
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.

Fireplace • <10 Min to Mt • Walk to Town
Welcome to Barn on Pleasant charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well-maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mt for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

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!

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.

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak
Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $89.

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.

Cozy Romantic Lux Yurt/ Hot Tub/ Mt View /AC/WiFi
Birdsong yurt is a truly unique and special lodging experience you won’t forget. An ideal couple’s getaway or perfect place for friends and family to relax and connect with loved ones. Located on two private acres of land surrounded by trees, you will feel close to nature while still having the comforts of modern conveniences. The deck is the perfect place to enjoy the Mountain View, watch the sunsets and stargaze with a glass of wine by the gas fireplace! Relax in the Hot Tub to end the day!

Private Cabin in woods on lake 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 full sized appliances, dishes, utensils, coffee maker. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Private Apartment in the Foothills! A Gem!
One mile from Route 26! Charming apartment with private locked entrance and separate driveway attached to historic 1880s farmhouse in the foothills of Western Maine. Clean and cozy, it has one bedroom with a queen bed and two sofa sleepers which make it a great spot for a couple or a family of four. We're only fifteen minutes to Mt. Abram and 30 minutes to Sunday River. There's easy-access to snowmobile trails and Moose Pond right across the road. Oxford Casino is 30 minutes south.

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).

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

The Burrow at Patch Mountain
Surrounded by nature, this is a perfect getaway for anyone seeking an active outdoor adventure or a quiet restful retreat. The Burrow is a small studio cottage, set between two other buildings, on a wooded 4.2 acre property. It’s a cozy space with a full kitchen, views of the river and abundant natural light. It has its own sunny patio for eating and shares a fire ring, sitting area and driveway with my other AirBnB- The Haven at Patch Mountain.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.
Popular amenities for Woodstock holiday rentals
Other great holiday rentals in Woodstock

The Maine Frame: Modern A-Frame Cabin | Freeport

Nordic House | Glamping Cabin w private Hot Tub

Cozy Lake & Mountain View w/ Hot Tub + Fire Pit

On Lake Christopher, Close to Sunday River

Loon Lodge : Spacious Lakeside Suite

Grump's Riverbend Retreat- ski, ride, unwind.

Charming Private Lakefront Cottage

Spacious Bike/Golf/Ski Condo in Mt. Abram Village
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $453 SGD | $469 SGD | $392 SGD | $340 SGD | $330 SGD | $366 SGD | $384 SGD | $389 SGD | $371 SGD | $385 SGD | $385 SGD | $429 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 40 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.
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.
Are there family-friendly cabin rentals in Woodstock?
Woodstock has more than 10 family-friendly cabin rentals. 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 house rentals in Woodstock have wifi?
Absolutely! We offer over 50 house rentals with wifi in Woodstock. Enjoy a tailored experience with all the comforts you desire.
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.
What are the most popular amenities for House Rentals in Woodstock?
Enhance your stay in our House Rentals with the most popular amenities: over 50 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 100 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 4,220 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 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 patio Woodstock
- House rentals Woodstock
- Rentals with outdoor seating Woodstock
- Family-friendly rentals Woodstock
- Rentals with lake access Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a firepit Woodstock
- Cabin rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Rentals with a kayak Woodstock
- Rentals with a hot tub Woodstock
- Rentals with a fireplace Woodstock
- Waterfront rentals Woodstock
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Belgrade Lakes Golf Club
- Wolfe's Neck Woods State Park
- Black Mountain of Maine
- White Lake State Park
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Sunday River Golf Club
- Fox Ridge Golf Club
- Wildcat Mountain
- Bradbury Mountain State Park
- Brunswick Golf Club
- Sugarloaf Golf Club
- Titcomb Mountain
- Purity Spring Resort
- Lost Valley Ski Area
- Echo Lake State Park




