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

Woodstock Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Woodstock vacation rentals

A modern kitchen with white cabinets, a dining area with a round table and chairs, a small refrigerator, and a sofa with a floral cover.

1. Modern Private 2-Bedroom Suite / Apartment

Modern Private 2-Bedroom Suite / Apartment
Woodstock
$148 nightly
The price is $167
Nov 16 - Nov 17
Total with taxes and fees
Modern Private 2-Bedroom Suite / Apartment
A modern kitchen with wooden flooring, a bar area with stools, and pendant lighting.

2. Modern & Cozy Private Loft outside Woodstock ON

Modern & Cozy Private Loft outside Woodstock ON
Woodstock
10.0 out of 10, Exceptional, (2 reviews)
"This place is a gem. My wife and I love the large projection TV. My wife loves movies and popcorn, big hit. We watched several movies and shows. The place is tastefully decorated and modern-day for sure. From fresh baked bread upon your arrival to movie theater quality tv, deep soaker tub, my wife enjoyed each day. The loft is well equipped for your cooking needs. Thank you for having us."
United States
Shane L.
$193 nightly
The price is $218
Nov 8 - Nov 9
Total with taxes and fees
Modern & Cozy Private Loft outside Woodstock ON
A covered outdoor deck with a view of a golf course.

3. The Penrose Suites

The Penrose Suites
4.0 star property
Saint Marys
9.6 out of 10, Exceptional, (42 reviews)
"We loved its location and the view overlooking the golf course."
Canada
Lucille
$156 nightly
The price is $176
Nov 15 - Nov 16
Total with taxes and fees
The Penrose Suites
A patio with two lounge chairs and a stone pathway.

4. ***OASIS***

***OASIS***
Ingersoll
$941 nightly
The price is $1,063
Nov 8 - Nov 9
Total with taxes and fees
***OASIS***
A residential driveway with a paved walkway, a garage door, and a wooden fence.

5. 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, (3 reviews)
"Host was very friendly and welcoming. Loads of parking."
Canada
Jenette
$116 nightly
The price is $131
Nov 8 - Nov 9
Total with taxes and fees
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.
A historic building with a coffee shop on the ground floor.

6. Plums Unit 4: Downtown - Queen

Plums Unit 4: Downtown - Queen
Stratford
9.6 out of 10, Exceptional, (17 reviews)
"This was a beautiful base for our six day stay and was centrally located for our theatre experiences. A quiet and comfortable place."
United States
Tim Y.
$125 nightly
The price is $143
Nov 22 - Nov 23
Total with taxes and fees
Plums Unit 4: Downtown - Queen
A kitchen with a wooden countertop, a clock on the wall, and a view of a field through a window.

7. Selah Retreat | Peaceful Stay Near Spa & Golf

Selah Retreat | Peaceful Stay Near Spa & Golf
Mount Elgin
$126 nightly
The price is $143
Nov 8 - Nov 9
Total with taxes and fees
Selah Retreat | Peaceful Stay Near Spa & Golf
A cozy living room with a fireplace, a sofa, a coffee table, and a bookshelf.

8. Relaxing retreat in the country

Relaxing retreat in the country
perth east
10.0 out of 10, Exceptional, (121 reviews)
"Great cabin in a fantastic location. Everything you need for a cozy stay is there for you. Hosts have done a great job decorating it to make it cozy and comfortable!"
Canada
Helen
$166 nightly
The price is $193
Nov 10 - Nov 11
Total with taxes and fees
Relaxing retreat in the country
A modern lobby with exposed wooden beams, a glass railing, and a seating area with a sofa and armchairs.

9. Bradshaw Lofts: The Sandalwood

Bradshaw Lofts: The Sandalwood
Stratford
9.4 out of 10, Exceptional, (10 reviews)
"Very nice place!"
Canada
Zoltan
$125 nightly
The price is $143
Nov 9 - Nov 10
Total with taxes and fees
Bradshaw Lofts: The Sandalwood
A spacious lobby with exposed wooden beams, a glass railing, and a seating area with a sofa and armchairs.

10. 211 · The Baldwyn Loft - 2 Bedrooms - Downtown

211 · The Baldwyn Loft - 2 Bedrooms - Downtown
Stratford
9.8 out of 10, Exceptional, (19 reviews)
"This was a really nice place to stay at! "
Canada
Nicholas R.
$165 nightly
The price is $188
Nov 9 - Nov 10
Total with taxes and fees
211 · The Baldwyn Loft - 2 Bedrooms - Downtown
A modern kitchen with a coffee maker, a hanging lamp, and a potted plant on a shelf.

11. Juno Lofts: Memories of Chelsea

Juno Lofts: Memories of Chelsea
Stratford City Centre
9.6 out of 10, Exceptional, (18 reviews)
"We’ve stayed at this location in the past.Very convenient for what we are doing in town.The unit is showing its age. Beds are needed to be upgraded"
United States
Kim D.
$166 nightly
The price is $190
Nov 9 - Nov 10
Total with taxes and fees
Juno Lofts: Memories of Chelsea
A kitchen with a wooden countertop, a microwave, a refrigerator, a guitar, and a framed quote on the wall.

12. Juno Lofts: Memories of Polonnaruwa

Juno Lofts: Memories of Polonnaruwa
Stratford City Centre
9.8 out of 10, Exceptional, (18 reviews)
"Lovely, quiet, comfortable stay. Would definitely come back here again 👍"
Canada
Vanessa
$129 nightly
The price is $147
Nov 9 - Nov 10
Total with taxes and fees
Juno Lofts: Memories of Polonnaruwa
A bedroom with a large bed, a bench, a nightstand, a lamp, a wall art piece, and a view of greenery outside.

13. Your Peaceful Pause With Sunsets• Near Stratford

Your Peaceful Pause With Sunsets• Near Stratford
Shakespeare
10.0 out of 10, Exceptional, (16 reviews)
"Fabulous retreat location while very close to Stratford (12 minute drive to shows). Hostess is the best. I will definitely book again."
United States
Evelyn P.
$187 nightly
The price is $211
Nov 10 - Nov 11
Total with taxes and fees
Your Peaceful Pause With Sunsets• Near Stratford
A modern two-story house with a garage, a wooden lower floor, and a dark upper floor.

14. 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, (59 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
$131 nightly
The price is $153
Nov 9 - Nov 10
Total with taxes and fees
Square B+B Quick walk to downtown theatres, restaurants, and shops.
A modern lobby with exposed wooden beams, a glass staircase, and a black leather sofa.

15. The Wallace Suite - Stratford

The Wallace Suite - Stratford
Stratford
10.0 out of 10, Exceptional, (23 reviews)
"Parking was good, laundry in the room, clean place. "
Canada
Renée
$143 nightly
The price is $152
Nov 22 - Nov 23
Total with taxes and fees
The Wallace Suite - Stratford
A modern living room with a grey sofa, wooden sideboard, and a flat-screen TV mounted on the wall.

16. Gateway Inn: Harmony Loft 2BRM

Gateway Inn: Harmony Loft 2BRM
Stratford City Centre
10.0 out of 10, Exceptional, (22 reviews)
"We had a great time at the Harmony Loft! Amazing location, lovely spacious apartment, and great hosts. Would definitely recommend!"
Canada
Erika
$167 nightly
The price is $191
Nov 23 - Nov 24
Total with taxes and fees
Gateway Inn: Harmony Loft 2BRM
Evenings on the deck with the Fire Table and a sunset!

17. Holiday Getaway - 7mins to Dtwn Theatres, 2KG/1QN, Games, Fire table, Sleeps 8

Holiday Getaway - 7mins to Dtwn Theatres, 2KG/1QN, Games, Fire table, Sleeps 8
Saint Pauls Station
10.0 out of 10, Exceptional, (45 reviews)
"I came with four teens & everyone had the space they needed to be comfortable, relax indoors or outdoors, to keep up with physical training or toss a rugby ball around. The house is perfectly charming, and we would have enjoyed a longer stay. Carly & James are outstanding hosts. Thanks!"
United States
Angie C.
$373 nightly
The price is $375
Nov 9 - Nov 10
Total with taxes and fees
Holiday Getaway - 7mins to Dtwn Theatres, 2KG/1QN, Games, Fire table, Sleeps 8
A modern living room with a piano, a dining area with a glass table, and a kitchen with a TV.

18. River Merchant Inn Heintzman Music Suite

River Merchant Inn Heintzman Music Suite
Stratford City Centre
10.0 out of 10, Exceptional, (23 reviews)
"Stunning place full of history."
Canada
Vanessa
$146 nightly
The price is $168
Nov 9 - Nov 10
Total with taxes and fees
River Merchant Inn Heintzman Music Suite
A potted plant with broad leaves in a room with a rustic brick wall and a metal door.

19. Juno Lofts: Memories of Gastown

Juno Lofts: Memories of Gastown
Stratford City Centre
9.4 out of 10, Exceptional, (14 reviews)
"From start to finish Brendan was a great host and the location was perfect!!!"
United States
CJ R.
$142 nightly
The price is $163
Nov 9 - Nov 10
Total with taxes and fees
Juno Lofts: Memories of Gastown
A modern kitchen with stainless steel appliances, a wooden island, and a seating area with a view of the city.

20. Juno Lofts: Memories of SoHo

Juno Lofts: Memories of SoHo
Stratford City Centre
9.2 out of 10, Wonderful, (19 reviews)
"Fantastic property in the heart of Stratford. Will definitely stay again."
Canada
Douglas
$182 nightly
The price is $208
Nov 9 - Nov 10
Total with taxes and fees
Juno Lofts: Memories of SoHo
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

Stone Willow Inn

Stone Willow Inn

10/10 Excellent
"I will stay at Stone Willow Inn again. Clean, quiet, great big room."
Vicki 1-night trip
Posted 1 hour ago
Stone Willow Inn

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 $140 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Woodstock?

Yes, there are vacation rentals in Woodstock close to South Gate Centre, or you can go with a secluded option if you'd like a relaxing place to 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'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 9 Expedia vacation rentals in Woodstock for a memorable vacation.

What can I see and do in Woodstock?

Enjoy the outdoors at Pittock Conservation Area and Southside Park, or simply take in cultural attractions like Market Centre Theatre and Woodstock Museum National Historic Site. While here, Gateway Casinos Woodstock and Woodstock Farmer's Market 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.