Holiday rentals in Woodstock

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Top-rated holiday rentals in Woodstock

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Top guest favourite
The living area features large windows allowing natural light to illuminate the space. A comfortable gray sofa and a wooden coffee table are placed on a light wood floor. A unique wooden chair and a wall clock complement the exposed brick walls.
Flat in St. Thomas
4.98 out of 5 average rating, 150 reviews

Luxury Loft Living

Welcome to Luxury Loft Living in historic downtown St. Thomas. This early 1900’s two story studio boasts an impressive renovation featuring 15ft ceilings and beautiful exposed brick. It’s unique, stylish and modern. Perfect for those travelling for work or study. Conveniently located within walking distance of shops, dining and the public library. 12 minute drive to the 401 as well as the highly sought after Port Stanley beach. Controlled entry and free parking. Come & experience loft luxury!

Top guest favourite
The living area features a sleek black entertainment center with a large television and decorative glass display cabinets. A coffee table is positioned in front of a dark leather sofa, with warm wood flooring and exposed brick walls adding character to the space.
Apartment in Stratford
4.98 out of 5 average rating, 170 reviews

The Loft on Downie - Downtown Stratford

Located on the top floor, with a view of downtown, our 450 square foot condo is steps away from the heart of downtown Stratford and all it has to offer including cozy coffee shops, elegant restaurants, the Avon Theatre, close to the famous Stratford festival, and other shops for all to enjoy. Perfect for a couple’s getaway or to enjoy as friends travelling together. Our condo offers all the essentials including a luxurious queen bed, fully equipped kitchen, a 55” smart TV and ensuite laundry.

Top guest favourite
A stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.
Tiny home in The Junction
4.99 out of 5 average rating, 174 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.

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
4.86 out of 5 average rating, 110 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 cozy seating area features a light gray sectional sofa adorned with decorative pillows. The deep blue wall is complemented by two framed artworks, enhancing the space's style. A small round basket rests on the floor, contributing to the casual ambiance.
Cottage in Stratford
5 out of 5 average rating, 127 reviews

7 mins to Dtwn Theatres, Holiday Getaway - 2KG/1QN

Welcome to our charming rural retreat, where we love hosting guests and making every stay extra special - plus we're only 7 minutes to downtown Stratford and 17mins from St. Mary's! Many years ago this is the site of the Harmony Inn - a once thriving Mill town. Today our fully renovated 1200 sq ft heritage cottage is the perfect choice for your group meetup or theatre stay. NEW for 2025!! We've updated all the furniture, bedding and decor... come check out our NEW curated designer space!

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
4.89 out of 5 average rating, 189 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, 284 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, 104 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.

Guest favourite
A sunroom features a mixture of wooden furniture, including a sectional sofa and lounge chairs, arranged around a central table. String lights hanging overhead provide warm illumination, while large windows offer views of the surrounding nature.
Home in Cambridge
4.93 out of 5 average rating, 421 reviews

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Top guest favourite
A spacious living area features a dark sectional sofa with decorative pillows, complemented by a wooden coffee table. A light blue area rug covers the floor, and wall art decorates the walls, creating a relaxed atmosphere. Natural light is provided by recessed lighting.
Home in Oakland
4.96 out of 5 average rating, 104 reviews

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our space offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

Guest favourite
A bright living space features large arched windows allowing natural light to fill the room. A wall-mounted television sits atop a light-wood media console. An armchair and a small side table are positioned on a textured area rug, enhancing the minimalist decor.
Flat in Woodstock
4.95 out of 5 average rating, 42 reviews

On Trend - The Charlotte - King

Experience The Charlotte, a peaceful retreat blending timeless minimalism and modern comfort. Enjoy a spacious king-sized bed, sleek kitchen, and calming, uncluttered design. Located in downtown Woodstock, you’re just steps away from local shops, cafés, and restaurants, making it the perfect spot to unwind and explore. Whether for business or leisure, The Charlotte offers a serene, sophisticated atmosphere for a restful and convenient stay.

Top guest favourite
A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.
Guest house in Delhi
4.98 out of 5 average rating, 164 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

Popular amenities for Woodstock holiday rentals

When is the best time to visit Woodstock?

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Avg. price£52£69£56£70£74£74£58£66£58£63£58£61
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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.

  • Do house rentals in Woodstock have free parking?

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

  • Do apartment rentals in Woodstock have wifi?

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

  • Are there family-friendly house rentals in Woodstock?

    Woodstock has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 30 house rentals with a kitchen in Woodstock. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Woodstock with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, 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 £15 per night before taxes and fees

  • Verified guest reviews

    Over 960 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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