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!

Indoor spacesKitchenCondition

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 30-SEPTEMBER 3 (4 nights/5 days) OCTOBER 18-21 (3 nights) 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.

KitchenFamilyWalkability

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.

KitchenIndoor spacesSolo travel

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, 131 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.

FamilyIndoor spacesHiking

4.92 out of 5 average rating, 103 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.

KitchenFamilyGetting around

4.95 out of 5 average rating, 112 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 spacesTV

4.98 out of 5 average rating, 223 reviews

A vibrant sunflower garden showcases tall, bright yellow blooms surrounded by lush green leaves. In the background, a serene landscape is visible. The figure stands among the flowers, partially obscured by the sunflowers, creating a peaceful outdoor scene.

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 spacesFamilyBreakfast

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

KitchenFamilyWalkability

4.93 out of 5 average rating, 290 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.

FamilyIndoor spacesLayout

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, 190 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.

KitchenFamilyBathroom

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!

Indoor spacesKitchenSleep quality

4.9 out of 5 average rating, 205 reviews

The exterior of the A-frame retreat features a dark gray facade and triangular architecture. Soft lighting outlines the roof. A small entrance leads to a glass window, revealing hints of the interior. A bistro set with two chairs is placed outside, offering a view of the landscape.

Holiday home in Lincoln

Cozy A-Frame Retreat in Niagara Wine Country

Escape to our restored 1950s A-frame tucked among sweeping vineyard and Escarpment views. With 3 bedrooms, 2 baths, and a fully renovated kitchen, it’s made for slow mornings with coffee, relaxed evenings by the fireplace, and days exploring world-class wineries and nearby trails. A peaceful, central retreat perfect for couples, families, and friends.

Indoor spacesKitchenLocation

Popular amenities for Grimsby family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Niagara-on-the-Lake

4.93 out of 5 average rating, 175 reviews

Pink Door Farmhouse NOTL | Hot Tub | Swing | BBQ

KitchenFamilyBackyard

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, 594 reviews

hidden gem retreat-HotTub, Igloo & movie room

KitchenFamilyQuiet

4.86 out of 5 average rating, 106 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

Graceful Waterfront Stay - HOT TUB & 2 King Bed

KitchenIndoor spacesAmenities

4.88 out of 5 average rating, 179 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

FamilyKitchenLayout

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

Indoor spacesKitchenLayout

4.97 out of 5 average rating, 125 reviews

Cottage in Dunnville

Lake Erie | Beachfront | Hot Tub | Pet Friendly

KitchenIndoor spacesCheck-in

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, 263 reviews

Tiny Farm Retreat

Indoor spacesKitchenBarbecue

4.96 out of 5 average rating, 143 reviews

Home in St. Catharines

Vineyard Sunset House | Views | Hot Tub | Sauna

FamilyIndoor spacesGetting around

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

Indoor spacesKitchenView

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

KitchenFamilyAmenities

Holiday home in Niagara Falls

A charming exterior view of a recently renovated home is captured at night. Soft light illuminates the entrance and windows, while snow gently covers the surrounding area. The welcoming porch features wooden railings and steps leading to the front door, framed by trees in the background.

4.97 out of 5 average rating, 146 reviews

Gorgeous Gem in Niagara’s Wine Country

KitchenIndoor spacesLaundry

4.96 out of 5 average rating, 158 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

FamilyKitchenHospitality

4.78 out of 5 average rating, 394 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 spacesFamilyComfort

4.9 out of 5 average rating, 157 reviews

A serene sunset casts warm hues over the water, with a distant pier and silhouettes of people walking along it. The boat is anchored nearby, providing a view of the tranquil Lake Ontario as the sky transitions to evening.

Boat in Port Dalhousie

Bob's Yer Uncle

Indoor spacesFamilyOutdoor spaces

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

KitchenIndoor spacesAccess

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

FamilyIndoor spacesCondition

Family-friendly home rentals with a pool

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

Indoor spacesKitchenWi-Fi

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

FamilyKitchenLaundry

Apartment in Niagara Falls

4.98 out of 5 average rating, 482 reviews

The Grand Garden Suites 1 *free parking (licensed)

KitchenIndoor spacesHospitality

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

FamilyKitchenSolo travel

4.82 out of 5 average rating, 119 reviews

Home in Niagara Falls

Hot Tub/Outdoor Sauna/Heated Pool/5 Min To Falls

Indoor spacesKitchenQuiet

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

FamilyKitchenTV

Guest suite in St. Catharines

A serene backyard setting captures a saltwater pool surrounded by lush landscaping and vibrant flowers, with floating inflatables gently resting on the water's surface. Soft lighting enhances the tranquil ambiance as dusk approaches, revealing a peaceful outdoor retreat.

4.92 out of 5 average rating, 101 reviews

Rustic Poolside Oasis

FamilyKitchenHospitality