A fountain, a building with flags, and a tree in a park.

Holiday Rentals in Woodstock

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Woodstock holiday rentals

1. Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more

Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more
Woodstock
9.6 out of 10, Exceptional, (9 reviews)
"It was a comfortable place to relax in. "
United States
Vanessa B.
The price is €204
includes taxes & fees
8 Sept - 9 Sept
Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more

2. Modern Private 2-Bedroom Suite / Apartment

Modern Private 2-Bedroom Suite / Apartment
Woodstock
The price is €157
includes taxes & fees
8 Sept - 9 Sept
Modern Private 2-Bedroom Suite / Apartment

3. Modern & Cozy Private Loft outside Woodstock ON

Modern & Cozy Private Loft outside Woodstock ON
Woodstock
10.0 out of 10, Exceptional, (1 review)
"This place way exceeded my expectations. From the manicured landscaping and delicious homemade sourdough bread upon arrival to the great communication throughout to the immaculate and opulant interior, we were honestly blown away. No detail has spared. The place was larger than it looked in the pictures. The lighting and trim work was something you might see in a million dollar home. Details like the matching gold items in the kitchen, the coffee station with locally crafted coffee, and...
United States
Essence A.
The price is €221
includes taxes & fees
6 Sept - 7 Sept
Modern & Cozy Private Loft outside Woodstock ON

4. Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.

Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.
Thamesford
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and welcoming. Loads of parking."
Canada
Jenette
The price is €128
includes taxes & fees
7 Sept - 8 Sept
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.

5. ***OASIS***

***OASIS***
Ingersoll
The price is €1,014
includes taxes & fees
7 Sept - 8 Sept
***OASIS***

6. The Penrose Suites

The Penrose Suites
4.0 star property
Saint Marys
9.6 out of 10, Exceptional, (29 reviews)
"The suites are absolutely gorgeous! Very spacious, clean and beautiful. I would definitely stay there again. I highly recommend this property."
Canada
Cinzia
The price is €187
includes taxes & fees
23 Aug - 24 Aug
The Penrose Suites

7. The Country Nook. A relaxing retreat from the city.

The Country Nook. A relaxing retreat from the city.
perth east
10.0 out of 10, Exceptional, (114 reviews)
"We had a great stay and would highly recommend. "
Canada
James F.
The price is €183
includes taxes & fees
7 Sept - 8 Sept
The Country Nook. A relaxing retreat from the city.

8. Square B+B Quick walk to downtown theatres, restaurants, and shops.

Square B+B Quick walk to downtown theatres, restaurants, and shops.
Stratford
9.8 out of 10, Exceptional, (57 reviews)
"Property was clean and ready for us! Michele was a great host! Would definitely go back if we need a place to stay visiting Stratford!"
Canada
Micah De
Square B+B Quick walk to downtown theatres, restaurants, and shops.

9. Brand New! Downtown Stratford: The Blowes Inn: Suite 2B Queen Bed

Brand New! Downtown Stratford: The Blowes Inn: Suite 2B Queen Bed
Stratford City Centre
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay! Will be back staying here again."
United States
Jessica D.
The price is €162
includes taxes & fees
7 Sept - 8 Sept
Brand New! Downtown Stratford: The Blowes Inn: Suite 2B Queen Bed

10. Luxury 5BD 4BR Sleep 12 - Large Groups, Family, Events , Wedding near Brantford

Luxury 5BD 4BR Sleep 12 - Large Groups, Family, Events , Wedding near Brantford
Brant
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay! The house was very clean, spacious, and well equipped with everything we needed. It's located in a quiet, pleasant neighborhood and felt like a home away from home. Would definitely stay here again!"
United States
Aboubakr K.
The price is €414
includes taxes & fees
4 Sept - 5 Sept
Luxury 5BD 4BR Sleep 12 - Large Groups, Family, Events , Wedding near Brantford

11. Ambassador B & B Guest Home

Ambassador B & B Guest Home
Stratford
9.6 out of 10, Exceptional, (18 reviews)
"The owners were kind and breakfast was plentiful."
United States
Maria
The price is €162
includes taxes & fees
10 Aug - 11 Aug
Ambassador B & B Guest Home

12. Convenient room for a peaceful stay in Paris

Convenient room for a peaceful stay in Paris
Brant
2.0 out of 10, (1 review)
"Worst vacation experience I've ever had! We could not contact the host for an entry code, and were stuck three hours from home with no place to stay. We had booked and paid for our accomodations 3 months previous so there wouldn't be any issues. When VRBO finally were able to contact our host HE cancelled our booking, saying that we didn't provide our ages (which we absolutely did - had to in order to complete registration) and he said we weren't of age to book a room legally. (we're both in...
United States
Elizabeth L.
The price is €87
includes taxes & fees
10 Aug - 11 Aug
Convenient room for a peaceful stay in Paris

13. The Wallace Suite - Stratford

The Wallace Suite - Stratford
Stratford
9.8 out of 10, Exceptional, (20 reviews)
"Parking was good, laundry in the room, clean place. "
Canada
Renée
The price is €199
includes taxes & fees
7 Sept - 8 Sept
The Wallace Suite - Stratford

14. 211 · The Baldwyn Loft - 2 Bedrooms - Downtown

211 · The Baldwyn Loft - 2 Bedrooms - Downtown
Stratford
9.8 out of 10, Exceptional, (14 reviews)
"Great location, clean and modern with great amenities"
Canada
Thomas
211 · The Baldwyn Loft - 2 Bedrooms - Downtown

15. New 4- Bedroom home in quiet neighborhood

New 4- Bedroom home in quiet neighborhood
Tillsonburg
6.4 out of 10, (6 reviews)
"Just as listed and good location "
Canada
Mario B.
New 4- Bedroom home in quiet neighborhood

16. Bradshaw Lofts: The Clairemont

Bradshaw Lofts: The Clairemont
Stratford
9.6 out of 10, Exceptional, (5 reviews)
"Cleanliness very good convenience of the coffee shop was great and wonderful location"
Canada
Mary
Bradshaw Lofts: The Clairemont

17. Full House 4BR 2.5+ WR, 2km To HW403 & Downtown Paris, Opposite to S. Plaza&Tims

Full House 4BR 2.5+ WR, 2km To HW403 & Downtown Paris, Opposite to S. Plaza&Tims
Paris
6.0 out of 10, (3 reviews)
"This property was an excellent choice for us. It was clean and attractive. Was within walking distance of some small restaurants and Tim Hortons. Really enjoyed sitting on the deck. Quiet neighborhood"
Canada
Paul
Full House 4BR 2.5+ WR, 2km To HW403 & Downtown Paris, Opposite to S. Plaza&Tims

18. Plums Unit 1: Downtown - King

Plums Unit 1: Downtown - King
Stratford
10.0 out of 10, Exceptional, (8 reviews)
"Lovely little place, within walking distance to downtown Stratford but on a quiet little back street. Just what we needed for a little weekend escape."
Canada
Kathy Rockell R.
The price is €232
includes taxes & fees
7 Sept - 8 Sept
Plums Unit 1: Downtown - King

19. Bradshaw Lofts: The Penthouse

Bradshaw Lofts: The Penthouse
Stratford
9.6 out of 10, Exceptional, (15 reviews)
"The apartment was beautiful and our host was informative and responsive."
Canada
Sheila
Bradshaw Lofts: The Penthouse

20. Mister’s Loft Stratford

Mister’s Loft Stratford
Stratford
9.0 out of 10, Wonderful, (9 reviews)
"Why had a really great time in the apartment which is in a converted industrial complex. It’s very convenient for all the restaurant, bars and walking around Stratford. Our plan was to park the car and walk everywhere which we did very easily. "
United States
David S.
The price is €186
includes taxes & fees
7 Sept - 8 Sept
Mister’s Loft Stratford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Woodstock Hotel Reviews

Find out more about Woodstock

Everything you need to know about Woodstock holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodstock holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodstock holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodstock holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodstock holiday rentals we have selected for you start as low as €87 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodstock holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. Tourists appreciate the top-notch restaurants in Woodstock. Make sure you have time to check out the forests and riverfront during your trip.

What are some of the best holiday rentals that Woodstock has to offer?

1960 Mid-Century Modern Nature Retreat: This holiday home rental outside of Woodstock is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Woodstock?

Choose from 7 Expedia holiday rentals in Woodstock for a memorable holiday.

What can I see and do in Woodstock?

Enjoy the outdoors at Southside Park and Pittock Conservation Area, or simply take in cultural attractions like Woodstock Museum National Historic Site and Woodstock Art Gallery. While here, Gateway Casinos Woodstock and Springbank Snow Countess Monument are other places worth a visit.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.