Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Our top choices for Woodstock holiday rentals

Getaway Lakefront Home for Skiing or Summer Enjoyment

10.0 out of 10, Exceptional, (54)
"Great property that accommodates a large group well, Richard was responsive and helpful, no complaints at all. "
Getaway Lakefront Home for Skiing or Summer Enjoyment

Lakefront, Near Sunday River, Steam Rm, Firepit, HUGE Kitchen, LG Fireplace

9.4 out of 10, Exceptional, (46)
"It was overall an amazing stay. Everything was perfect."
Lakefront, Near Sunday River, Steam Rm, Firepit, HUGE Kitchen, LG Fireplace

The Farmhouse at Bryant Pond

10.0 out of 10, Exceptional, (47)
"House is perfect size for a large gathering. Perfectly located near Bryant Pond, with kaiaks available. We all had a lot of fun and a very comfortable stay! Hosts are very responsive and great!"
The Farmhouse at Bryant Pond

Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

10.0 out of 10, Exceptional, (46)
"We absolutely loved staying here. The views are stunning and the hot tub under the stars was perfect after a day of skiing. We had everything we needed and were very comfortable. "
The price is AU$918
includes taxes & fees
2 Sept - 3 Sept
Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

10.0 out of 10, Exceptional, (56)
"This house was a blast - would def stay again"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

8.8 out of 10, Excellent, (40)
"Great views and location if you are looking for a part of Maine not super coastal and touristy."
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

10.0 out of 10, Exceptional, (6)
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (91)
"Great stay, awesome house"
Rediker Retreat- Authentic Riverfront Luxury Log Home

The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

10.0 out of 10, Exceptional, (324)
"Great place!"
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

Charming 3-bedroom with private hot tub, in adorable Waterford, Maine .

10.0 out of 10, Exceptional, (3)
"Check in process was easy and convenient. House was clean and had everything we needed. Hot tub was an added bonus! "
Charming 3-bedroom with private hot tub, in adorable Waterford, Maine .

Pond And Pine

2.0 star property
10.0 out of 10, Exceptional, (2)
"This was a great place to stay especially for couples. The pond is very nice with kayaks and canoes available. A fire pit and hot tub at every cabin. The site manager is great and readily available if needed. Will definitely be going back to pond and pine. "
The price is AU$556
includes taxes & fees
4 Sept - 5 Sept
Pond And Pine

Long Lake, Harrison, Naples, Bridgton, Windham, Sebago Lake

9.4 out of 10, Exceptional, (17)
"Our family thoroughly enjoyed our stay at this wonderful lake house. The sunsets were absolutely stunning, the location on the lake is perfect. We rented a pontoon boat and 2 jet skis and they fit nicely on the dock. We spent time swimming, boating, kayaking and sunsets at the fire pit. The property manager Jill is very responsive and made sure we had everything we needed. We will be back!"
Long Lake, Harrison, Naples, Bridgton, Windham, Sebago Lake

Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (46)
"Really enjoyed the location and charm of the place. It has the rustic feel of a cabin with all the modern amenities for a comfortable stay."
Lakefront home with lovely lake views - one mile from the casino

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

8.2 out of 10, Very good, (17)
"Be sure to lock all your door"
The price is AU$298
includes taxes & fees
8 Sept - 9 Sept
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Cozy log cabin home. 5 minutes to the beach, pet and family friendly home.

2.0 out of 10, (1)
Cozy log cabin home. 5 minutes to the beach, pet and family friendly home.

Private Beach - Indoor/Outdoor Living - 8 Kayaks/Canoes - Multi-Family Getaway

9.8 out of 10, Exceptional, (133)
"Perfect for multigenerational family vacation"
Private Beach - Indoor/Outdoor Living - 8 Kayaks/Canoes - Multi-Family Getaway

WATERFRONT ON LONG LAKE

9.8 out of 10, Exceptional, (10)
"Great place, everything was clean. There is a ton of room, the place is bigger in person. Overall it was a great place for the weekend."
WATERFRONT ON LONG LAKE

Private one half mile on the Sunday River. Spacious home for family gatherings

9.8 out of 10, Exceptional, (71)
"Spotless property with every amenity indoors and outdoors. Close to the incredible mining museum,kayaking,miniature golf and ski slopes. A perfect location in beautiful Bethel,Maine."
Private one half mile on the Sunday River. Spacious home for family gatherings

9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

10.0 out of 10, Exceptional, (30)
"Great place, great location, great amenities, thanks for the great stay!"
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

Lakefront Cottage: Boat Dock, Patio & Kayaks!

3.0 star property
Lakefront Cottage: Boat Dock, Patio & Kayaks!
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

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 favourite 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 depend 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 AU$298 per night. Entering your travel dates in the search wizard might find you 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 in Woodstock close to Mineral Collector, or you can select a more secluded option if you're looking for a relaxing stay.

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

Lakefront, Near Sunday River, Steam Rm, Firepit, HUGE Kitchen, LG Fireplace: This highly rated holiday home rental in Woodstock is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

How many holiday rentals are there in Woodstock?

Choose from 20 Expedia holiday rentals in Woodstock for a memorable holiday.

What can I see and do in Woodstock?

Shagg Pond and Concord Pond are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Mineral Collector. Mt. Abram and Snow Falls are a couple of places you'll find in the wider area.

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 offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for families.