
Family-friendly holiday rentals in Grimsby
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Top-rated family-friendly rentals in Grimsby
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Spacious Suite w/ HOT TUB & high-speed wifi
Book us 😊 you will be glad you did! * 10 mins to wine county * 6 mins to the beach * 5 mins to hiking trails * 10 mins to horseback riding * 30 mins to Niagara Falls * 60 mins to Toronto + Gigabit Fibe 3.0 internet + hot tub + fish pond + fire table * bed rated 9.9 Clean and comfortable and spacious Grimsby suite, two minutes from the QEW! Private space in our home offering a relaxing experience. Nice and close to many incredible locations! Enjoy Niagara-on-the-Lake or do a local wine tour!

Little Blue Barn on the Bench
Beautifully situated in the heart of Niagara's wine country and minutes away from the Bruce trail and other hiking favourites, our guest house boasts peaceful views of rolling farmland. Built on top of a barn-style workshop, this private and peaceful studio space is the perfect Niagara getaway for a couple or an individual. Come catch a stunning sunset on your own private deck while you sip a glass of wine or enjoy a coffee. Other perks for your enjoyment: king size bed and out door firepit.

Modern, Spacious 2 Bedroom Suite
Enjoy your memorable escape in this 1500 square foot, bright, airy 2 bedroom separate basement retreat situated near the Niagara escarpment in world-renowned wine country. This is the perfect place to relax and recharge after exploring the best this area has to offer including shopping, restaurants, wineries, breweries, beaches, and hiking trails. 5 minutes to the beach and hiking trails, 25 minutes to breathtaking Niagara Falls, 30 minutes to the US border, and 50 minutes to Downtown Toronto.

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.

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

Guesthouse on Lake Ontario Niagara
Newly installed air conditioning. Unwind at our cozy guest house. Enjoy the direct waterfront views from the living room, bedroom and private Muskoka chairs. We are located along the shore of Lake Ontario amongst the fruit belt of the Niagara region. vineyards, peach, nectarine and plum trees. Shops, Restaurants, and Award Winning Wineries. FREE TESLA charger 🔌 on-site. Free bottle of wine Direct Lakefront view OPEN TIMESLOTS OCTOBER 6-10 (4 nights/5 days) OCTOBER NOVEMBER 1-30

Stay in Vineland at a Vineyard
Enjoy the lovely vineyard setting of this romantic spot in nature, nestled in the Town of Vineland. Only minutes from historic downtown Jordan and Balls Falls. Take in the view of our newly planted vineyard, or take a walk through it! Explore the beautiful Niagara Region, stay in your private unit with everything you need for a short or long stay. You will have your own private outdoor space to use, with a propane firepit, across from your entrance.

Modern Guest Suite in the Heart of Wine Country
Nestled between the Niagara Escarpment and Lake Ontario, this newly renovated private suite is perfect for wine lovers and nature lovers alike. Home to some of the most esteemed vineyards and restaurants. If nature is your thing there are seven Conservation areas and 8 cycling trails nearby. The suite offers wifi, air conditioning, kitchen, bedroom with queen size bed and living space with pull-out couch and private bathroom.

The Grimsby Getaway -Full Kitchen, Fire Pit, Lake
Open concept home with full kitchen, 6 windows for natural light, walking distance from lake, large backyard & firepit, office space 1000 Mbps High Speed Wi-Fi, washer & dryer with full bathroom. Great for up to 6 guests. ✓ Vineyard country ✓ 25 minutes from Clifton Hills, Niagara Falls ✓ Grimsby is full of hiking spots and the beautiful Bruce trail. ✓ Between Niagara and Toronto ✓ 6 minute walk to the waterfront

Lovely 1-Bedroom Apartment in Beamsville
Cozy, one-bedroom unit in the heart of Beamsville. Minutes from the highway and the downtown core, and a short drive from wineries, breweries, hiking trails, and more. Enjoy this basement apartment equipped with a queen bed, double futon, private bath, and small kitchenette for basic food prep. Some continental breakfast options also included! Access the unit through a separate entrance in the backyard.

Relaxing Suite - Gateway to Niagara Region
Located in a quiet and scenic neighbourhood near the niagara escarpment, within walking distance to downtown and in close proximity to everything the Niagara Region has to offer (Falls, Wineries, Bruce Trail, Lake Ontario etc.). The suite has two bedrooms, a full bath, separate entrance, elegant living room and bedrooms, and access to a relaxing backyard oasis with seasonal swimming pool when it is open.

Ironwood Cabin - cozy retreat in wine country
Our cabin is located in the quiet hamlet of Campden in Niagara wine country and within easy reach of wineries, hiking trails and bike routes. Look at my Guidebook for lots of local accesses to the Bruce Trail and be sure to chat with me about some of our favourite spots. Some fantastic local wineries are within walking distance and we have bike and e-bike rentals on property available to you as well!
Popular amenities for Grimsby family-friendly rentals
Family-friendly home rentals with a hot tub

hidden gem hot tub and igloo st-catharines

Hollis Haven

Romantic Fall Getaway| Loft| Hot Tub| Spa Bath!

Inn The Orchard, Modern Cottage, private Hot Tub

Country Getaway in Puslinch

Niagara Wine Country Art House | Hot Tub | 2 ppl

Tiny Farm Retreat

Lake View Farm House | Hot Tub | Sauna | Fire Pit
Family- and pet-friendly home rentals

THE NEST - Cuddle Up In This Quaint Retreat

Lakefront cottage, Youngstown USA

Adorable two bedroom space with free parking!

" The Heart of the Village" Main Street, Jordan

Country suite with a view

The Best of Downtown Burlington - Safe & Clean

Fully-Furnished Boutique 1 Bedroom Suites

California Chic +Breathe +Unwind +Restore
Family-friendly home rentals with a pool

Niagara Bike Trails, Golfing, Wineries

C&J Cozy 2BR/a 3rd BR is available at an up charge

Niagara Falls Retreat: Walk to the Wonders

Bright, spacious 2 bedroom apartment

B&B @ Hunter's Heavenly Haven

Sleeps 12 ADULT private hot tub pool Walk to Lake

The Fox's Retreat - A Cozy Cabin for Two

Boutique Wine Country Home with Pool and Hot Tub
Quick stats about holiday rentals that are family-friendly in Grimsby
Total rentals
60 properties
Total number of reviews
2.4K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Buffalo RiverWorks