Family-friendly holiday rentals in Grimsby

4.95 out of 5 average rating, 346 reviews

Hot Tub Getaway Private 1BD Suite with parking

*Short term rental available min 30 days* * bed rated 9.9 (Queen) * 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 +long term stay Clean, 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 a local wine tour!

KitchenIndoor spacesHot tub

4.97 out of 5 average rating, 264 reviews

Dome in Burlington

Jungle Dome on a Farm! Animal Lovers Dream!

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

FamilyKitchenNearby

4.96 out of 5 average rating, 326 reviews

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS AUGUST 17-23 (6 nights/7 days) SEPTEMBER 7-17 SEPTEMBER 20-OCT 2 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards & direct Lakefront.

FamilyKitchenEV charging

4.99 out of 5 average rating, 180 reviews

Farm stay in Lincoln

Lakefront Farm | Hot Tub | Fire Pit | Beach Access

Welcome to our stunning modern farmhouse loft, nestled on a 10-acre farm with breathtaking lake views. This farm stay retreat offers a perfect blend of rustic charm & organic luxury. Our home has an open-concept living space with vaulted ceilings & an abundance of natural light. It also has a hot tub, sauna, deck, patio furniture, gas BBQ, and a lakefront bonfire pit. The farm soil is currently regenerating & we are between crops. Book your escape now & experience the our lakefront farm.

KitchenFamilyParks

An open concept living area is highlighted by a large sectional couch, coffee table, and white media console with a TV. Natural light enters through sizable windows, while neutral-colored walls create a clean, airy atmosphere. A cabinet filled with board games is also visible.

4.97 out of 5 average rating, 130 reviews

Spacious 2BR Private Suite • 125+ 5 Star Reviews!

Discover a peaceful getaway in this 1,500 sq. ft. modern, bright and airy two-bedroom private basement suite, located near the Niagara Escarpment in renowned wine country. Ideal for relaxing and recharging, this retreat places you close to top wineries, breweries, restaurants, shopping, beaches, and outdoor adventures. Enjoy quick access to hiking trails and the beach just 5 minutes away, Niagara Falls in 25 minutes, the U.S. border in 30 minutes, and downtown Toronto in under an hour.

KitchenFamilyCheck-in

4.92 out of 5 average rating, 102 reviews

A sandy beach stretches along the shoreline, accompanied by calm blue waters. Lush greenery borders the beach, while people enjoy various activities. Rocky formations are visible in the foreground, complementing the natural landscape under a clear blue sky.

Apartment in Grimsby

A Sweet Retreat Close To It All!

This basement unit is a perfect home base for all your needs! It's located close to highway access, and is situated between Hamilton and the Niagara Region. The unit is close to shopping, dining, wineries, breweries, recreation areas, and beaches. After a busy day, enjoy relaxing in this spacious lower-level private apartment. 1 hour to Toronto and 35 minutes to Niagara Falls by car. MOHAWK COLLEGE (STONEY CREEK CAMPUS) STUDENTS ARE ELIGIBLE FOR DISCOUNTS. CONTACT HOST DIRECTLY.

Indoor spacesKitchenLong stay

4.95 out of 5 average rating, 111 reviews

A bright, open living area features large windows that fill the space with natural light. A comfortable white sofa is positioned beside a wooden dining table surrounded by chairs. The polished hardwood floor reflects the light, enhancing the spacious feel of the room.

Bungalow in Grimsby

Lake front home in Niagara region

A lakefront bungalow located in a gorgeous, friendly, safe neighbourhood and a short drive from wineries, orchards, sandy beaches, hiking trails on the escarpment and outlet shopping malls. 30 min drive from Niagara Falls and the Hamilton Airport, 1hr from Toronto. On Lake Ontario with a stunning view of the CN Tower on a clear day, and minutes from a beautiful park with a rocky beach. My place is good for couples, solo adventurers, business travellers, families (with kids).

KitchenIndoor spacesSleep quality

4.98 out of 5 average rating, 222 reviews

Double French doors open to a private deck featuring two wooden chairs and a small round table, set against a backdrop of lush greenery. Natural light fills the interior space, highlighting the wooden flooring and inviting outdoor view.

Guesthouse in Saint Anns

The Carriage House in the heart of Wine Country

Welcome to your relaxing escape on our organic flower 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.

Indoor spacesKitchenComfort

A spacious living area features a modern light grey couch with blue accent pillows, paired with a small coffee table. A vibrant area rug enhances the space. Bright lighting highlights an open kitchen in the background, equipped with contemporary cabinetry and seating.

4.94 out of 5 average rating, 425 reviews

The Grimsby Getaway | Cozy, Full Kitchen, Fire Pit

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

KitchenFamilyParking

4.93 out of 5 average rating, 288 reviews

A cozy seating area features a brown sofa adorned with decorative pillows and a light-colored armchair. A round coffee table sits in the center, complemented by a small potted plant. Natural light enters through the window above, partially covered by blinds.

Apartment in Lincoln

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.

Indoor spacesKitchenCheckout

A living room area is depicted, featuring a comfortable blue sofa and two chairs. A glass coffee table sits on a patterned yellow rug, while a television is mounted on the wall. Decorative items, including vases and a sculpture, enhance the space.

4.98 out of 5 average rating, 188 reviews

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.

Indoor spacesFamilyAmenities

4.98 out of 5 average rating, 466 reviews

A rustic cabin with a wooden exterior is positioned in a lush green yard. Warm string lights are hung across a porch, enhancing the cozy ambiance. A hammock invites relaxation, while a grill is visible on the porch, overlooking the garden and surrounding greenery.

Tiny home in Lincoln

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!

KitchenIndoor spacesCheck-in

Popular amenities for Grimsby family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in St. Catharines

A tranquil outdoor space featuring a hot tub under a shaded area. Surrounding greenery adds to the atmosphere, while a small storage shed is positioned nearby. The stone patio is laid out with decorative gravel accents, creating a peaceful retreat for relaxation.

4.94 out of 5 average rating, 591 reviews

hidden gem retreat-HotTub, Igloo & movie room

Indoor spacesFamilyAmenities

4.86 out of 5 average rating, 105 reviews

A bright living area features a spacious sectional sofa and a round ottoman on a patterned rug. Large windows provide natural light and offer views of the outdoors. A decorative fireplace and artwork adorn the walls, enhancing the room’s modern aesthetic.

Home in Hamilton

Grand Waterfront Home - HOT TUB & 2 King Bed

KitchenIndoor spacesWalkability

4.92 out of 5 average rating, 185 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

Waterfront Hillside Villa

KitchenFamilyAir conditioning

4.89 out of 5 average rating, 177 reviews

An inviting entrance is framed by two large trees and a wooden structure. A set of steps leads to a wooden deck, adorned with a potted plant. Natural stone borders the area, enhancing the connection to the surrounding greenery.

Barn in Lincoln

Contemporary Vineyard Barn on the Water + Hot tub

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 124 reviews

Cottage in Dunnville

Lake Erie | Beachfront | Hot Tub | Pet Friendly

Indoor spacesKitchenCleanliness

Tiny home in Port Colborne

A cozy interior features a comfortable seating area with a sofa and decorative pillows. A small wooden table sits in front of the sofa, and a wall-mounted television is positioned above a modern fireplace. The bright, open layout connects to a kitchenette visible in the background.

4.97 out of 5 average rating, 262 reviews

Tiny Farm Retreat

Indoor spacesKitchenAccuracy

4.93 out of 5 average rating, 156 reviews

An exterior view showcases a modern tiny home with a combination of wooden and black siding. Large windows allow for ample natural light, and a small wooden deck is visible at the entrance. The surrounding landscape features open fields and a partly cloudy sky.

Tiny home in Cayuga

Luxury Tiny Home at the Farm - Botanical Oasis

Indoor spacesFamilyValue

4.98 out of 5 average rating, 663 reviews

Two wooden Adirondack chairs are positioned around a circular firepit, with a cozy blanket draped over one. Behind, the geodome is seen beside a tranquil pond, surrounded by lush greenery, reflecting a clear blue sky.

Dome in Port Colborne

Luxury Romantic Glamping Dome near Niagara Falls

FamilyKitchenRiver

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 226 reviews

Two brown horses are depicted in a snow-covered outdoor setting, closely positioned with their noses touching. Flakes of snow gently fall around them, creating a serene winter scene, while a house and snow-covered trees are subtly blurred in the background.

Bungalow in Hamilton

Horse Ranch with Hot tub

FamilyKitchenView

4.95 out of 5 average rating, 243 reviews

A doorway opens to a private deck featuring two wooden chairs with white cushions and a small table between them. The view showcases lush greenery and rolling farmland, under a clear sky.

Guesthouse in Lincoln

Little Blue Barn on the Bench

Indoor spacesFamilyBathroom

4.96 out of 5 average rating, 157 reviews

A spacious bedroom features a large bed draped in a blue quilt, accented with decorative pillows. Two bedside lamps with red shades add warmth, while large windows allow natural light to fill the room. A patterned rug complements the décor, and a plant is positioned near the window.

Home in Lincoln

" The Heart of the Village" Main Street, Jordan

FamilyKitchenDecor

4.97 out of 5 average rating, 177 reviews

A screened-in porch features wooden flooring with ample natural light streaming through multiple windows. A small table and two chairs are placed against the wall, inviting relaxation while enjoying views of the surrounding landscape.

Guest suite in Welland

Country suite with a view

Indoor spacesFamilyCheck-in

4.78 out of 5 average rating, 393 reviews

A modern living area is showcased with large windows, allowing natural light to fill the space. A colorful yellow sofa and blue chairs provide seating. An entertainment unit features a television against a vibrant mural of cacti. Wooden flooring adds warmth to the contemporary design.

Hotel room in Hamilton

Fully-Furnished Boutique 1 Bedroom Suites

Indoor spacesFamilyDecor

4.93 out of 5 average rating, 290 reviews

A single-story cottage features a wooden exterior with large windows and a black roof. A path of gravel leads to the entrance, which is framed by greenery and stones. Surrounding the building, the landscape showcases well-maintained grass and a young tree.

Farm stay in Hamilton

Somerset Cottage at West Avenue Cider House

Indoor spacesFamilyNearby

4.81 out of 5 average rating, 124 reviews

The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.

Home in Hamilton

California Chic +Breathe +Unwind +Restore

KitchenIndoor spacesGetting around

4.92 out of 5 average rating, 199 reviews

The image captures a serene view of the lakeside property, featuring a lush green lawn that slopes towards Lake Ontario. A sandy beach area and rocky shoreline are visible, framed by trees on both sides and calm turquoise water reflecting the clear sky.

Cottage in Hamilton

Lake Front Heaven - Gateway to Niagara/Vineyards

FamilyKitchenBarbecue

Family-friendly home rentals with a pool

Home in Niagara-on-the-Lake

4.92 out of 5 average rating, 132 reviews

Lake & Vine Collection | Poolside Retreat

Indoor spacesFamilyHospitality

Guest suite in Niagara Falls

A private swimming pool is surrounded by lush greenery and vibrant flowers, offering a relaxing outdoor space. Seating arrangements are visible nearby, enhancing the appeal for outdoor gatherings. The bright blue water contrasts beautifully with the natural landscape under a clear sky.

4.88 out of 5 average rating, 160 reviews

Comfy suite with private pool(4-6)

Indoor spacesFamilyTV

5 out of 5 average rating, 211 reviews

A rustic cottage with wooden siding and a welcoming entry, features double French doors framed by vibrant red flowers. A spacious outdoor area includes a patio with seating and a partially shaded structure nearby. The surrounding landscape is well-maintained with green grass and shrubs.

Tiny home in Caledonia

Tiny House with Nature Views and Swimming Pond

FamilyIndoor spacesPets

4.92 out of 5 average rating, 114 reviews

The chalet features a striking A-frame design with large windows that provide ample natural light. A well-maintained lawn surrounds the property, complemented by lush greenery and shrubs. Two outdoor chairs are placed in front, creating a serene space for relaxation.

Chalet in Youngstown

Chalet - Lake Ontario

Indoor spacesFamilyCheckout

Apartment in Niagara Falls

4.98 out of 5 average rating, 482 reviews

The Grand Garden Suites 1 *free parking (licensed)

KitchenFamilyTV

4.98 out of 5 average rating, 198 reviews

The exterior of a cabin is depicted, featuring wooden siding and a stone base. A small wreath decorates the entrance, which is flanked by a snow-covered landscape. Tall trees stand in the background, hinting at the surrounding nature.

Cabin in Hamilton

The Fox's Retreat - A Cozy Cabin for Two

KitchenIndoor spacesWalkability

4.79 out of 5 average rating, 167 reviews

A private fenced-in backyard features a swimming pool with a clear blue surface. Two lounge chairs are positioned around the pool area on a concrete surface, with a wooden deck and lush greenery visible in the background.

Home in Niagara Falls

sunset 1100

FamilyKitchenParking