Woodstock vacation rentals

4.91 out of 5 average rating, 85 reviews

Cottage in Windham

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

4.94 out of 5 average rating, 169 reviews

A private outdoor deck features a red Adirondack chair overlooking expansive green landscapes and distant mountain views. Soft lighting is provided by lanterns hanging from a sturdy wooden pergola, creating a peaceful setting for relaxation in nature.

Condo in Intervale

Upscale retreat w/ panoramic White Mountain views

• 2 BR, 2 bath condo, w/ new AC • Majestic Mt. Washington to Attitash views • Peaceful mountaintop setting with spectacular sunsets • 2 miles to Storyland • Close to Jackson and North Conway, hiking, shopping and restaurants • Clean and bright, with comfortable furniture and Tempur-Pedic beds • 300 Mbps mesh Wi-Fi with streaming • Remote work friendly w/ monitor • Outdoor deck and grill • Pack ‘N Play, infant/toddler booster seat • Access to Linderhof pool, clubhouse and playground

5 out of 5 average rating, 18 reviews

A charming log cabin is set against a backdrop of lush green trees and a serene lakeside. The cabin features large windows that reflect the natural surroundings, while smooth stones line the shore of the calm water, inviting tranquility.

Cabin in Fryeburg

The Bellemark | Lakefront Cabin + Amazing Views!

Welcome to The Bellemark Lakehouse! Our Lakefront Log cabin located in Fryeburg Maine, is the perfect spot to relax and escape the busy world. Located only minutes from Pleasant mountain and downtown Fryeburg, it is the perfect jumping off point for any season. Our open concept living area/kitchen caters perfectly for gathering after a long day on the lake or slopes. Light a fire, sit back & enjoy the breathtaking views of the mountains and lakes in the winter or hang on the porch in the summer!

A welcoming cabin is situated down a gravel driveway surrounded by tall trees. Warm light spills from the windows, creating a cozy ambiance as dusk settles. A lantern beside the pathway adds a gentle glow, inviting guests toward the entrance.

4.83 out of 5 average rating, 114 reviews

A Large Vacation Home with hot tub, game room +

My place is close to family-friendly activities, skiing, snowboarding, golf, shopping, hiking, restaurants, night life, shoe shoeing, ice skating, sleigh rides, tubing, Saco River tubing/canoeing, Echo Lake, Gondloa rides to summit, mini golf much more. You’ll love my place because of the quiet neighborhood, comfy beds, the kitchen, the hot tub and fireplaces and the space for large reunions and gatherings . My place is good for couples, business travelers, families (with kids), and big groups.

4.94 out of 5 average rating, 126 reviews

Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

A spacious sunroom features large windows allowing natural light to fill the area. Comfortable seating is arranged against the wall, complemented by a decorative coffee table. Greenery and street views are visible through the windows, creating a serene atmosphere.

4.91 out of 5 average rating, 93 reviews

Downtown North Conway– private pool & hot tub!

How would you like to set up base in the heart of North Conway Village with a private pool!? (hot tub arrives in June) This prime location is minutes from Zeb's General Store, Peaches, Horse Feathers, and the Conway Scenic Railroad, so you'll be close to all the action in the village. Conveniently located off North South Road, 2 minute drive to Cranmore, or just minutes for a day of shopping at Settlers Green. Perfect for enjoying everything the White Mountains and North Conway have to offer!

4.94 out of 5 average rating, 62 reviews

A charming exterior of a two-story house is framed by a well-maintained garden filled with vibrant flowers and greenery. The house features a mix of gray and red siding, with multiple windows allowing ample natural light. A gravel pathway leads to the entrance.

Guest suite in Hanover

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, daylight basement in lower level of our home. There is a key code box to obtain access, and guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this location anytime of the year.

4.99 out of 5 average rating, 175 reviews

A private home is situated on a spacious deck surrounded by trees. Outdoor seating is provided with chairs and an umbrella, offering a comfortable area for relaxation. Natural light filters through the windows, enhancing the connection with the serene landscape.

Cabin in Bartlett

Cozy White Mountain Chalet - Minutes to Everything

Your GETAWAY experience matters to me! This private home in a peaceful neighborhood has been prepared to WOW you! The main level is bright and open with vaulted ceilings, palladium windows, and all new furnishings. Super clean too! The kitchen is fully stocked and offers quartz countertops, stainless steel appliances and gorgeous cabinetry. Three bedrooms and two beautifully renovated bathrooms. Washer and dryer too! Perfect for families, a romantic getaway, or a guys/gals weekend.

4.98 out of 5 average rating, 54 reviews

A fire pit surrounded by four wooden Adirondack chairs is set against a gravel area. The rustic lodge can be seen in the background, framed by trees displaying autumn colors and string lights. A peaceful and inviting outdoor space is highlighted.

Home in Jackson

The Sommet-Magical Views- Main house+Guest cottage

Welcome to The Sommet in Jackson, NH – a mountain getaway lodge - MAIN HOUSE with a GUEST COTTAGE. Picturesque views, local restaurants, and endless recreation await you at this 3-bedroom, 3-bath vacation rental! Located within minutes of Mt Washington, and the multiple ski areas. Mountain biking and hiking locations within minutes’ drive. Saco River provides outdoor recreation like canoeing, kayaking, tubing and rafting. Swimming, fishing could make this a perfect summer getaway.

A natural rock formation features small waterfalls cascading into a clear pool. Surrounding greenery adds a touch of nature, while guests are seen enjoying the water. Sunlight reflects off the rocks, creating a warm atmosphere.

4.85 out of 5 average rating, 350 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

PLEASE DO NOT BOOK PEAK HOLIDAYS/WEEKENDS IN ADVANCE as we try to rent the entire house 1st. We book this listing as a 1 bedroom ONLY. Directly in the village! yet tucked away, private YARD, HOT TUB, fireplace, new furniture, cozy beds and & linens. WALK to restaurants, Saco River, Golf, Village Green, Rec Center, Whitaker Woods, scenic train station, coffee shops, stores, skating, Cranmore & nightlife. Enjoy Kayaking, skiing, adventure parks, skiing, story land, hiking, etc.

5 out of 5 average rating, 6 reviews

A wooden dock extends into a calm lake, leading to a small boat anchored at the end. The water reflects a clear blue sky, with gentle ripples across the surface, and green hills visible in the distance.

Home in Harrison

2BR Lake House on Private Beach w/hot tub & sauna

Romantic getaway or peaceful family vacation, this lake house is right on a private beach, and perfect all year round!The beach is literally your back yard! Experience beautiful views while enjoying a cozy outdoor fire. Relax and take amazing sunset pics in the covered hot tub, or unwind indoor w/the sauna and fire place. Cook up a delicious meal in the fully stacked kitchen. Centrally located near hiking trails, and 45min from North Conway outlets. Book now and make memories! ✨

A hot tub is nestled on a wooden deck, surrounded by tall trees, with dim lighting creating a serene atmosphere. The view beyond features a natural landscape, enhancing the sense of privacy and tranquility in the evening light.

4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

Must bring Bathing & hot tub towels We will supply everything else. ALL Major 3 day holiday weekends is a min of 3 nights!! Now close to the new Mt Washington Recreation Path. Country setting, quiet, three bedroom home close to village. All major ski resorts are minutes away. Hiking paths as well as TAX FREE OUTLETS. Brand new hot tub and wood stove works, wood is mostly supplied Storyland and Santa's village is also minutes away. Great country feeling in a good location.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Woodstock vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Woodstock's top sights

Mt Abram Family Resort75 locals recommend

The Local Hub51 locals recommend

Maggie's Nature Park21 locals recommend

Bucks and Lapham Ledges Hiking Trail10 locals recommend

Breau's Too6 locals recommend

Dig Maine Gems6 locals recommend

Other great vacation rentals in Woodstock

5 out of 5 average rating, 15 reviews

A covered entryway is situated beneath an upper porch, featuring a wooden bench beside a welcoming door. A stack of firewood is neatly arranged to the right, partially covered with a tarp. Soft lighting illuminates the space, accompanied by scattered autumn leaves.

Home in Greenwood

Cozy Greenwood Condo!

4.82 out of 5 average rating, 96 reviews

Home in Tamworth

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

5 out of 5 average rating, 6 reviews

A charming cape-style home is framed by a lush green lawn, featuring a large red maple tree at the front. Neatly landscaped bushes line the pathway, and a garage is visible on the left side. Bright sunlight illuminates the scene.

Home in Harpswell

The Hideaway, In Harpswell Maine

5 out of 5 average rating, 22 reviews

Apartment in Bartlett

Large Family Apartment

4.97 out of 5 average rating, 63 reviews

Home in Gray

cozy 3 bedroom ranch with deck and screen porch

4.92 out of 5 average rating, 179 reviews

A charming log cabin with a gabled roof is set against a clear blue sky. Large windows enhance the natural light and provide views of the surrounding trees. A spacious deck features outdoor seating, surrounded by stone steps leading to the lush green yard.

Cabin in Bartlett

Mountain View Retreat, Near skiing, shopping

4.75 out of 5 average rating, 20 reviews

A covered porch features a comfortable seating area with a wicker sofa and matching cushions, arranged around a low coffee table. A hammock is suspended for relaxation, and a striped outdoor rug adds texture to the wooden floor. Large windows provide views of the surrounding landscape.

Home in Otisfield

Log Cabin *15 acres*hunting* snowmobile*skiing