Woodstock Holiday Rentals

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Our top choices for Woodstock holiday rentals

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
10.0 out of 10, Exceptional, (1 review)
"Great communication, great place, the 3 bedrooms worked out perfectly for us! very clean! parking was nice. the door locked worked without an issue when we arrived. just a very smooth night here and highly recommend!"
United States
Alexx
The price is AU$303
includes taxes & fees
20 Jan - 21 Jan
Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more

The Simple Escape

The Simple Escape
Doon South
9.0 out of 10, Wonderful, (7 reviews)
"Great location for wedding events held at Whistle Bear Golf Club. Good Uber service in area also."
United States
Marilyn S.
The price is AU$235
includes taxes & fees
31 Jan - 1 Feb
The Simple Escape

Beautiful basement

Beautiful basement
2.0 star property
Wilmot
The price is AU$185
includes taxes & fees
20 Jan - 21 Jan
Beautiful basement

Broken Oak A · Designer Luxe Home - 3 bed/1 bath + Parking & Wifi

Broken Oak A · Designer Luxe Home - 3 bed/1 bath + Parking & Wifi
Forest Heights
10.0 out of 10, Exceptional, (1 review)
"Had a great stay! The place was clean, comfortable, and exactly as described. The host was friendly and responsive, and the location was perfect. Would definitely stay here again!"
United States
Noah g.
The price is AU$359
includes taxes & fees
20 Jan - 21 Jan
Broken Oak A · Designer Luxe Home - 3 bed/1 bath + Parking & Wifi

The Penrose Suites

The Penrose Suites
4.0 star property
Saint Marys
9.6 out of 10, Exceptional, (14 reviews)
"beautiful property"
United States
David
The price is AU$271
includes taxes & fees
20 Jan - 21 Jan
The Penrose Suites

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 AU$230
includes taxes & fees
20 Jan - 21 Jan
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.

Detached 4 Bedroom

Detached 4 Bedroom
Brant
9.2 out of 10, Wonderful, (20 reviews)
"Loved our stay!"
United States
Amelia
The price is AU$338
includes taxes & fees
20 Jan - 21 Jan
Detached 4 Bedroom

Modern & Cozy Private Loft outside Woodstock ON

Modern & Cozy Private Loft outside Woodstock ON
2.0 star property
Woodstock
The price is AU$302
includes taxes & fees
20 Jan - 21 Jan
Modern & Cozy Private Loft outside Woodstock ON

Spacious & Modern 4 BR House

Spacious & Modern 4 BR House
West Brant
9.4 out of 10, Exceptional, (3 reviews)
"Clean, good communication, easy access to downtown"
Canada
Anonymous traveller
The price is AU$470
includes taxes & fees
25 Jan - 26 Jan
Spacious & Modern 4 BR House

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, (104 reviews)
"Clean rooms and peaceful area"
Canada
David
The price is AU$331
includes taxes & fees
22 Jan - 23 Jan
The Country Nook. A relaxing retreat from the city.

Brand New! Downtown Stratford - The Blowes Inn - Suite 2B Queen Bed

Brand New! Downtown Stratford - The Blowes Inn - Suite 2B Queen Bed
2.0 star property
Stratford
The price is AU$200
includes taxes & fees
20 Jan - 21 Jan
Brand New! Downtown Stratford - The Blowes Inn - Suite 2B Queen Bed

Cozy modern 2-bedroom farmhouse suite w/ clawfoot tub, firepit & country views.

Cozy modern 2-bedroom farmhouse suite w/ clawfoot tub, firepit & country views.
2.0 star property
Shakespeare
Cozy modern 2-bedroom farmhouse suite w/ clawfoot tub, firepit & country views.

Juno Lofts: The Greenhouse Room

Juno Lofts: The Greenhouse Room
Stratford
9.6 out of 10, Exceptional, (4 reviews)
"Loved this property! Great location, CLEAN, and prompt responses from property owner. I have stayed in and around Stratford at least 7-8 times over the past several years. This is, by far, the best one of all! Will definitely be back! Located right in the downtown area, with great access to stores and restaurants. Easy and prompt communication with Brendan. If I could give 10/10 I would! "
United States
Cynthia T.
The price is AU$295
includes taxes & fees
1 Feb - 2 Feb
Juno Lofts: The Greenhouse Room

Bradshaw Lofts: The Penthouse

Bradshaw Lofts: The Penthouse
Stratford
9.4 out of 10, Exceptional, (6 reviews)
"We had a wonderful stay at The Bradford Lofts: The Penthouse. The space was amazing and had all the amenities needed for a stay. The location is great…close to the theatres, restaurants and shopping. Communication was top notch. Brendan was very quick with responses to our questions. We would definitely stay here again when in Stratford."
Canada
Shirley
The price is AU$302
includes taxes & fees
25 Jan - 26 Jan
Bradshaw Lofts: The Penthouse

Bradshaw Lofts: The Foundry

Bradshaw Lofts: The Foundry
Stratford
10.0 out of 10, Exceptional, (3 reviews)
"This was a beautiful cosy apartment just a couple blocks from downtown Stratford. We would definitely rent this again."
Canada
Michael G.
The price is AU$316
includes taxes & fees
6 Feb - 7 Feb
Bradshaw Lofts: The Foundry

Bradshaw Lofts: Sundara Mahal

Bradshaw Lofts: Sundara Mahal
Stratford
9.0 out of 10, Wonderful, (12 reviews)
"Great loft for a short stay in Stratford. The place was clean and had everything we needed. We have already recommended this place to our family. "
Canada
Ashley T.
The price is AU$231
includes taxes & fees
22 Jan - 23 Jan
Bradshaw Lofts: Sundara Mahal

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, (50 reviews)
"Nice spot for a short stay. Very clean, had everything we needed for the weekend. "
Canada
steven g.
The price is AU$259
includes taxes & fees
20 Jan - 21 Jan
Square B+B Quick walk to downtown theatres, restaurants, and shops.

211 · The Baldwyn Loft - 2 Bedrooms - Downtown

211 · The Baldwyn Loft - 2 Bedrooms - Downtown
Stratford
9.8 out of 10, Exceptional, (12 reviews)
"We loved the Baldwyn Loft! The unit is well designed, and close to theaters, restaurants and shopping. Our host Brendan was very gracious and quick to respond to any questions we had. "
United States
T.J. B.
The price is AU$300
includes taxes & fees
20 Jan - 21 Jan
211 · The Baldwyn Loft - 2 Bedrooms - Downtown

The Lehman Studio Stratford

The Lehman Studio Stratford
Stratford
10.0 out of 10, Exceptional, (3 reviews)
"Great location, quiet, clean, a lovely place. Definitely 5star rating and value"
Canada
Greg
The price is AU$295
includes taxes & fees
22 Jan - 23 Jan
The Lehman Studio Stratford

Bradshaw Lofts: The Storyteller

Bradshaw Lofts: The Storyteller
Stratford
9.4 out of 10, Exceptional, (6 reviews)
"Great stay, thank you!"
United States
Leeona E.
The price is AU$234
includes taxes & fees
25 Jan - 26 Jan
Bradshaw Lofts: The Storyteller
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.
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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, 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 favourite 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 depend 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 AU$200 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more: This highly rated holiday home rental in Woodstock offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave.

How many holiday rentals are there in Woodstock?

Choose from 8 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.