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, 395 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
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 white exterior features a welcoming entrance door surrounded by colorful flower pots. The door includes a glass panel and is framed by well-maintained greenery, creating a pleasing view at the unit's entrance. A large window reflects the outdoor setting.
Flat in Thamesford
4.96 out of 5 average rating, 306 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!!

Superhost
Flat in Woodstock
5 out of 5 average rating, 4 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
Flat in Woodstock
4.96 out of 5 average rating, 68 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
A kitchen counter is visible with a stainless steel sink. A whimsical cow-shaped dish soap dispenser is positioned next to a colorful, playful sponge holder in the shape of a cow. The dark countertop contrasts with the white and black design of the cow figures.
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!

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
4.94 out of 5 average rating, 47 reviews

The Charlotte | King Bed • Downtown Woodstock

Experience The Charlotte — a peaceful boutique retreat blending timeless minimalism with modern comfort. Relax in a spacious king-sized bed, enjoy a sleek, fully equipped kitchen, and unwind in a calming, uncluttered space designed for rest. Located in downtown Woodstock, you’re just steps from local shops, cafés, and restaurants. Whether you’re visiting for business or leisure, The Charlotte offers a serene, sophisticated stay with the convenience of a walkable location.

Top guest favourite
Home in Ingersoll
5 out of 5 average rating, 13 reviews

Beautiful stunning home

Relax and unwind in this beautiful 2 bedroom home, with an incredible outdoor space! Upstairs office nook, lots of space on main floor , with high end appliances and cookware! Be a chef in the well equipped kitchen with granite countertop. Weber Gas bbq just off the side door on deck.! Cozy living room space with 65” smart tv and Games table . House has on demand hot water ! High speed internet , everything you need is here for a memorable home away from home experience

Top guest favourite
A spacious living room is highlighted by a large sectional couch adorned with soft pillows. A round wooden coffee table sits in the center, accompanied by a decorative vase. Natural light enters through large windows, reflecting off the hardwood floors and creating a relaxed ambiance.
Bungalow in Port Dover
4.93 out of 5 average rating, 100 reviews

Beach-chic | Palm Springs design | Close to beach

Take up the fine art of daydreaming at “The Sun,” one of two units at the Swell House. If an easy-breezy minimalist design with a boho twist is the kind of aesthetic that makes you swoon, you’ll love staying here and soaking in everything this beachside town offers. In only 1-2 hours, you can escape the city to a historic beach bungalow just a 5-8 minute walk from the beach strip, but be warned you may never want to leave after seeing the private resort-style backyard.

Guest favourite
A modern living area features exposed brick walls and natural light from large windows. A cozy sofa is complemented by a round coffee table on a decorative area rug, while stylish bar stools are positioned at an open kitchen counter adorned with indoor plants.
Flat in Stratford
4.9 out of 5 average rating, 125 reviews

Bradshaw Lofts: The Marrakesh

Marrakesh Loft: Exotic Charm in Stratford's Bradshaw Lofts. Discover the Marrakesh, a stunning 2 bedroom loft that marries the historical allure of 1902 architecture with the vibrant essence of Old World Maghrib. Enjoy exposed brick, modern finishings, and original art. Fully equipped with a kitchen and laundry ensuite, it’s nestled in the heart of downtown, steps from the Stratford Festival theatres, shops, and Lake Victoria

Top guest favourite
An inviting outdoor seating area is presented, featuring two lounge chairs with cushions and a coffee table. Potted plants and flowers add color to the space, while a porch provides a covered area for relaxation. The surface is finished with gravel for a natural touch.
Flat in Stratford
4.96 out of 5 average rating, 434 reviews

Wow, Two Chic King suites- Walk to DT/Theatre's

Experience all that Stratford has to offer from this updated 2-bed, 2-bath vacation rental home. As former servants quarters, this unique home was the first house built on the north side of the river in Stratford. With sleeping for 6 and a furnished outdoor space, plus a prime location within walking distance of town's theatres, there's no better place to spend your Ontario getaway then this charming abode!

Popular amenities for Woodstock holiday rentals

When is the best time to visit Woodstock?

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Avg. price£51£67£55£68£73£72£56£64£56£66£68£73
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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 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.

  • 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.

  • 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 air conditioning, over 10 homes with free parking, over 10 homes with wifi, over 10 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 £7 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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