Family-friendly vacation rentals in Woodstock

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Woodstock

  • Total vacation rentals

    Explore 30 vacation rentals in Woodstock

  • Nightly prices starting at

    Woodstock vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 760 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Woodstock vacation rentals include wi-fi 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!

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 favorite
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

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.

5.0 out of 5 average rating, 121 reviews
Top guest favorite
A cozy living area features a gray sofa facing a stone fireplace. A wooden coffee table sits atop a patterned rug, surrounded by two black chairs. Warm lighting creates a welcoming ambiance, complemented by wooden flooring and light walls.
Guest suite in East Zorra-Tavistock

Quaint Rural 2-Bedroom Oasis

The whole group will be comfortable in this spacious and unique property. Located between Woodstock and Stratford, very private with 1900 sqft of stylish decor and complete with a kitchen, living space and a games room. Terra Nova Nordic Spa is located directly beside rental. At evening, you can enjoy a campfire outside with lots of seating area and a private patio. Also available outside is a large hot tub with condition’s. We are a 2 night stay If considering a 1 night stay See other details

4.93 out of 5 average rating, 107 reviews
Top guest favorite
Tiny home in Wellesley

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, kayak. 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?

4.99 out of 5 average rating, 165 reviews
Top guest favorite
A cozy seating area features a sleek gray couch adorned with black velvet pillows. A stylish lamp stands beside the couch, casting a warm glow. A piece of artwork depicting a cityscape is showcased on the wall, complementing the modern aesthetic.
Home in Stratford

4-Bedroom House,1 block from Lake

**BOOKMARK url: https://airbnb.ca/h/LindaStratford Licensed operation by the City (#2024-001); 4-bedroom 3-bathroom single detached brick house; Completely renovated, 2200 sqft modern vibe ; Spacious living space on main floor; Full-equipped kitchen and main floor laundry; 4 pristine bedrooms on second floor; Chic kids' game area on the loft; Large porch and rear patio; Prime location on the esteemed Elizabeth St, just one block from the Lake; Walking distance to theatres and downtown core;

4.97 out of 5 average rating, 117 reviews
Top guest favorite
Cottage in Stratford

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

Beautifully renovated 1200 sq ft farmhouse just 7 minutes from downtown Stratford — perfect for theatre trips, family getaways, and weekends with friends. Sleeps up to 8 guests with 2 king beds, 1 queen, and a pop-up sofa bed. Enjoy bright gathering spaces, games, patio dining, and cozy evenings after exploring Stratford’s theatres, cafés, shops, and restaurants. For select stays, guests may enjoy a complimentary local welcome treat featuring bakery items, wine, or other local favourites.

5.0 out of 5 average rating, 159 reviews
Top guest favorite
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.
Apartment in Thamesford

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!!

4.96 out of 5 average rating, 342 reviews
Top guest favorite
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.
Guesthouse in Springfield

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

4.85 out of 5 average rating, 178 reviews
Top guest favorite
Guesthouse in Breslau

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

4.97 out of 5 average rating, 228 reviews
Guest favorite
A modern kitchen and dining area features sleek white cabinetry and stainless steel appliances. A central island with seating is complemented by a geometric light fixture above. Natural light streams in from a skylight, illuminating the open layout that connects to a cozy living space.
Apartment in Stratford

Bradshaw Lofts: The Penthouse

Experience luxury in Stratford’s historic Bradshaw Lofts. This penthouse suite offers two king bedrooms, two full bathrooms (one ensuite), in-suite laundry, and a skylight that bathes the space in natural light. Steps to the Avon Theatre, Stratford Festival stages, and top dining, cafés, and boutiques. A perfect heritage suite for couples, families, or friends seeking comfort, culture, and style in Ontario’s premier Shakespearean arts destination.

4.88 out of 5 average rating, 117 reviews
Top guest favorite
A unique double A-frame house is framed by lush greenery, with a spacious driveway leading to the entrance. The structure features a combination of wood and stone elements, while flower beds with emerging blooms add color to the natural surroundings.
Cottage in St. Jacobs

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

4.99 out of 5 average rating, 210 reviews
Top guest favorite
The exterior of a century home is highlighted, featuring a welcoming porch surrounded by lush greenery. A paved driveway leads to the entrance, with neatly trimmed grass and decorative landscaping enhancing the inviting appeal.
Home in Brant

Paris Oasis-The Maples on Brock

Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

4.99 out of 5 average rating, 126 reviews
Guest favorite
Home in Simcoe

Oliver's Tiny Home In The Forest | Sauna & Hot Tub

Escape to the heart of a Carolinian forest in Simcoe, Norfolk County — a private tree farm sanctuary designed for those who crave stillness. Sink into the hot tub, warm your soul in the wood-burning sauna, or brave the cold plunge bucket on warm days. Surrounded by towering trees and birdsong, this cozy retreat welcomes couples, friends, and solo adventurers year-round. Unplug. Breathe. Belong to the forest.

4.78 out of 5 average rating, 176 reviews

Popular amenities for Woodstock family-friendly rentals

When is the best time to visit Woodstock?

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