Woodstock holiday rentals

We found 403 holiday rentals — enter your dates for availability
Discover a selection of 22 homes and other holiday rentals in Woodstock that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include parking and a fireplace. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Woodstock

Showing deals for:27 Nov - 4 Dec

Living area
Private kitchen
Outdoor dining
Interior
Exceptional
(52 reviews)

Comfortable four season Chalet minutes to all amenities

Bethel

7% off
S$2,578
for 7 nights, 1 chalet
S$368 per night
includes taxes & fees
Comfortable four season Chalet minutes to all amenities
Kitchen
Living area
Exterior
Living area
Exceptional
(32 reviews)

Authentic Log Home -Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

Greenwood

16% off
S$3,711
for 7 nights, 1 chalet
S$530 per night
includes taxes & fees
Authentic Log Home -Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River
Dinner is served! Extra seating and table leaves available.
The Great Room open to a large dining area and den, also connected to kitchen
Open space for meals and relaxing next to the kitchen
More views from the porch
Exceptional
(36 reviews)

Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome

Bethel

8% off
S$8,483
for 7 nights, 1 cabin
S$1,212 per night
includes taxes & fees
Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome
Room for the whole family on the porch. A great place to hang out if it rains.
Pathway straight to water's edge.
Camp Mollocket welcomes you.
Lots of room for relaxing around the fire pit
Exceptional
(54 reviews)

Classic Maine Wilderness Lodge Right on Shagg Pond - 10% off remaining dates

Bryant Pond

23% off
S$3,401
for 7 nights, 1 room
S$486 per night
includes taxes & fees
Classic Maine Wilderness Lodge Right on Shagg Pond - 10% off remaining dates
Exterior
Property grounds
Property grounds
Room
Exceptional
(17 reviews)

Fall Foliage in the Treetops! Awesome 5-Star Luxury Treehouse in the Mountains

Rumford

25% off
S$4,068
for 7 nights, 1 cabin
S$581 per night
includes taxes & fees
Fall Foliage in the Treetops! Awesome 5-Star Luxury Treehouse in the Mountains
Open Kitchen dining, family room
Private rear yard
Dining area into kitchen
Front from road with ample parking
Exceptional
(44 reviews)

Beautiful Bethel Home, Sunday River, Sleeps 12

Bethel

15% off
S$4,281
for 7 nights, 1 home
S$612 per night
includes taxes & fees
Beautiful Bethel Home, Sunday River, Sleeps 12
Living area
Trout in the pond !  NO fishing but you can feed them ! (trout food)
Living area
Exceptional
(24 reviews)

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)

Bethel

7% off
S$2,362
for 7 nights, 1 cottage
S$337 per night
includes taxes & fees
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)
Dining
Exterior
Room
Interior
Exceptional
(25 reviews)

Skiing, snowshoeing, snowmobile/ATV trails, hunting, hiking and kayaking

Rumford

8% off
S$2,634
for 7 nights, 1 home
S$376 per night
includes taxes & fees
Skiing, snowshoeing, snowmobile/ATV trails, hunting, hiking and kayaking
The kitchen comes fully equipped with everything you need to make homemade meals
The living room is the heart of the home with its cozy sofas and open layout
The private, three level cabin offers everything you need to enjoy your stay!
Living area
Exceptional
(16 reviews)

Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River

Bethel

11% off
S$3,293
for 7 nights, 1 cabin
S$470 per night
includes taxes & fees
Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River
Open concept with lots of gathering places
Indoor heated salt water pool year round, doors open to outside in summer
Dining
Hue color changing lighting. Set the Scene!
Exceptional
(76 reviews)

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

Hanover

12% off
S$10,400
for 7 nights, 1 home
S$1,486 per night
includes taxes & fees
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
Log home interior with a great room, open floor plan.
House is very private and just steps from water's edge.
Room
Log Home overlooking frozen pond.
Exceptional
(149 reviews)

Waterfront Log Home on Quiet Lake - 25 Minutes -Sunday River Ski

Waterford

7% off
S$2,775
for 7 nights, 1 home
S$396 per night
includes taxes & fees
Waterfront Log Home on Quiet Lake - 25 Minutes -Sunday River Ski
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Woodstock getaway

Learn about the unique charm of Woodstock with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Woodstock

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Woodstock has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mt. Abram (5.5 mi / 8.9 km)
  • Black Mountain (12.2 mi / 19.7 km)
  • Sunday River (14.4 mi / 23.1 km)
  • Sunday River Golf Club (15.4 mi / 24.8 km)
  • Mineral Collector (3 mi / 4.8 km)
  • Spruce Mountain Jay (20.1 mi / 32.4 km)

Exploring the natural landscape of Woodstock

Whether you're looking for adventure or just want to appreciate the scenery, Woodstock is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Shagg Pond (3.7 mi / 5.9 km)
  • Worthley Pond (10.8 mi / 17.4 km)
  • Pennesseewassee lake (11.7 mi / 18.9 km)
  • Sunday River (12.6 mi / 20.2 km)
  • Sugarloaf (13.3 mi / 21.4 km)
  • Kezar Lake (19.3 mi / 31.1 km)

Transport to and around Woodstock

The nearest airport is in Auburn, ME (LEW-Auburn - Lewiston Municipal), located 28.8 mi (46.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Fryeburg, ME (FRY-Eastern Slopes Regional), which is 33.3 mi (53.6 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Woodstock?
Houses are the most popular kind of holiday rental in Woodstock, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in loads of shapes and sizes. Browse our options to find your perfect fit.
How much does it cost to rent a holiday rental in Woodstock?
Property type, length of stay and time of year are some of the things that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect escape. From cosy country cottages to plush villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Woodstock?
Prices for beach houses in Woodstock can vary depending on the style and size of the property and time of year you're travelling. Just enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use our filter tool to tailor your search by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday rentals in Woodstock?
Yes. Pick from 30 holiday homes that roll out the welcome mat in Woodstock on Vrbo. Our furry friends need a break too, so simply use our search function for pet-friendly holiday rentals to find a property where your pooch can get in on the family fun.
Can I rent a house with a pool in Woodstock?
Add an extra element of fun to your adventure by booking your crew into one of the two houses with a private pool in Woodstock. Use our search filter to find properties with pools on Vrbo, then spend your days splashing and playing in a swimming pool that's just for you.
What are popular rental amenities in Woodstock?
A sauna, a fireplace and a chef are rated the most popular rental amenities in Woodstock. Whether you're travelling on your own, with your spouse or a group of family members, Vrbo will help you find a holiday rental that matches your style with a load of extras you'll love.
Are there large group holiday rentals in Woodstock?
Woodstock has 11 holiday rentals that can cater to 10 or more people. These stays come with all the space you need to enjoy good times with your favourite people.
Are there holiday rentals in Woodstock that welcome kids?
Bring the whole family together for an unforgettable adventure in Woodstock at one of our 30 family-friendly properties. These stays feature conveniences that are suitable for getaways with youngsters, including kitchens, extra bedrooms and pools. Just click on the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Woodstock?
There's no room for boredom during your Woodstock holiday with these family-friendly attractions to explore:
  • Shagg Pond
  • Concord Pond
Can I find two-bedroom holiday rentals in Woodstock?
Woodstock has seven two-bedroom holiday rentals for you to select from. Book a holiday home with all the privacy and comfort you want at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Woodstock?
You'll have a choice of six holiday rentals with WiFi in Woodstock. If you want to disconnect from the world while on holiday, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Woodstock?
Woodstock has 10 holiday rentals where you can relax and recharge in air-conditioned comfort. To book a property on Vrbo offering this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Woodstock?
It's a good idea to check with the Woodstock holiday home you're considering on Vrbo as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a holiday rental in Woodstock for?
How long you can book a holiday rental in Woodstock is up to the property. Simply enter your selected dates to view a list of options offering extended stays. With plenty of amenities such as air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in Woodstock.

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