
Holiday rentals 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, Woodstove
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!

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!

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

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

Abundant Light - Upper Unit - 2-Bdrm with Hot Tub
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.

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!

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Treehouse With Hot Tub Close to Sunday River!
This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Ski, Swim, Hike, Bike, Repeat!
Come to a cozy mtn getaway (private separate entrance apt within the host's home) nestled in the foothills of the Mahoosuc Range with a view of the White Mtns. In winter, enjoy the hot tub aprés ski, and in warm months enjoy the shaded patio or the apt's naturally cool interior. Outdoor & dining destinations are within as few as ten minutes. Since there is no traditional oven or stove, guests are welcome to safely use their own portable grill on the patio.
Popular amenities for Woodstock holiday rentals
Other great holiday rentals in Woodstock

Unbeatable Views & Privacy at Blank Slate Farm

Wolf Moon - Beautiful home with gorgeous views

5br/2ba Lake & Ski House w/ Waterfront & Hot Tub

Spacious Lakeside Comfort - Fall/Winter Wonderland

Summer Retreat w/Hot Tub, Sauna, Fire Pit

Cozy Modern Mountain Cabin~

Woodstock Condo with a view

Mountain House near Swimming, Hiking & Kayaking
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £261 | £270 | £226 | £196 | £190 | £211 | £221 | £224 | £214 | £217 | £222 | £252 |
| 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 vacation rentals in Woodstock?
Woodstock has more than 90 family-friendly stays. 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 cabin rentals in Woodstock have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodstock have wifi?
Absolutely! We offer over 40 house 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 Cabin Rentals in Woodstock?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a bbq area, over 10 homes with wifi, 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 £67 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Woodstock holiday rentals include wifi 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
- House rentals Woodstock
- Rentals with a patio Woodstock
- Rentals with outdoor seating Woodstock
- Rentals with a hot tub Woodstock
- Rentals with lake access Woodstock
- Family-friendly rentals Woodstock
- Pet-friendly rentals Woodstock
- Waterfront rentals Woodstock
- Cabin rentals Woodstock
- Rentals with a fireplace Woodstock
- Rentals with a firepit Woodstock
- Rentals with a washing machine and dryer Woodstock
- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- King Pine Ski Area
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- Diana's Baths
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wildcat Mountain
- Santa's Village
- Bradbury Mountain State Park
- Echo Lake State Park
- Mt. Abram
- Grafton Notch State Park
- Jackson Xc
- Sunday River
- Maine Mineral & Gem Museum
- Pineland Farms
- Crawford Notch State Park




