
Holiday rentals in Woodstock
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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 $116 SGD 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!
Top-rated holiday rentals in Woodstock
Guests agree: these stays are highly rated for location, cleanliness and more.

Panoramic Lake-View Retreat | Hot Tub & Game Room
✨ Private Lake-View Cabin | Hot Tub | Near Sunday River & Mt. Abram ✨ 🌲 Secluded lake-view cabin with panoramic mountain scenery 🎿 Minutes from world-class skiing & hiking, Mt. Abram – 7 min Sunday River – 18 mins 💑 Ideal for couples, families, or friends looking to unplug & recharge 🛁 Private hot tub under the stars after skiing or hiking adventures 🪵 Warm up by the fireplace with hot cocoa on snowy nights 🌄 Wake up to peaceful lake and mountain views and crisp alpine air 🦮 Dog friendly

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)

Four Season Western Maine Adventure Base
Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Modern 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.

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

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

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.

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.

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

Mtn Retreat Hot Tub | Waterfalls, Lakes & Trails!

Luxe Spa Escape w/Private Hot Tub, Sauna, Fire Pit

The Round House in Bryant Pond

Chic Greenwood Chalet

Charming Private Lakefront Cottage

The Cloud Cabin

Birch Mountain Cabin| EV Charger-Slps12! HotTub!

Tom’s Cabin on Lake Christopher
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $456 SGD | $458 SGD | $388 SGD | $343 SGD | $332 SGD | $368 SGD | $387 SGD | $392 SGD | $374 SGD | $379 SGD | $388 SGD | $440 SGD |
| 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 house rentals in Woodstock?
Experience the best of Woodstock with our house rentals, starting at about $100 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 chalet rentals in Woodstock have wifi?
Absolutely! We offer over 10 chalet 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 a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Rentals with a firepit Woodstock
- Rentals with outdoor seating Woodstock
- Rentals with a hot tub Woodstock
- Pet-friendly rentals Woodstock
- House rentals Woodstock
- Rentals with lake access Woodstock
- Rentals with a patio Woodstock
- Rentals with a fireplace Woodstock
- Cabin rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Family-friendly rentals Woodstock
- Waterfront rentals Woodstock
- Rentals with a kayak Woodstock
- Sebago Lake
- White Mountain National Forest
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Santa's Village
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Pleasant Mountain Ski Area
- Diana's Baths
- Echo Lake State Park
- Wildcat Mountain
- Crawford Notch State Park
- Bradbury Mountain State Park
- Jackson Xc
- Mt. Abram
- Grafton Notch State Park
- Maine Mineral & Gem Museum
- Sunday River





