 303 reviews

Amazing Lake-Front Retreat!

HIGHLIGHTS: - Priceless lake views that changes every day - Amazing wineries, Niagara attractions nearby - Hot tub - Lake access - Kayaks to explore the lake - Deck with BBQ - Putting green - Luxury boat rental to cruise the lake - Smart TVs (Netflix included) - Ping pong, air hockey - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay ** Please review the "Other details to note" section prior to booking **

Superhost

Guest suite in Hamilton

4.95 out of 5 average rating, 292 reviews

Beautiful 1 Bedroom Apt Steps to Hamilton's Best

Newly finished spacious basement with 8' ceilings and plenty of natural light! Perfect for a romantic getaway or for mature professionals on business. Steps to Locke Street's dining and shops, as well as parks, hospitals, and downtown Hamilton. Features include in-floor heating, 55" 4k TV, a custom kitchen, and laundry. Sleeps 4 with Queen bed in bedroom and pull-out Queen mattress in the sitting room. Free street parking and anytime self check-in.

Superhost

Home in Mount Hope

4.93 out of 5 average rating, 292 reviews

PRIVATE Apartment Mins to Hamilton Airport w/prkng

Prime Mount Hope location minutes from the Hamilton Airport & Warplane Heritage Museum. Full one bedroom private apartment in my home on a quiet dead-end street. Full Kitchen with amenities. On ground furnished living room w/sliding doors to outside deck. Cable, WiFi & parking space included. SERTA king bed. 50" smart TV in comfy living room with couch, loveseat and reclining rocker. Perfect for travelers. Pets are welcome upon request.

Superhost

Guesthouse in Port Colborne

4.99 out of 5 average rating, 166 reviews

The Loft Suite Niagara's South Coast Guest House

Niagara's South Coast Guest House on 10 acres of wooded property, just minutes from the beaches of Lake Erie. We offer a 800 square ft. open concept loft suite in a private Guest House. We are 40 minutes to Niagara Falls, and just under 90 minutes to the GTA. Enjoy your private deck with BBQ, and Fire Table and shared outdoor sauna, where you will hear the sounds of our cascading water fountain and look over the woods and gardens.

Superhost

Guesthouse in Saint Anns

4.98 out of 5 average rating, 197 reviews

The Carriage House @ Mingle Hill Farm

Welcome to your relaxing escape on our organic lavender and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.