
Holiday houses in Woodstock
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Top-rated holiday rentals in Woodstock
Guests agree: these stays are highly rated for location, cleanliness and more.

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s
Welcome to the Mad Moose Lodge! Year-round adventures begin at this 2-bed, 2.5-bath Stoneham chalet. This vacation rental provides incredible fall foliage views and easy access to mountains and lakes! Close by to cross-country skiing and snowshoeing in the winter and hiking, mountain biking, boating and swimming in the summer there are endless options of outdoor enjoyment. Enjoy stunning sunsets over the mountains from the comfort of the couch, or while enjoying a game of pool in the game room!

Cabin retreat just steps from adventure
Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi
Escape to Birdsong Yurt, a romantic and luxurious retreat nestled in the mountains of Maine. Enjoy beautiful mountain views, serene privacy on 2 acres, and a cozy yurt experience you won’t forget. Perfect for couples, friends, or small families seeking a magical getaway. Whether sipping wine under the stars, relaxing sunsets in the hot tub, or cozying up by the fireplace, Birdsong Yurt is your perfect mountain escape. Book your unforgettable experience today! •Full Kitchen/Bathroom •WiFi/AC

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
Family-friendly Chalet-Style cabin on three acres. Minutes away from world class skiing and across the street from Glover's Marsh Wildlife Sanctuary and beautiful North Pond, with lake access minutes away. Kayaks available for rent during summer months! Updated recently with upgrades including luxurious Egyptian cotton sheets, memory foam mattress toppers, & plush down alternative comforters. Hot Tub with Pavilion next to new stone firepit! Come relax and enjoy the beautiful Maine landscape!

Secluded home-Upper Unit, Hot Tub & Pond Access
Do you want to truly get away and have no neighbors in sight? I want to welcome you to our secluded chalet in the woods. The chalet has everything you need for a restful and luxurious stay near Bethel and the beautiful surrounding area. We are located across the street from Round Pond and have access to some of Maine's best uncrowded fishing spots. Hiking abounds in the surrounding mountains along with the beautiful town of Bethel nearby. Also Mt. Abram is only a 5 minute car ride away.

Private Lakefront Cabin in Woods near Sunday River
Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Kayak, swim & fish in pristine lake in Summer. Skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private, quiet remote workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Winter at Camp Wigwam! Lake cottage on North Pond. Skate, hike, enjoy the firepit in the snow. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the Wii, 100+ DVDs' and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Sunday River | Mt Views | Dog Fndly | 20% Off 3+
Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!
Popular amenities for Woodstock holiday rentals
Other great holiday rentals in Woodstock

Wolf Moon - Beautiful home with gorgeous views

Mtn Retreat Hot Tub | Waterfalls, Lakes & Trails

Jackson Winter Wonderland - Wildcat/Attitash

Romantic Escape w/Private Hot Tub, Sauna, Fire Pit

Chic Greenwood Chalet

Luxury Mountain Stay-Hot Tub, Views, Sunday River

Award-Winning Retreat | Hot Tub+Swim Pond+Firepits

Tom’s Cabin on Lake Christopher
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $493 AUD | $495 AUD | $419 AUD | $370 AUD | $359 AUD | $398 AUD | $418 AUD | $423 AUD | $404 AUD | $409 AUD | $419 AUD | $475 AUD |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Woodstock?
Four-legged friends are welcome in Woodstock. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Woodstock?
Yes! Work meets play with ease at over 40 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Woodstock?
Woodstock has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Woodstock?
Experience the best of Woodstock with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Woodstock have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Woodstock have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Woodstock have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Woodstock. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Woodstock?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 20 homes with air conditioning, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Woodstock

Total holiday rentals
Explore 90 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $126 AUD per night before taxes and fees

Verified guest reviews
Over 4,730 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Woodstock holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a kayak Woodstock
- Rentals with outdoor seating Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a hot tub Woodstock
- Rentals with lake access Woodstock
- Rentals with a fire pit Woodstock
- Rentals with a washing machine and dryer Woodstock
- Waterfront rentals Woodstock
- Family-friendly rentals Woodstock
- Rentals with a patio Woodstock
- Cabin rentals Woodstock
- House rentals Woodstock
- Rentals with a fireplace Woodstock
- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Attitash Mountain Resort
- Saddleback Ski Mountain Maine
- Omni Mount Washington Resort
- King Pine Ski Area
- Cranmore Mountain Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Diana's Baths
- Echo Lake State Park
- Bradbury Mountain State Park
- Wildcat Mountain
- Santa's Village
- Jackson Xc
- Mt. Abram
- Grafton Notch State Park
- Black Mountain of Maine
- Crawford Notch State Park
- Maine Mineral & Gem Museum





