Family-friendly holiday rentals in Woodstock

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Top-rated family-friendly rentals in Woodstock

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

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Top guest favourite
A vintage schoolhouse stands in the background, showcasing its distinctive architecture and large windows. In the foreground, a well-crafted bike rack holds several bicycles under a shaded canopy, surrounded by autumn foliage and a gravel pathway.
Home in New Hamburg
5 out of 5 average rating, 108 reviews

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

Top guest favourite
A modern living space features a spacious sectional sofa with decorative pillows. A glass coffee table is positioned on a patterned rug. A kitchenette is visible, equipped with cabinetry, a microwave, and a mini-fridge. Bright overhead lighting enhances the inviting atmosphere.
Guest suite in Stratford
4.82 out of 5 average rating, 405 reviews

The Avon Festival Get-Away

We take pride in ensuring our place is clean, polished and comfortable. A 16 min walk to the Festival Theatre on Queen St. It is a pretty walk along the arboretum and Avon River. We have a well equipped kitchenette, and a high end Kreuig for your tea, coffee, and chai latte needs, all free of charge - also has a cold brew feature! Our basement suite is good for families, couples, solo adventurers, business travellers, and furry friends (pets). The suite has free parking and a private entrance.

Guest favourite
Tiny home in Wellesley
4.99 out of 5 average rating, 133 reviews

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

Are you looking for a space to get away, a peaceful oasis immersed in nature? Welcome to Clemmer's Chaos Rustic Escape! It's off-grid. No electricity. No running water. No Wi-Fi. There are bugs and critters. An outhouse for your business. A Cabin for two. A Space for Tents. A mini lake. You can swim, fish, canoe. There is a campfire pit, to cook over, sing around, or listen to the soft sounds of nature and crackling fire as you stare up at the stars. This is an experience. Au Naturel. You in?

Guest favourite
A cozy living area is presented with a spacious sectional sofa, complemented by a side chair and a wooden coffee table. Minimalist decor includes potted plants and simple wall art on a shelf. Natural light enters through large windows, dressed with soft curtains.
Bungalow in Saint Marys
4.91 out of 5 average rating, 205 reviews

The Old Blue Cottage of St. Marys

Placed perfectly only a half block from the Thames River in the hidden architectural wonderland that is St Marys, Ontario is the recently renovated ‘Old Blue Cottage’. Just south of Stratford, 20 minutes northeast of London and a little under an hour’s drive from Kitchener-Waterloo you’ll find this quaint two-bedroom retreat; one featuring a bunk bed, and principle bedroom with a walkout to the covered back deck. There’s also a fold-out couch for extra guests in the great room. HST Inclusive

Superhost
A spacious living area is presented, featuring a gray sectional sofa and a light-colored coffee table on a textured rug. A television stands on a low console, while a workspace with a desk and chair is situated in the corner. Bright lighting enhances the neutral décor.
Flat in Zorra
4.84 out of 5 average rating, 122 reviews

Cozy, spacious, homely and clean Basem't apartment

Bring yourself or family to this great , peaceful and spacious basement with lots of room for some family time, vacation or during transit from the airport. Our "newly finished basement " is a spacious 2 bedroom, 1 bathroom apartment, that has a cozy home feel with its woodern floors. It is 10mins from London Airport and a Tesla pick-up and drop-off can be negotiated. The home is big enough for a group of 4 individuals . Zorra boasts of its quiet, peaceful, friendly and inclusive nature.

Top guest favourite
A modern living space is highlighted by a sleek stone fireplace and a large wall-mounted television. A spacious sectional sofa is arranged around a neutral-toned area rug. A dining table for four sits in the background, complemented by natural light from windows.
Guest suite in London
4.9 out of 5 average rating, 110 reviews

Stylish 2 Bed 2 Bath Private Apartment Beside UWO

Newly renovated two bed, two bath, modern apartment. Nestled in on a tree-lined street, just a five minute walk to Western University. This clean and quiet suite offers two levels of spacious living. Your own private entrance has a large foyer with plenty of room for jackets and shoes. Two full bathrooms, fresh towels, linens and laundry. A full kitchen, ready to cook dinner and a large screen smart T.V with Wi-Fi for entertainment. Take advantage of this modern, quiet and clean retreat.

Top guest favourite
The historic home showcases a classic façade with white columns and a welcoming porch. Flower beds with vibrant blooms enhance the entrance, while a wrought-iron fence adds to the charm. A sign is visible, marking the property as 'Tea on the Grand'.
Loft in Brant
4.9 out of 5 average rating, 195 reviews

Historic Carriage House Flat STUNNING VIEW

Step back in time to 1850 while staying at the iconic historic home built by The Lumber Merchant. Stay in the suite featuring the original post and beam structure and still offering modern conveniences such as gas fireplace , heated stencilled ceramic floors. Enjoy the quality mattress set into a 200 yr old brass bed once owned by royalty. Escape down to the river where a little cabin sits. If you are lucky you will have deer, heron, beaver, fox and many more wildlife come to visit.

Guest favourite
The exterior of Henry House is showcased in the evening light, highlighting its charming architecture. A welcoming entrance features red accent windows, framed by neatly trimmed hedges and a stone pathway leading up to the door. The property exudes a sense of warmth and history.
Flat in Stratford
4.91 out of 5 average rating, 117 reviews

Patio Suite with Sunroom by Henry House Stays

Henry House Patio Suite -- an ode to the rich architectural heritage of Stratford. We are branded online as "Henry House Stays Stratford" and are sought after as an ideal place to celebrate birthdays and anniversaries. The exquisite bed sets the tone of this stately-yet-comfortable space for a night of sweet dreams that you may actually remember when you awake. The Sun Room is the perfect, tranquil spot to enjoy your morning coffee while you watch the river and sidewalks come alive.

Top guest favourite
A comfortable sleeping area features a spacious bed dressed in a patterned white and gray quilt. A microwave is placed nearby, along with a decorative screen partition. The bathroom area is visible in the background, showcasing essential amenities.
Flat in Thamesford
4.96 out of 5 average rating, 310 reviews

Stay Inn Thamesford - Cozy 1 Bedroom unit/apt.

Enjoy a relaxing stay in our stylish and cozy little nook right in the hub of our friendly little town. Walking distance to Tim Horton's, RBC bank, variety stores, pizza pick up, town swimming pool, cannabis store and liquor & beer . Only 20 minutes London or Woodstock . It's important to note that our quaint unit does have a saniflo toilet and pumping system(ie. maceration system) which means there is noise associated with flushing and drainage. Please inquire if more info is needed!!

Top guest favourite
A welcoming living area is displayed with a cozy gray sofa and a bright yellow armchair. A wood-burning stove stands beside a wall-mounted television. Natural light enters through a window, illuminating the area rug and a bookshelf filled with books.
Barn in Gads Hill
5 out of 5 average rating, 122 reviews

The Country Nook

This barn style cabin is located 10 -15 minutes from Stratford, Ontario the home of Stratford Festival. This newly renovated 1.5 floor retreat offers an open concept living area, along with two bedrooms with queen size beds. Large windows and a 16 foot ceiling height in the living room add to the brightness of the space. This home away from home offers both comfortable seating inside and a screened in patio nestled into the trees. A way to get away from the city and enjoy the fresh air.

Top guest favourite
A rustic wooden bunkie is situated in a spacious outdoor area, accompanied by a well-maintained garden and patio. Two lounge chairs are positioned outside for relaxation. A smooth concrete pathway leads to the entrance, enhancing accessibility and outdoor enjoyment.
Guest house in Springfield
4.83 out of 5 average rating, 162 reviews

Welcome to Brown's Rustic Country Bunkie

We invite you to enjoy our beautiful country rustic wooden bunkie. Sit outside and enjoy watching the animals or star gaze while having a campfire. Warm up after on the love seat while in front of the fireplace. A/C keeps you comfortable in the summer. This queen sized bed is fantastic to enjoying the free Wifi and Firestick TV. A great spot for a weekend get away. Golf at Tarandowah, Tamarack & Pineknot 10minutes Wave Nordic Spa is 15min Port Stanley/Port Bruce/Port Burwell 30-35min

Top guest favourite
Cottage in Stratford
5 out of 5 average rating, 137 reviews

Holiday Getaway | 7mns to Dntwn | Games | Sleeps 8

March Special: Stay 2+ nights and enjoy a complimentary local bakery breakfast basket. Stay 3+ nights and we’ll include 4 Stratford Chocolate Trail passes, a self-guided tasting experience at participating downtown shops. Cozy renovated 1200sqft farmhouse just 7 minutes from downtown Stratford, ideal for March Break or group getaways. Sleeps up to 8 with 2 kings, 1 queen, and a pop-up sofa bed. Bright, comfortable space for gathering, games, and relaxed evenings together.

Popular amenities for Woodstock family-friendly rentals

When is the best time to visit Woodstock?

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Avg. price$143 SGD$136 SGD$143 SGD$145 SGD$166 SGD$166 SGD$167 SGD$179 SGD$176 SGD$179 SGD$185 SGD$216 SGD
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Quick stats about holiday rentals that are family-friendly in Woodstock

  • Total holiday rentals

    Explore 20 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 690 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Woodstock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodstock rentals

  • 4.8 Average rating

    Woodstock stays are highly rated by guests – averaging 4.8 out of 5!

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