Woodstock Vacation Rentals

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Our top choices for Woodstock vacation 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
$175 nightly
The price is $198
Jan 20 - Jan 21
Total with taxes and fees
Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more

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 traveler
$283 nightly
The price is $319
Jan 19 - Jan 20
Total with taxes and fees
Spacious & Modern 4 BR House

Detached 4 Bedroom

Detached 4 Bedroom
Brant
9.2 out of 10, Wonderful, (20 reviews)
"Loved our stay!"
United States
Amelia
$201 nightly
The price is $227
Jan 19 - Jan 20
Total with taxes and fees
Detached 4 Bedroom

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.
$137 nightly
The price is $155
Jan 30 - Jan 31
Total with taxes and fees
The Simple Escape

Ayr Haus - Modern Comfort meets Small Town charm

Ayr Haus - Modern Comfort meets Small Town charm
2.0 star property
Ayr
$378 nightly
The price is $427
Jan 25 - Jan 26
Total with taxes and fees
Ayr Haus - Modern Comfort meets Small Town charm

Beautiful basement

Beautiful basement
2.0 star property
Wilmot
$108 nightly
The price is $122
Jan 20 - Jan 21
Total with taxes and fees
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.
$213 nightly
The price is $241
Jan 19 - Jan 20
Total with taxes and fees
Broken Oak A · Designer Luxe Home - 3 bed/1 bath + Parking & Wifi

Bradshaw Lofts: The Sandalwood

Bradshaw Lofts: The Sandalwood
Stratford
10.0 out of 10, Exceptional, (2 reviews)
"Great location in a clean building with convenient cafe / wine bar. "
Canada
Marcel O.
$140 nightly
The price is $160
Feb 1 - Feb 2
Total with taxes and fees
Bradshaw Lofts: The Sandalwood

Modern & Cozy Private Loft outside Woodstock ON

Modern & Cozy Private Loft outside Woodstock ON
2.0 star property
Woodstock
$177 nightly
The price is $200
Jan 19 - Jan 20
Total with taxes and fees
Modern & Cozy Private Loft outside Woodstock ON

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
$134 nightly
The price is $152
Jan 19 - Jan 20
Total with taxes and fees
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.

Relaxing retreat in the country

Relaxing retreat in the country
perth east
10.0 out of 10, Exceptional, (104 reviews)
"Clean rooms and peaceful area"
Canada
David
$172 nightly
The price is $221
Jan 22 - Jan 23
Total with taxes and fees
Relaxing retreat in the country

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
$160 nightly
The price is $181
Jan 19 - Jan 20
Total with taxes and fees
The Penrose Suites

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
$113 nightly
The price is $132
Jan 19 - Jan 20
Total with taxes and fees
Brand New! Downtown Stratford - The Blowes Inn - Suite 2B Queen Bed

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.
$147 nightly
The price is $171
Jan 20 - Jan 21
Total with taxes and fees
Square B+B Quick walk to downtown theatres, restaurants, and shops.

River Merchant Inn Heintzman Music Suite

River Merchant Inn Heintzman Music Suite
Stratford
9.8 out of 10, Exceptional, (12 reviews)
"Great location, very cool features. "
United States
Erin C.
$163 nightly
The price is $187
Feb 1 - Feb 2
Total with taxes and fees
River Merchant Inn Heintzman Music Suite

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
$193 nightly
The price is $199
Jan 22 - Jan 23
Total with taxes and fees
The Lehman Studio Stratford

Patio Suite with Sunroom | by Henry House Stays

Patio Suite with Sunroom | by Henry House Stays
Stratford
9.6 out of 10, Exceptional, (8 reviews)
"Our stay at Henry House was fantastic! The room was cozy and comfortable, and the location provided close access to restaurants, shops and green spaces. Will definitely plan on returning to Henry House in the near future."
Canada
Anonymous traveler
$200 nightly
The price is $226
Jan 19 - Jan 20
Total with taxes and fees
Patio Suite with Sunroom | by Henry House Stays

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.
$176 nightly
The price is $201
Jan 19 - Jan 20
Total with taxes and fees
211 · The Baldwyn Loft - 2 Bedrooms - Downtown

Bradshaw Lofts: The Marrakesh

Bradshaw Lofts: The Marrakesh
Stratford
9.6 out of 10, Exceptional, (18 reviews)
"An exceptional property , everything was perfect and I would not hesitate to suggest my friends to reserve there . "
Canada
Luise
$179 nightly
The price is $204
Jan 19 - Jan 20
Total with taxes and fees
Bradshaw Lofts: The Marrakesh
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodstock vacation 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 low season months. For more hustle and bustle, you may prefer to visit Woodstock in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock vacation 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 vacation.

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 vacation rentals in Woodstock?

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

What's the top vacation rental that Woodstock has to offer?

Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more: This highly rated vacation 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 vacation rentals are there in Woodstock?

Choose from 8 Expedia vacation rentals in Woodstock for a memorable vacation.

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 vacation rentals like in Woodstock?

Vacation rentals are privately owned properties you can book for a short or long stay in Woodstock. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.