Holiday Rentals in Woodstock

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Check prices for these dates

Our top choices for Woodstock holiday rentals

1. Modern Private 2-Bedroom Suite / Apartment

Modern Private 2-Bedroom Suite / Apartment
Woodstock
The price is €151
includes taxes & fees
16 Nov - 17 Nov
Modern Private 2-Bedroom Suite / Apartment

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.
The price is €202
includes taxes & fees
8 Nov - 9 Nov
Modern & Cozy Private Loft outside Woodstock ON

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
The price is €157
includes taxes & fees
15 Nov - 16 Nov
The Penrose Suites

4. ***OASIS***

***OASIS***
Ingersoll
The price is €978
includes taxes & fees
8 Nov - 9 Nov
***OASIS***

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
The price is €122
includes taxes & fees
8 Nov - 9 Nov
Homely, cozy, spacious quiet basement apartment in a lovely neighborhood.

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.
The price is €130
includes taxes & fees
22 Nov - 23 Nov
Plums Unit 4: Downtown - Queen

7. Selah Retreat | Peaceful Stay Near Spa & Golf

Selah Retreat | Peaceful Stay Near Spa & Golf
Mount Elgin
The price is €130
includes taxes & fees
8 Nov - 9 Nov
Selah Retreat | Peaceful Stay Near Spa & Golf

8. 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, (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
The price is €174
includes taxes & fees
10 Nov - 11 Nov
The Country Nook. A relaxing retreat from the city.

9. Bradshaw Lofts: The Sandalwood

Bradshaw Lofts: The Sandalwood
Stratford
9.4 out of 10, Exceptional, (10 reviews)
"Very nice place!"
Canada
Zoltan
The price is €129
includes taxes & fees
9 Nov - 10 Nov
Bradshaw Lofts: The Sandalwood

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.
The price is €169
includes taxes & fees
9 Nov - 10 Nov
211 · The Baldwyn Loft - 2 Bedrooms - Downtown

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.
The price is €171
includes taxes & fees
9 Nov - 10 Nov
Juno Lofts: Memories of Chelsea

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
The price is €131
includes taxes & fees
9 Nov - 10 Nov
Juno Lofts: Memories of Polonnaruwa

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.
The price is €191
includes taxes & fees
10 Nov - 11 Nov
Your Peaceful Pause With Sunsets• Near Stratford

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
The price is €137
includes taxes & fees
9 Nov - 10 Nov
Square B+B Quick walk to downtown theatres, restaurants, and shops.

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
The price is €138
includes taxes & fees
16 Nov - 17 Nov
The Wallace Suite - Stratford

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
The price is €172
includes taxes & fees
16 Nov - 17 Nov
Gateway Inn: Harmony Loft 2BRM

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.
The price is €336
includes taxes & fees
9 Nov - 10 Nov
Holiday Getaway - 7mins to Dtwn Theatres, 2KG/1QN, Games, Fire table, Sleeps 8

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
The price is €150
includes taxes & fees
9 Nov - 10 Nov
River Merchant Inn Heintzman Music Suite

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.
The price is €146
includes taxes & fees
9 Nov - 10 Nov
Juno Lofts: Memories of Gastown

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
The price is €185
includes taxes & fees
9 Nov - 10 Nov
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.

Find holiday rentals that suit your style

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 €105 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.

Frequently Asked Questions

Can I find holiday rentals in Woodstock?

Yes, there are holiday rentals in Woodstock close to South Gate Centre, 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 9 Expedia holiday rentals in Woodstock for a memorable holiday.

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 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.

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