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Top Holiday Rentals in Woodstock

Our top choices for Woodstock holiday rentals

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 £450
includes taxes & fees
1 Sept - 2 Sept
Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

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

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

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

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

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

Fully renovated home with lake view, dock & mooring access, kayaks, & deck

9.8 out of 10, Exceptional, (41)
"Very clean, comfortable."
Fully renovated home with lake view, dock & mooring access, kayaks, & deck

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

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. "
Pond And Pine

Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.

10.0 out of 10, Exceptional, (16)
"We stayed here as a group of 9 friends for a ski weekend and this place was absolutely perfect for us. The house was extremely clean and a great size for our group. We loved the hot tub, living room setup and games in the house. Sunday River is only a 12 minute drive from the house. Trevor, the host, was wonderfully communicative and our check-in and check-out processes were very easy. We would absolutely stay here again."
The price is £447
includes taxes & fees
1 Sept - 2 Sept
Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.

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

10.0 out of 10, Exceptional, (5)
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

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

Panoramic Water and Mountains Views with Nature appearing daily. Relax on

10.0 out of 10, Exceptional, (55)
"My kids loved the beach a short walk away, and the shallow water was crystal clear. Because of the location, there really is a view from every window. Kind of small cabin and lot though"
Panoramic Water and Mountains Views with Nature appearing daily. Relax on

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

10.0 out of 10, Exceptional, (132)
"Perfect for multigenerational family vacation"
Private Beach - Indoor/Outdoor Living - 8 Kayaks/Canoes - Multi-Family Getaway

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

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

Lakefront Cottage: Boat Dock, Patio & Kayaks!

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

Cabin in Maine Woods-The Beech

10.0 out of 10, Exceptional, (1)
"I planned this trip for my birthday, and it was absolutely what I was hoping for. The people running the place were beyond kind and helpful, and went out of their way to make sure we were comfortable/happy. The cabin was exactly as portrayed, if not better. "
The price is £106
includes taxes & fees
1 Sept - 2 Sept
Cabin in Maine Woods-The Beech
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, apart-hotels, 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 £106 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 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?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: This holiday home rental outside of Woodstock is located on a river, and has an outdoor pool, a balcony 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. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Woodstock?

Choose from 19 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.