
Holiday houses in Woodstock
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Quick stats about holiday rentals in Woodstock

Total holiday rentals
Explore 100 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $173 NZD per night before taxes and fees

Verified guest reviews
Over 4,910 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!
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 Cabin with 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- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake
Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

One of a kind Lakefront home near Sunday river
Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.

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

Lake Views: Chef's Kitchen, Wood Stove, 20 min Ski
Welcome to your stylish lakeside retreat! This newly built home is perfect for the whole family or large groups. Set up your ski basecamp just 20-minutes from Sunday River and 10 minutes from Mt. Abram. Gather for stunning apres-ski views of Lake Christopher and the mountains while enjoying the wood stove's warmth. Hosting is effortless with a full Chef's Kitchen, equipped with Viking and Bosch appliances. The dedicated second-floor TV room offers a fantastic additional space for your group.

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.

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 fire, Birdsong Yurt is your perfect mountain escape. Book your unforgettable experience today! •Full Kitchen/Bathroom •WiFi/AC

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. 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*

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!

LuxuryTreehouse w/ Hot Tub Near Sunday River
Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Lakefront summer getaway for 6
Restored lakefront home on Main Street with a private dock, canoes, and kayaks steps from your door. Summer means paddling, swimming, and evenings on the lake. Winter means ice skating in the front yard and skiing at Mt. Abrams (5 min) or Sunday River (20 min). Custom kitchen, cozy modern finishes, smart TV, and fast WiFi. One of Bethel/Greenwood's most charming addresses — book before it's gone. Summer will sell out. We newly allow pets!
Popular amenities for Woodstock holiday rentals
Other great holiday rentals in Woodstock

Wolf Moon - Beautiful home with gorgeous views

Alpine Edge

Mtn Retreat Hot Tub | Waterfalls, Lakes & Hikes

BryantPond Cabin Getaway|HotTub|Views|Dog Friendly

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

The Round House in Bryant Pond

Panoramic Lake-View Retreat | Hot Tub & Game Room

Charming Private Lakefront Cottage
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $610 NZD | $612 NZD | $518 NZD | $458 NZD | $444 NZD | $492 NZD | $517 NZD | $524 NZD | $499 NZD | $506 NZD | $518 NZD | $587 NZD |
| 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
What are the best places to stay in Woodstock?
Stays in Woodstock are often centered around cozy cabins, lakeside homes, and rentals with mountain views. Properties near Bryant Pond and rural areas are frequently suggested for a peaceful retreat.
What are the best things to do in Woodstock with kids?
Families enjoy lakeside activities at Bryant Pond, hiking local trails, and visiting small community parks. Seasonal nature programs and outdoor adventures are often recommended for kids.
What are some of the best things to do in Woodstock?
Explore scenic lakes like Bryant Pond, hike trails around Mount Pisgah, and join local community events. Boating, fishing, and experiencing the area’s outdoor beauty are frequently suggested.
How is the weather in Woodstock?
Winters in Woodstock are cold, with temperatures around 2–32°F (-16–0°C), while summers bring highs near 75–80°F (24–27°C) and moderate rainfall. Prepare for variable conditions, as spring and fall can be cool and rainy.
When is the best time to visit Woodstock?
Late spring through early autumn is often recommended for milder weather and outdoor festivals. Autumn brings vibrant foliage, while winter has opportunities for snow activities in rural areas.
What are the best places to visit in Woodstock?
Bryant Pond is often recommended for its lakeside charm, while Mount Pisgah draws visitors for scenic hikes. The village center has local shops and gathering spaces rooted in Woodstock’s culture.
What are some hiking trails in Woodstock?
Mount Pisgah is a frequently suggested hike with scenic views, and local trails wind around Bryant Pond and forested areas. Many paths are suitable for families looking for gentle walks.
What are some family activities we can do in Woodstock?
Families can explore lakeside beaches, paddle or kayak near Bryant Pond, and join nature-themed programs. Community parks and hiking trails are also popular for group outings.
What are some of the best day trip ideas from Woodstock?
Day trips often include exploring nearby mountain trails, visiting local farms, or enjoying lakes in the surrounding region. Guests frequently suggest venturing to small towns for crafts, seasonal markets, and nature experiences.
Are there any pet friendly accommodations available in Woodstock?
Woodstock has a range of vacation rentals that welcome pets, especially cabins and homes near forested areas. Many listings specify pet-friendly amenities, so travelers can enjoy outdoor adventures with their companions.
What are some local tips for visiting Woodstock?
Locals recommend connecting with community events, exploring outdoor spaces early in the day, and trying regional produce from markets. Bringing bug spray and layered clothing is suggested for both summer and fall.
What is Woodstock known for?
Woodstock is known for its scenic lakes, outdoor recreation, and vibrant seasonal community events. The area has a history of rural traditions and locally rooted culture.
What are the best hidden gems to explore in Woodstock?
Woodstock has quiet forest trails, small nature preserves, and locally owned shops around the village. Some travelers enjoy peaceful spots by lesser-known ponds and community gardens.
What are the best foods to try in Woodstock?
Woodstock’s dining features locally rooted flavors such as Maine blueberries, maple syrup, and traditional country breakfasts. Small restaurants often highlight homemade baked goods and regional produce.
What should I bring for a trip to Woodstock?
Pack for changing weather with layers, waterproof outerwear, and sturdy shoes for hiking. In warmer months, bring swimwear, sun protection, and insect repellent for lakeside and outdoor activities.
What is the nightlife in Woodstock like?
Woodstock has a quiet, laid-back nightlife with local taverns and community gathering spots. Guests often find live music events and casual venues around the village center, especially on weekends.
What are the most popular events or festivals in Woodstock?
Seasonal festivals are frequently suggested, including autumn harvest celebrations and summer fairs around Bryant Pond. Local events often feature crafts, music, and community gatherings, especially in late summer and early fall.
Are there family friendly vacation rentals in Woodstock?
Many vacation rentals in Woodstock are oriented toward families, offering amenities like outdoor spaces, lakeside access, and board games. Rural homes and cabins are often recommended for group stays.
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- Rentals with outdoor seating Woodstock
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- House rentals Woodstock
- Rentals with lake access Woodstock
- Rentals with a patio Woodstock
- Cabin rentals Woodstock
- Rentals with a fireplace Woodstock
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- Family-friendly rentals Woodstock
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- Sebago Lake
- White Mountain National Forest
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Santa's Village
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Saddleback Ski Mountain Maine
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Diana's Baths
- Echo Lake State Park
- Crawford Notch State Park
- Attitash Mountain Resort
- Bradbury Mountain State Park
- Wildcat Mountain
- Jackson Xc
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Sunday River





