Holiday rentals in Woodstock

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Top-rated holiday rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 398 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
A cozy living area features a comfortable sofa and a dark wood coffee table. A wall-mounted television is positioned above an electric fireplace, providing warmth. A cozy nook is highlighted by a window and a daybed adorned with decorative pillows. Soft overhead lighting enhances the inviting space.
Flat in Woodstock
4.91 out of 5 average rating, 33 reviews

Woodstock Hideaway

This separate entrance cozy AirBnb offers space for up to 6 people. Cook, charge your EV, play games, & watch movies! The apartment is stocked, clean, and stylish, with thoughtful amenities to make your stay comfortable and enjoyable. Walk to trails, parks and downtown shops and restaurants or venture further to Terra Nova Nordic Spa, Canada's largest antique mall, Gunn's Hill Cheese Farm or a bit further to Stratford or Walter's Music Venue for dinner and a show. There is plenty to see and do!

Top guest favourite
A scenic winter view captures the path leading to the Bunkie, framed by snow-covered ground and bare trees. A tranquil sunset paints the sky in shades of pink and orange, while a stone fire pit is visible beside a wooden bench and rustic fencing.
Tiny home in The Junction
4.99 out of 5 average rating, 195 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Top guest favourite
Guest house in Shakespeare
5 out of 5 average rating, 42 reviews

Cozy country getaway -clawfoot tub & starry nights

Escape to our peaceful 2-bedroom country guest house, nestled among beautiful farmland with stunning views. A tranquil retreat or a base to explore the nearby Stratford area, this modern farmhouse-style suite is the perfect getaway for up to 4 guests. Relax in a cozy yet spacious setting featuring two queen beds, an electric fireplace, and a walk-in shower with a luxurious soaker tub. Enjoy the quiet of the countryside with an outdoor fire pit and BBQ. Washer and dryer and Wi-Fi are included.

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, 119 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.

Guest favourite
A serene outdoor seating area features two light-colored chairs facing a small red table. Beyond lies a calm lake surrounded by trees, with a hanging ornament visible above. The ground is covered in grass, offering a peaceful spot to relax.
Cottage in New Dundee
4.86 out of 5 average rating, 241 reviews

Cozy Waterfront Cottage

Cozy waterfront cottage. Nestled in the woods on a private lane. Enjoy this cottage vacation while being only minutes from the city of Kitchener. Take in the fresh air, cast a rod in the lake, float around in a canoe, enjoy a fire under the stars, or just hang out on the deck. In winter, explore the frozen lake with skates or snowshoes. Propane fireplace is available for emergency heat only in winter. In the event of a power outage this would be the only heat available. We allow one pet.

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 Paris
4.9 out of 5 average rating, 193 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.

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, 307 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!!

Guest favourite
Flat in Woodstock
5 out of 5 average rating, 5 reviews

Tiny Studio Apartment

Ideal for Professionals & Travellers. Experience comfort and convenience in this thoughtfully designed garage conversion. This unique one-car garage apartment offers everything you need for a cozy stay, including a double bed, private washroom, and a compact kitchenette for light meal preparation. Modern amenities such as TV, air conditioning, heating, and a welcoming electric fireplace. Located close to Woodstock Hospital with quick access to Hwy 401. Free on-site parking is included.

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
4.84 out of 5 average rating, 160 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
A modern living area features a blue and green seating arrangement, complemented by a dark blue area rug. A coffee table sits centrally, while a wall-mounted television displays content. The open layout leads to a kitchen with bar seating, brightening the space with natural light.
Flat in Woodstock
4.96 out of 5 average rating, 69 reviews

Opulent 2 bedrooms apartment

Stay comfotably in this perfectly appointed 2 bedroom apartment, complete with: - 2 queen-sized beds for a restful night's sleep - Fast internet Full kitchen equipped with: * Coffee maker * Air fryer for healthy cooking options * Toaster *Rice cooker and enough kitchen utensils for effortless meal prep Ideal for couples, friends, or small families, this apartment has everything you need to feel right at home. Book now and make yourself comfortable!" - Each room has its own heat/AC

Top guest favourite
Flat in Woodstock
5 out of 5 average rating, 16 reviews

Welcome to Cowtown. 2 bedroom apartment

Welcome to your perfect getaway in the heart of Woodstock! This cozy second story apartment blends comfort & convenience. Enjoy 2 inviting bedrooms with luxury mattresses for a great night’s sleep! A fully equipped kitchen and open plan living area featuring Roku TV and Wi-Fi. You'll have easy access to local shops, restaurants, hospital and the 401/403 when staying with us. Explore nearby Southside Park or take a short drive to the beautiful countryside and scenic walking trails!

Popular amenities for Woodstock holiday rentals

When is the best time to visit Woodstock?

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Avg. price$88 SGD$116 SGD$95 SGD$117 SGD$125 SGD$124 SGD$97 SGD$111 SGD$97 SGD$114 SGD$117 SGD$126 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Woodstock?

    Yes! Work meets play with ease at over 30 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Woodstock?

    Woodstock has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Woodstock?

    Experience the best of Woodstock with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Woodstock have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodstock have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodstock have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woodstock have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Woodstock?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, over 30 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Woodstock

  • Total holiday rentals

    Explore 50 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Woodstock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodstock rentals

  • 4.7 Average rating

    Woodstock stays receive an average rating of 4.7 out of 5 from guests

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