Holiday houses in Woodstock

4.79 out of 5 average rating, 72 reviews

Guest suite in Woodstock

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!

4.98 out of 5 average rating, 111 reviews

Apartment in St. Thomas

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!

4.88 out of 5 average rating, 17 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!

4.88 out of 5 average rating, 85 reviews

Guesthouse in Woodstock

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.

5 out of 5 average rating, 101 reviews

Cottage in Stratford

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!

4.9 out of 5 average rating, 204 reviews

Cottage in New Dundee

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.

4.96 out of 5 average rating, 247 reviews

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!!

4.73 out of 5 average rating, 37 reviews

Guest suite in Woodstock

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.

4.97 out of 5 average rating, 151 reviews

Apartment in St. Thomas

Spacious one bedroom apartment

St. Thomas warm and Spacious lower level apartment, 10 min to Port Stanley. Features organic queen latex mattress, rabbit air purifier, organic coffee/tea selection, bottled water, essential oil diffuser. Explore beautiful Port Stanley beaches, vibrant shops, and restaurants. Enjoy hiking, biking, boating nearby. Discover the areas rich history, cultural sites, and farmers' markets. Wine enthusiasts can indulge in nearby wine tours. Relax in a peaceful neighborhood. Book your stay now!

Guesthouse in Springfield

4.8 out of 5 average rating, 125 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

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.

4.97 out of 5 average rating, 141 reviews

Guesthouse in Delhi

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.

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Popular amenities for Woodstock holiday rentals

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Other great holiday rentals in Woodstock

Apartment in Ingersoll

4.71 out of 5 average rating, 59 reviews

Cozy Basement with a Bedroom, Kitchen & Washroom

JoshuaRating, 5 stars10 months ago

This apartment is tucked out of the way of the hustle and bustle of town, with route options to skip town or get to the main drag in a few minutes of driving.

5 out of 5 average rating, 23 reviews

Apartment in New Hamburg

Nith River Loft

Mari-LisaRating, 5 stars3 days ago

Krista’s place blew us away. We had everything we needed and our hosts graciously welcomed us. Really enjoyed the location - we enjoyed having a getaway while also being an easy drive to Cambridge, KW, and New Dundee. This will be on our list of places to return to!

Townhouse in Woodstock

4.69 out of 5 average rating, 35 reviews

Cozy Woodstock Home: 2BR/1.5BA Town

FerdinandRating, 5 stars7 months ago

Saad’s townhouse is a relatively new build so it will have all the modern fixtures and look. It felt comfortable and welcoming. We were 4 adults with a child. Had everything we needed for a comfortable night stay.

4.93 out of 5 average rating, 42 reviews

Opulent 2 bedrooms apartment - NO EXTRA FEES

IvanRating, 5 stars2 weeks ago

I was very happy with the accomodations in a new quiet neighbourhood. The place was sparkling clean and had everything we needed for our short 2 night stay. The coffe bar stocked with coffee, tea, milk, cream, honey, etc. was a nice touch. The host was very quick to respond to any questions.

Home in Woodstock

4.74 out of 5 average rating, 57 reviews

Cozy Nest for Travellers

JeremyRating, 5 stars2 weeks ago

Great value in what appeared to be a new house. My children really liked the theatre seating.

Cottage in Woodstock

4.75 out of 5 average rating, 59 reviews

Stone Cottage in the heart of Dairy Country

PatriciaRating, 5 stars9 months ago

We had stayed at another cabin on the property before and we loved it. Mark, Melanie and the entire staff were helpful, friendly, and wonderful! We will always visit them at Willowlake in one form or another. The cottage was so clean upon arrival which was impressive! The only possible downsides would be the dumpsters being right next to the cottage (however smells weren’t an issue while we were there, your patio is on the other side of the cottage) and the staff trailer door was really close to our fire pit so it didn’t feel private or secluded (but the staff were great so that didn’t bother us). The one downside that was a pickle for us was the side door entry. Immediately upon entering the cottage there are stairs going down to the kitchen. We have a four year old so those stairs were a concern but within two days we were used to them and managed to finagle entry better. Overall it was a great experience and they will see us back at Willowlake next summer!