Holiday rentals with outdoor seating in Woodstock

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Top-rated rentals with outdoor seating in Woodstock

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Woodstock
4.99 out of 5 average rating, 137 reviews

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!

Top guest favourite
Home in West Paris
4.99 out of 5 average rating, 135 reviews

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.

Top guest favourite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover
4.99 out of 5 average rating, 513 reviews

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.

Top guest favourite
The interior of the yurt features a high, circular ceiling supported by wooden beams. Natural light filters through multiple windows, illuminating a cozy seating area with two chairs and a small table. A pellet stove provides warmth, complemented by a decorative rug on the wooden floor.
Yurt in Woodstock
5 out of 5 average rating, 267 reviews

Luxury Romantic Yurt •Hot Tub •Mt Views •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!

Top guest favourite
The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.
Cottage in Pownal
4.99 out of 5 average rating, 449 reviews

Dreamy Post&Beam Hideaway Near Portland & Freeport

Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Guest favourite
Two Adirondack chairs are positioned on the snowy shore, facing a serene lake framed by tall trees. The still water reflects the surrounding landscape, including snow-capped mountains under a partly cloudy sky. A peaceful winter scene is captured in this outdoor setting.
Cabin in Greenwood
4.94 out of 5 average rating, 270 reviews

Let's Ski! Mins to Slopes, Snow & Fun on the Pond

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*

Guest favourite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.99 out of 5 average rating, 175 reviews

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!

Top guest favourite
A cozy interior features natural wood paneling and beams. Two upholstered chairs are positioned near a large window, allowing light to fill the space. A small bookshelf holds several books, while kitchenware is organized on a nearby shelf. A white stove complements the rustic setting.
Cabin in Bridgton
4.95 out of 5 average rating, 174 reviews

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Guest favourite
A wooden dock extends into a calm lake, flanked by lush greenery and colorful foliage. Two Adirondack chairs are positioned invitingly at the end of the dock, with a brightly colored blanket draped over one. Reflections of clouds and trees are visible on the water's surface.
Cabin in Woodstock
4.96 out of 5 average rating, 163 reviews

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 full sized appliances, dishes, utensils, coffee maker. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Top guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 110 reviews

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!

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 298 reviews

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).

Top guest favourite
A two-story home is set against a backdrop of lush greenery, featuring a spacious driveway in the foreground. A private balcony is visible on the second floor, while the garage doors provide additional functionality. Natural light enhances the inviting exterior.
Flat in Bethel
4.97 out of 5 average rating, 266 reviews

Have you found YOUR Happy Space yet?

Come find YOUR Happy Space in My Happy Place! Set against Egypt Mountain with serene views, nature will nurture your soul as you reconnect with a simpler pace of life and rejuvenate in Your Happy Space. A two bedroom in-law apartment with private entrance, full kitchen, private balcony, queen bed in master full in second bedroom. Enjoy a campfire, stargazing, walk along the private road, fields, or hike the mountain. See "Your property" for booking information.

Popular amenities for outdoor seating rentals in Woodstock

When is the best time to visit Woodstock?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$453 SGD$469 SGD$392 SGD$343 SGD$330 SGD$353 SGD$388 SGD$390 SGD$371 SGD$376 SGD$387 SGD$417 SGD
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Quick stats about holiday rentals with outdoor seating in Woodstock

  • Total holiday rentals

    Explore 50 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Woodstock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodstock rentals

  • 4.9 Average rating

    Woodstock stays are highly rated by guests – averaging 4.9 out of 5!