Holiday rentals in Woodstock

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Top-rated holiday rentals in Woodstock

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Guest favourite

Guest suite in Woodstock

4.79 out of 5 average rating, 72 reviews

Charming Fairy House - Guest Suite near 401 & 403

Our whimsical retreat is nestled in a serene suburb. Discover your own enchanted hideaway in the basement suite of our home. This delightful unit includes a bedroom, private bathroom, kitchenette (no stove or sink), and a charming living room with a cozy fireplace. Enjoy a private entrance through the garage for seamless self-check-in and a completely private stay with no shared spaces. Whether you seek a peaceful getaway or a convenient base for your travels, our enchanting sanctuary awaits!

Guest favourite

Cabin in Windham Centre

4.95 out of 5 average rating, 218 reviews

The Kiln - Stay Longer Save More!

Escape life's bustle & retreat to this 4-season cabin, which sits on an 80 acre farm overlooking a tranquil pond. Cozy up inside by the wood stove, play some of the many games provided, or kick your feet up & catch up on your favourite shows as satellite & wifi are accessible. Get outdoors to wonder the fields and go for long forest walks along the many trails, or sit around the fire pit roasting hot dogs and marshmallows! Make sure to keep an eye though, as you're bound to see some wildlife!

Guest favourite

Flat in Woodstock

4.89 out of 5 average rating, 18 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!

Guest favourite

Guest house in Woodstock

4.88 out of 5 average rating, 86 reviews

Cozy & Stylish Haven

An ideal and comfortable place for guests with several 5-stars rating! Located in a quiet neighborhood - surrounded by beautiful trees and green spaces, giving you a sense of serenity and peace. The interior of the home is spacious and well-appointed, with modern furnishings and a neutral color palette - Comfortable sofa and armchairs, a large flat-screen TV, and plenty of natural light. The kitchen is fully equipped with all the necessary appliances & cookware you'd need for your treats.

Guest favourite

Flat in Zorra

4.87 out of 5 average rating, 97 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

Cottage in Stratford

5 out of 5 average rating, 103 reviews

7mins to Theatres/Dwntwn- 2Kng 1Qu, BBQ, Firepit

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!

Guest favourite

Cottage in New Dundee

4.9 out of 5 average rating, 205 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

Flat in Thamesford

4.96 out of 5 average rating, 247 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

Guest suite in Woodstock

4.73 out of 5 average rating, 37 reviews

Spacious 2 Bedroom Suite Near Southside Park

Enjoy this 2 bedroom basement suite in a family friendly neighbourhood. This space features plenty of sleeping accommodations with a queen, a double and pullout couch. The full kitchen offers all of the essentials and a cozy living room to relax and unwind. Easy access to all amenities including hospital, arena, parks, restaurants and shopping. Close proximity to the 401 and 403 highways, train station and local bus route. Guests have the suite to themselves with a separate entrance.

Guest favourite

Guest house in Springfield

4.8 out of 5 average rating, 126 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

Guest favourite

Farm stay in Ingersoll

4.96 out of 5 average rating, 23 reviews

Stonecroft Farm

Original farmhouse built in 1900 was revamped in 2001 to an open concept post and beam beauty. Located on an operating farm in South western Ontario, 4 minutes south of the 401 and 35 minutes to London, Hamilton, Stratford, and Kitchener/Waterloo. This listing is for the entire first and second floor, including the upstairs Ocean room and downstairs Fencepost room and Green room. If you are interested in booking one individual room, please message us to discuss pricing. Thank you!

Guest favourite

Flat in Woodstock

4.94 out of 5 average rating, 32 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.