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Top Holiday Rentals in Woodstock

Luxurious and Comfortable Home

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay. Child friendly and even had a full size crib for our little one! "
The price is £152
includes taxes & fees
17 Jun - 18 Jun
Luxurious and Comfortable Home

The Waldorf - King

9.0 out of 10, Wonderful, (2)
"Very nice apartment, quiet. Had no problem finding parking."
The price is £162
includes taxes & fees
17 Jun - 18 Jun
The Waldorf - King

The Charlotte - King

10.0 out of 10, Exceptional, (1)
"I stayed at the Charlotte for three weeks while in the area for work and it was the perfect crash pad. The apartment was clean and beautifully decorated, the kitchen well equipped, the furniture comfortable, and the shower massive! The location was extremely convenient, with everything you could need walkable within a few blocks (lots of cute shops, delicious restaurants, bakeries, the art gallery, the museum, etc.). The host was very responsive and was able to work with me to move to another...
The price is £142
includes taxes & fees
17 Jun - 18 Jun
The Charlotte - King

Newly renovated cozy studio

8.0 out of 10, Very good, (2)
"We had a great time and really enjoyed our stay with the exception of some of the cleanliness. The bathroom and main floors were littered with black curly hairs and the shower door was not clean. Many of the dishes still had crusted food on them (bowls and silverware). Everything else was clean and our stay was great regardless."
Newly renovated cozy studio

The Penrose Suites

4.0 star property
9.0 out of 10, Wonderful, (2)
"Watch the golfers from your balcony and walk to dinner at the clubhouse, no need to be a golfer"
The price is £143
includes taxes & fees
22 Jun - 23 Jun
The Penrose Suites

Modern loft with rustic character steps to downtown Stratford

10.0 out of 10, Exceptional, (1)
"Exactly like photos, very cute and super close to all shops and restaurants!"
The price is £130
includes taxes & fees
19 Jun - 20 Jun
Modern loft with rustic character steps to downtown Stratford

The Country Nook. A relaxing retreat from the city.

10.0 out of 10, Exceptional, (89)
"We had such a wonderful stay at this beautiful cabin! Everything was thoughtfully prepared and truly exceeded our expectations. From hygiene essentials like cotton buds and floss, to a fully equipped kitchen stocked with basics like oil, salt, and pepper—every detail was considered. The cabin itself is immaculate and instantly felt like a home away from home. Entertainment options were fantastic, with a great selection of board games and even a console to enjoy during downtime. The picnic table...
The price is £150
includes taxes & fees
17 Jun - 18 Jun
The Country Nook. A relaxing retreat from the city.

River Merchant Inn Heintzman Music Suite

9.4 out of 10, Exceptional, (3)
"I rented this suite for 3 friends who were going to be in Stratford to see two performances. I must have missed the part about the steps. The ladies are all older and doing 2 flight with luggage was daunting. When we finally go up to the suite, it was beautifully decorated and had everything they needed. The back bedroom has a king sized bed and the other bedroom a queen sized bed. With 3 single ladies it meant that one slept on the pull out sofa. The beds were very comfortable but the sofa was...
The price is £123
includes taxes & fees
22 Jun - 23 Jun
River Merchant Inn Heintzman Music Suite

Bright and cozy riverfront home in the heart of Canada's Prettiest Little Town!

9.6 out of 10, Exceptional, (10)
"The house was clean, tidy and well equipped. We loved the location as it was an easy walk to the downtown area where there were many restaurants and shops. "
Bright and cozy riverfront home in the heart of Canada's Prettiest Little Town!

This Listing is not yet Live

The price is £292
includes taxes & fees
17 Jun - 18 Jun
This Listing is not yet Live

Nice and convenient room

Nice and convenient room

1960 Mid-Century Modern Nature Retreat

9.0 out of 10, Wonderful, (19)
"I was looking for a woods-y retreat near the city - did not disappoint! It was beautiful. Reno was extremely attentive, went above and beyond. "
1960 Mid-Century Modern Nature Retreat

St. George Suites by Hoco Hotels Collection

4.0 star property
8.4 out of 10, Very good, (78)
"Excellent choice for a group - very comfortable and clean condition."
St. George Suites by Hoco Hotels Collection

Bradshaw Lofts: The Marrakesh

10.0 out of 10, Exceptional, (7)
"A great choice for our weekend away in Stratford. Location was perfect to be able to walk to the theatre and shops. Very comfortable beds and well appointed space. The wine bar on site was also a great place to hang and have a delicious cocktail and quick snack. "
The price is £148
includes taxes & fees
22 Jun - 23 Jun
Bradshaw Lofts: The Marrakesh

Downtown Stratford’s Luxury 2 BDR Suite with Kitchen *BRAND NEW*

10.0 out of 10, Exceptional, (5)
"We really enjoyed our stay in this condo. It was excellent location for walking around downtown and to the theaters. The host was great with communication. We would stay here again!"
Downtown Stratford’s Luxury 2 BDR Suite with Kitchen *BRAND NEW*

Gateway Inn: Cora's Loft

9.4 out of 10, Exceptional, (3)
"Great location! "
The price is £127
includes taxes & fees
22 Jun - 23 Jun
Gateway Inn: Cora's Loft

5 Bedroom Estate | Sleeps17 | 65"TV

The price is £194
includes taxes & fees
17 Jun - 18 Jun
5 Bedroom Estate | Sleeps17 | 65"TV

Whole House 3 BR 2.5 WR Close to Downtown & HW 403

Whole House 3 BR 2.5 WR Close to Downtown & HW 403

Plums Unit 1: Downtown - King

10.0 out of 10, Exceptional, (1)
"Loved everything about it!!!"
The price is £123
includes taxes & fees
23 Jun - 24 Jun
Plums Unit 1: Downtown - King

Modern & Spacious 1908 Home

10.0 out of 10, Exceptional, (12)
"Amazing spacious property in a great location, only five minutes' drive to everything. Great amenities including a fully stocked kitchen. Highly recommend!"
Modern & Spacious 1908 Home
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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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 9 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 Old St. Paul's Anglican Church 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.