Woodstock Vacation Rentals

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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 round table with two chairs and a vase of flowers on a wooden deck with a view of the sea.

1. Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is CA $95
CA $112 total
includes taxes & fees
Nov 13 - Nov 14
Firefly cottage with Ocean view
A bedroom with a bed, a dresser, a mirror, and a fan.

2. Muris Light Sanctuary

Muris Light Sanctuary
Savanalamar
10.0 out of 10, Exceptional, (1 review)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is CA $49
CA $165 total
includes taxes & fees
Nov 9 - Nov 10
Muris Light Sanctuary
A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

3. Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
The price is CA $89
CA $106 total
includes taxes & fees
Nov 15 - Nov 16
Dragon fly Cottage
A cozy cabin interior with a wooden floor, a sofa with bird patterns, a guitar, a dining table with a chair, and framed pictures on the walls.

4. The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is CA $71
CA $88 total
includes taxes & fees
Nov 13 - Nov 14
The Artist cabin is a mountain cabin overlooking the sea and coastline
A bedroom with a bed, a window with curtains, a wall-mounted clock, and a small shelf with decorative items.

5. Modern 1BR Apartment with AC, WiFi & Free Parking in Santa Cruz

Modern 1BR Apartment with AC, WiFi & Free Parking in Santa Cruz
Santa cruz
The price is CA $120
CA $137 total
includes taxes & fees
Nov 9 - Nov 10
Modern 1BR Apartment with AC, WiFi & Free Parking in Santa Cruz
A large, two-story house with a garage, surrounded by a well-maintained lawn and palm trees.

6. Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
Newmarket
The price is CA $494
CA $609 total
includes taxes & fees
Nov 10 - Nov 11
Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
A row of two-story buildings with balconies, parked cars, and a clear sky.

7. Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Savanna la Mar
The price is CA $127
CA $177 total
includes taxes & fees
Nov 9 - Nov 10
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
A bedroom with a four-poster bed, a white dresser, and a view of the outside through large windows.

8. Cozy 3-bedroom house in serene Santa Cruz with AC

Cozy 3-bedroom house in serene Santa Cruz with AC
Santa Cruz
The price is CA $226
CA $243 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 3-bedroom house in serene Santa Cruz with AC
A living room with two sofas, a coffee table, and a kitchen area visible through an open door.

9. Perfect 2-bedroom house in Bethany Dist, St. Elizabeth for your hide-away stay.

Perfect 2-bedroom house in Bethany Dist, St. Elizabeth for your hide-away stay.
Watchwell P.O.
10.0 out of 10, Exceptional, (1 review)
"Everything about this property was perfect! It’s super clean, located in a quiet neighborhood, and the host was incredibly helpful and always easy to reach. Best place I’ve stayed at by far!"
United States
Chantaye K.
The price is CA $153
CA $212 total
includes taxes & fees
Nov 16 - Nov 17
Perfect 2-bedroom house in Bethany Dist, St. Elizabeth for your hide-away stay.
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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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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodstock vacation rentals we have selected for you start as low as CA $49 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 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.

Frequently Asked Questions

Are there vacation rentals in Woodstock?

Yes, we offer vacation rentals near well known attractions in Woodstock, or you can go with a secluded option if you're looking for relaxation.

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

Firefly cottage with Ocean view: This vacation home rental near Woodstock is located in the mountains and has a balcony, a garden, and WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Woodstock?

With 64 Expedia vacation rentals, you're sure to find just the right place for your Woodstock stay.

What can I see and do in Woodstock?

While you're exploring the area, YS Falls and Bluefields Bay are a couple of picturesque spots to get outside and enjoy nature. Appleton Estate and Floyd's Pelican Bar are a couple of places you'll find in the larger area.

What are vacation rentals like in Woodstock?

Vacation rentals are private properties you can reserve for a couple days or more in Woodstock. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.