Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock
10.0 out of 10, Exceptional, (20)
"We absolutely loved our stay it was everything I wanted and more. We plan on staying again."
United States
Melissa c.
The price is NZ$841
includes taxes & fees
14 Nov - 15 Nov
Stunning Lakefront Escape! Book Your Dream Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock
9.8 out of 10, Exceptional, (74)
"We booked this for our friends to stay here while attending our wedding. The place was gorgeous, immaculate, and gave them plenty to do (including kayaking!) while we got ready for the wedding and took photos!"
United States
Maggie Ata W.
The price is NZ$873
includes taxes & fees
16 Nov - 17 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!

12B-Cozy 3BR Apartment with Koi Pond in Worcester

Millbury
The price is NZ$608
includes taxes & fees
16 Nov - 17 Nov
12B-Cozy 3BR Apartment with Koi Pond in Worcester

Trainmaster's Inn - Caboose

Palmer
9.6 out of 10, Exceptional, (8)
"This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! "
United States
Lisa B.
The price is NZ$584
includes taxes & fees
18 Nov - 19 Nov
Trainmaster's Inn - Caboose

The Tree House at Underhill Hollow

Thompson
9.4 out of 10, Exceptional, (33)
"We enjoyed Underhill Hollow, beautiful spot with whimsy & hospitality."
United States
amy m.
The price is NZ$305
includes taxes & fees
16 Nov - 17 Nov
The Tree House at Underhill Hollow

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford
9.8 out of 10, Exceptional, (29)
"I couldn't believe how prepared the house was in every way. I was very pleased with all the supplies and amenities available. The sun sets over the water hope to be back there again.!!"
United States
Paul B.
The price is NZ$546
includes taxes & fees
17 Nov - 18 Nov
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Willington
9.8 out of 10, Exceptional, (10)
"My husband, two teen daughters, and myself stayed here for a night on our way to visit UConn. It was very comfortable and cozy… a home away from home. Love the electric fireplaces as they add ambience and relaxation. Would recommend!"
United States
GIOVANNA S.
The price is NZ$455
includes taxes & fees
15 Nov - 16 Nov
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Coventry Lake
8.8 out of 10, Excellent, (48)
"Perfect for everything we needed. Cute and cozy, and 12 miles from our son’s home. Our granddaughter stayed over one of the nights and loved having her own space (she is 4). We Will definitely stay again. "
United States
Julie D.
The price is NZ$494
includes taxes & fees
20 Nov - 21 Nov
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Treehouse - Countryside - Farm Animals - Fire Pit

Willington
9.4 out of 10, Exceptional, (28)
"Great place for a get away!"
United States
Reeshemah N.
The price is NZ$450
includes taxes & fees
16 Nov - 17 Nov
Treehouse - Countryside - Farm Animals - Fire Pit

Wizard's Roost at Underhill Hollow

North Grosvenordale
9.6 out of 10, Exceptional, (20)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is NZ$277
includes taxes & fees
23 Nov - 24 Nov
Wizard's Roost at Underhill Hollow

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Windham
9.8 out of 10, Exceptional, (7)
"It was a pleasure staying here . The owner was always available. The house was updated and felt like home "
United States
MIchelle T.
The price is NZ$959
includes taxes & fees
17 Nov - 18 Nov
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

SteamPunk Bunk House and Intergalactic Way Station

Thompson
10.0 out of 10, Exceptional, (14)
"The Steampunk house was delightful. A new surprise in every cabinet and room. Accommodations were very comfortable. A couple of suggestions - improve the internet access and TV options. More dishes. But otherwise wonderful."
United States
Michelle J.
The price is NZ$295
includes taxes & fees
21 Nov - 22 Nov
SteamPunk Bunk House and Intergalactic Way Station

Dove Cabin up in the Trees

Holland
9.8 out of 10, Exceptional, (27)
"Great little getaway - Owners are very friendly and accommodating "
United States
Sharon S.
The price is NZ$455
includes taxes & fees
14 Nov - 15 Nov
Dove Cabin up in the Trees

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Coventry Lake
9.8 out of 10, Exceptional, (34)
"The WiFi in the house was excellent. I was able to hold a Zoom meeting there. My husband and I chose the house because we love to swim. We did not expect that plants would be growing in the water, but we got used to walking and swimming through plants in shallow water to reach deeper water."
United States
Astrid L.
The price is NZ$494
includes taxes & fees
20 Nov - 21 Nov
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Charming 2-bedroom apartment in welcoming Putnam

Putnam
9.0 out of 10, Wonderful, (2)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is NZ$305
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom apartment in welcoming Putnam

Spacious, unique barn with beautiful views.

Hampton
10.0 out of 10, Exceptional, (2)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is NZ$467
includes taxes & fees
20 Nov - 21 Nov
Spacious, unique barn with beautiful views.

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Ashford
9.0 out of 10, Wonderful, (24)
"Had a good time"
United States
william c.
The price is NZ$544
includes taxes & fees
16 Nov - 17 Nov
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Coventry Lake
9.6 out of 10, Exceptional, (38)
"The property is great and has everything you need!"
United States
Adam L.
The price is NZ$609
includes taxes & fees
9 Dec - 10 Dec
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

2.0 star property
Webster
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is NZ$734
includes taxes & fees
24 Nov - 25 Nov
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester
9.0 out of 10, Wonderful, (18)
"We booked this property to stay with our adult children while visiting family nearby. The house was clean, tastefully decorated, and well maintained. It was an excellent choice for six adults to stay together!"
United States
Susi K.
The price is NZ$732
includes taxes & fees
24 Nov - 25 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom
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 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, 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 NZ$277 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 a holiday rental 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. Woodstock is known for its festivals and wineries. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Woodstock has to offer?

Secluded 2-Acre Lakefront Home! Book Your Getaway!: This highly rated holiday home rental in Woodstock is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate Stunning Lakefront Escape! Book Your Dream Getaway! as a favourite home for rent in Woodstock.

How many holiday rentals are there in Woodstock?

Expedia has 8 holiday rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Black Pond and Woodstock Town Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Woodstock Golf Course and Taylor Brooke Winery.

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 feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for families.