Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Luxurious and Comfortable Home
9.8 out of 10, Exceptional, (8)
"We had a great stay! The House is very clean, well appointed, fully equipped kitchen ...everything You would need. The location is good,even with the cold weather we were able to walk to many places. Would definitely consider staying here soon again. A FABULOUS find!"
Luxurious and Comfortable Home
Spacious 2 Bedroom Suite Near Southside Park
Spacious 2 Bedroom Suite Near Southside Park
Newly renovated cozy studio
Newly renovated cozy studio
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The Country Nook. A relaxing retreat from the city.
10.0 out of 10, Exceptional, (63)
"The rental was so cozy and comfortable. The hosts were so kind and accomodating. The location is so perfect 5 minutes to Stratford. So much to do. Will rent again in the future. A 10 out of 10!"
The price is NZ$373
includes taxes & fees
9 Jun - 10 Jun
The Country Nook. A relaxing retreat from the city.
A+ Location - In The Heart Of Downtown Stratford ON!
A+ Location - In The Heart Of Downtown Stratford ON!
St. George Suites by Hoco Hotels Collection
4.0 star property
8.4 out of 10, Very good, (78)
"Amazing property! We highly recommend. We will be booking again. Great location. Fabulous service."
St. George Suites by Hoco Hotels Collection
5 Bedroom Private Villa! Heated Pool, HotTub, Fire Pit, Games Room!!
10.0 out of 10, Exceptional, (2)
"It was great"
The price is NZ$1,347
includes taxes & fees
12 Jun - 13 Jun
5 Bedroom Private Villa! Heated Pool, HotTub, Fire Pit, Games Room!!
Modern & Spacious 1908 Home
10.0 out of 10, Exceptional, (3)
"A little out of the way, but still walking distance to the theatres."
Modern & Spacious 1908 Home
1960 Mid-Century Modern Nature Retreat
9.0 out of 10, Wonderful, (4)
"Amazing location"
1960 Mid-Century Modern Nature Retreat
Stratford Family Oasis: 3Qns, Wifi, FirePit, TVs, 7mins dwntwn core - Sleeps 8!
10.0 out of 10, Exceptional, (18)
"We felt like we were home. Loved all the helpful frames information around the home. Very spacious, bright and clean. Communication with our hosts were always prompt. Willing to accommodate any of our needs or wishes. House is located centrally and easy to travel to any of the towns near by. We will definitely be looking toward in rebooking in the future."
Stratford Family Oasis: 3Qns, Wifi, FirePit, TVs, 7mins dwntwn core - Sleeps 8!
Cozy and Modern 2 Bedroom in Stratford, ON
8.0 out of 10, Very good, (1)
"little trouble with communication to check in (part my fault) the basement suite has recently been refinished with new appliances etc. 2 nice large bedrooms. The floor from above is kind of squeaky but the people upstairs where very quiet. Location was great easy walk to downtown theatres Jobsite brewery (great place) overall would stay again. would give it 4 out of 5"
The price is NZ$420
includes taxes & fees
13 Jun - 14 Jun
Cozy and Modern 2 Bedroom in Stratford, ON
Henry House - Patio Suite | An Arrivals Stay
10.0 out of 10, Exceptional, (3)
"One third of a heritage house. Great location. Pet friendly."
The price is NZ$404
includes taxes & fees
9 Jun - 10 Jun
Henry House - Patio Suite | An Arrivals Stay
Stone's Throw Stratford - The Loft plus 1 bedroom
The price is NZ$535
includes taxes & fees
30 Jun - 1 Jul
Stone's Throw Stratford - The Loft plus 1 bedroom
Square B+B Quick walk to downtown theatres, restaurants, and shops.
10.0 out of 10, Exceptional, (26)
"We loved our stay at the Square B+B this past weekend. This easy to access, conveniently located property was bright, airy, and neat as a pin. We enjoyed every aspect of the open concept space from the well appointed kitchenette + central dining area (we used for breakfast and crafts with our 5 yr old), to the foosball table, and cozy sitting area with Smart TV. We appreciated the comfortable beds, linens, and full length mirrors in the bedrooms, as well as the rainwater shower + ample...
The price is NZ$298
includes taxes & fees
23 Jun - 24 Jun
Square B+B Quick walk to downtown theatres, restaurants, and shops.
Bradshaw Lofts: The Kensington
The price is NZ$572
includes taxes & fees
2 Jul - 3 Jul
Bradshaw Lofts: The Kensington
Henry House - Lake Suite | An Arrivals Stay
10.0 out of 10, Exceptional, (8)
"Was the best and prettiest room we stayed in years"
The price is NZ$398
includes taxes & fees
24 Jun - 25 Jun
Henry House - Lake Suite | An Arrivals Stay
Debonaire Suites - 201 Downtown, Stratford, Modern Downtown Suite
10.0 out of 10, Exceptional, (14)
"Excellent location, everything was walkable. Incredibly clean, nice set up for a weekend away. Would definitely recommend."
Debonaire Suites - 201 Downtown, Stratford, Modern Downtown Suite
King Suite in Stratford ambassador's Inn Next Door
The price is NZ$416
includes taxes & fees
9 Jun - 10 Jun
King Suite in Stratford ambassador's Inn Next Door
New 4- Bedroom home in quiet neighborhood
3.0 out of 10, (2)
"The house was in a good location for us. Unfortunately the house was not clean at all. The floors were disgustingly dirty and the mats looked like they hadn't been vacuumed in months."
The price is NZ$530
includes taxes & fees
8 Jun - 9 Jun
New 4- Bedroom home in quiet neighborhood
Don't see what you're looking for?
See all available properties in Woodstock
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.

Other types of properties in Woodstock you may be interested in

Days Inn by Wyndham Woodstock
2.0 star property
7.2 out of 10, Good, (1010)
"Very close to many shopping and eating options. Building is a bit outdated but beds comfy and clean"
The price is NZ$120
includes taxes & fees
9 Jun - 10 Jun
Days Inn by Wyndham Woodstock
Holiday Inn Express & Suites Woodstock South, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (625)
"Love this holiday inn, it’s my favourite. "
The price is NZ$206
includes taxes & fees
9 Jun - 10 Jun
Holiday Inn Express & Suites Woodstock South, an IHG Hotel
Best Western Plus Woodstock Inn & Suites
2.5 star property
8.8 out of 10, Excellent, (1002)
"Visiting family wanted to stay at best western so I could have a good rest."
The price is NZ$180
includes taxes & fees
23 Jun - 24 Jun
Best Western Plus Woodstock Inn & Suites
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Woodstock holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Woodstock. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Woodstock. Seeing all the best attractions is bound to make you fall in love with Woodstock. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Woodstock short-term rentals, that won’t be hard to do.

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?

Luxurious and Comfortable Home: This highly rated holiday home rental in Woodstock offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Woodstock?

Choose from 4 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, Woodstock Raceway and Gateway Casinos Woodstock 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.

Recent reviews of Woodstock properties
Expedia verified reviews