Holiday houses 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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Top Guest favourite

Home in Shakespeare

5 out of 5 average rating, 27 reviews

Shakespeare Stay |Stratford 10Min | Spa

A charming, fully equipped private guest suite apartment tucked at the back of large vintage home, which includes a serene spa at the front in the quaint village of Shakespeare, just 10 minutes from Stratford! This cozy vintage retreat features a 1-acre backyard with stunning farmland views and breathtaking sunsets under maple trees. Host Sherry has lovingly transformed this space into a peaceful haven, perfect for relaxing getaways. Enhance your stay with spa treatments for the ultimate escape!

Top Guest favourite

Guest suite in Paris

4.95 out of 5 average rating, 173 reviews

Home away from Home

Please read ENTIRE description before booking. NO PARTIES this is part of our house you will hear household noise , barking dogs. A separate apartment in our house this is a nice couples retreat. Bright one bedroom has a separate entrance, private bathroom & your own spacious deck to enjoy the sunrise with your coffee. Free street parking . Bring your canoe and bike as we are located near the river and trails. 15 minute walk to Beautiful Downtown Paris and all of the shopping and restaurants.

Guest favourite

Apartment in Woodstock

4.92 out of 5 average rating, 24 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!

Superhost

Guesthouse in Woodstock

4.88 out of 5 average rating, 90 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.

Top Guest favourite

Apartment in Zorra

4.91 out of 5 average rating, 106 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.

Superhost

Apartment in Ingersoll

4.73 out of 5 average rating, 60 reviews

INGERSOLL, ON. Cozy, Clean + Practical Studio Apt

- Apt is in the town of INGERSOLL. - Read FULL Listing description & House Rules prior to booking! - Ground Level Apt is for 1 guest or a Couple only. - Read important parking info below. - Cable TV/High Speed Internet. -A renovated bright & cozy one bedroom ground level apartment in downtown Ingersoll. Restaurants, Parks, Shops, Library, Greyhound and Via Rail are all only steps away. Especially suitable for work stays/ local intern placements. NO SMOKING NO PETS OR KIDS NO STORAGE

Top Guest favourite

Cottage in Stratford

5 out of 5 average rating, 119 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!

Top Guest favourite

Apartment in Thamesford

4.96 out of 5 average rating, 269 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

4.72 out of 5 average rating, 43 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

Guesthouse in Springfield

4.82 out of 5 average rating, 145 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

Superhost

Home in Ingersoll

5 out of 5 average rating, 4 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

Guest favourite

Apartment in Woodstock

4.95 out of 5 average rating, 40 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.