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.

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Top guest favourite
Tiny home in Wentworth
4.99 out of 5 average rating, 200 reviews

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

Top guest favourite
A warm living area presents wooden walls and high ceilings, with abundant natural light filtering through large windows. Seating options include a cozy couch and a rocking chair. A wood stove is positioned near a flat-screen TV, complemented by a bookshelf and dining area in the background.
Cottage in Thornton
4.96 out of 5 average rating, 180 reviews

Cottage w/ charm, mountain view & river HSI Wi-Fi

Escape to our secluded cottage, where tranquillity meets adventure. Enjoy mountain views, private access to the Pemi River. Unwind by the fireplace + enjoy a book from our library. Spend evenings by the fire pit, relax in the hammock, or swim in the river. Nearby hiking, skiing, & fishing spots offer outdoor activities. With high-speed Wi-Fi + a pet-friendly ( pet fee $60) policy, your stay is comfortable and convenient. Experience the perfect blend of comfort & nature for a memorable getaway!

Top guest favourite
A cozy sleeping area features a spacious bed positioned by large picture windows that frame the vibrant outdoor foliage. The wooden walls add a natural touch, while soft bedding is complemented by a warm throw blanket, creating a serene atmosphere for relaxation.
Tiny home in Dorchester
4.97 out of 5 average rating, 209 reviews

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl

This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

Top guest favourite
Cabin in Campton
4.99 out of 5 average rating, 171 reviews

Stickney Hill Cottage

Stickney Hill Cottage is nestled up and away from the hustle of daily life. A quiet get-away for you to reconnect and make new treasured memories with a loved one. Located close to amenities in Campton, NH at the base of the White Mountains, this unique handcrafted cottage has been lovingly built using local wood , much of it from the property it is built on! Whether this is your base for adventure or you plan to stay in the entire visit, Stickney Hill is your special get-away location!

Top guest favourite
Apartment in North Woodstock
4.93 out of 5 average rating, 400 reviews

Luxury Suite Jacuzzi Pool White Mtns. River Front

Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Top guest favourite
A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.
Guest house in Hiram
5 out of 5 average rating, 131 reviews

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Guest favourite
A covered porch offers a spacious outdoor setting with wooden rocking chairs and a bench. Scenic views of fall foliage and rolling mountains are visible in the background, providing a serene environment for relaxation.
Chalet in Franconia
4.95 out of 5 average rating, 340 reviews

Bear Ridge Lodge

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Top guest favourite
The exterior of the cabin is framed by tall trees, showcasing a wooden facade and a covered porch. Two rocking chairs are positioned on the porch, while a large boulder and log stumps are visible in the grassy yard.
Home in Thornton
4.94 out of 5 average rating, 593 reviews

The Niche...crafted & forged

Welcome to the Niche, crafted and forged to preserve your memories. The many custom touches in this space echo our wish for your experience here: beautiful, unique, and unforgettable. As you relax, in a private wooded setting, we hope you find the peaceful time away you're searching for. The Niche is a cozy return after your day of swimming, hiking, skiing, or other recreational fun here in the White Mountains. You’ll have no shortage of activities to occupy your stay.

Top guest favourite
Home in Whitefield
4.97 out of 5 average rating, 294 reviews

Lux Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). Luxurious Cottage on private pond with Hot Tub, outdoor fireplace, gas fire table & complimentary wine, a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces. 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

Top guest favourite
An open studio space is displayed with a comfortable queen bed in the background. A cozy seating area features a dark sofa, a rustic coffee table, and wooden chairs. Natural light flows through nearby windows, emphasizing the warm wooden walls and inviting atmosphere.
Loft in Woodstock
4.98 out of 5 average rating, 244 reviews

The Loft at North House

This beautiful studio space is a barn loft with private deck off back. Open concept with cathedral ceilings, ceiling fans and fully equip kitchen. Large walk in shower and queen size bed. Just one mile from North Woodstock town and 15 minutes to hundreds of trails and attractions. Skiing at loon 15 minutes, Ice castles next door. ALSO NO hidden costs or cleaning fees added (we figure you should see what you are paying up front!).

Superhost
A cozy cabin is nestled among lush greenery beside a gently flowing stream. The structure features large windows that reflect warm indoor light, while outdoor seating is arranged nearby, creating a serene and inviting atmosphere for relaxation.
Cabin in Woodstock
4.91 out of 5 average rating, 116 reviews

Cabin HYGGE at Lumen Nature Retreat | Lars

HYGGE (pronounced as "hoo-guh") is a Danish word that describes a mood of coziness, connection, and contentment. The moment you come to Lumen and enter Cabin Hygge, we hope you will feel just that. Everything you need to be comfortable and cozy -- nothing you don't. It is the perfect setting for you to spend quality time with your family or friends in a gorgeous, peaceful natural environment.

Top guest favourite
A charming A-frame cabin is surrounded by lush trees, featuring a spacious front deck. A circular fire pit is placed on gravel, framed by six green outdoor chairs, inviting gatherings under the clear blue sky.
Cabin in Conway
4.99 out of 5 average rating, 191 reviews

Modern A-frame w/ Mountain Views - North Conway

Welcome to our cozy 3-bedroom A-frame cabin, nestled in the heart of North Conway. Originally built by our grandparents in the 1960's, this A-frame serves as the perfect home-base for adventuring and exploring all that the White Mountains have to offer; skiing, snowshoeing, snowmobiling, hiking, biking, breweries, dining, floating the Saco, leaf-peeping and the like!

Popular amenities for Woodstock holiday rentals

When is the best time to visit Woodstock?

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Avg. price$255 SGD$279 SGD$223 SGD$185 SGD$197 SGD$230 SGD$245 SGD$253 SGD$235 SGD$251 SGD$209 SGD$262 SGD
Avg. temp-15°C-14°C-11°C-5°C2°C8°C10°C9°C6°C0°C-6°C-11°C

Frequently Asked Questions

  • What are the best places to stay in Woodstock?

    Vacation rentals around the main village, river, and forest areas in Woodstock are popular choices. Stays range from cozy cabins to spacious homes, providing easy access to outdoor activities and local attractions.

  • What are the best things to do in Woodstock with kids?

    Woodstock has outdoor parks, river recreation, and hands-on activities for families. Exploring nature trails, visiting local attractions, and engaging with interactive exhibits are frequently suggested for children of many ages.

  • What are some of the best things to do in Woodstock?

    Explore mountain trails, visit local shops featuring crafts, and engage with river activities in Woodstock. The area frequently suggests seasonal outdoor events and opportunities to discover regional heritage.

  • How is the weather in Woodstock?

    Woodstock has cold, snowy winters around 3–20°F (-16–-7°C) and mild, wet summers near 45–55°F (7–13°C). Rain and snow are common year-round, so waterproof gear and layered clothing are often suggested.

  • When is the best time to visit Woodstock?

    Late spring and autumn are often recommended for comfortable temperatures and vibrant scenery. Winter is popular for snow activities, while summer invites outdoor recreation with milder weather conditions.

  • What are the best places to visit in Woodstock?

    Visitors often explore White Mountain National Forest, visit local breweries, and enjoy riverside parks around Woodstock. Community markets and craft stores are also frequently suggested for experiencing the area's traditions.

  • What are some hiking trails in Woodstock?

    Woodstock has access to mountain trails suited for various experience levels. The area near White Mountain National Forest is frequently suggested for hiking, with scenic routes through forests and along rivers.

  • What are some family activities we can do in Woodstock?

    Families can explore mountain trails, take part in wildlife observation, and visit interactive attractions around Woodstock. The area frequently suggests picnicking, river activities, and seasonal events for all ages.

  • What are some of the best day trip ideas from Woodstock?

    Popular day trip ideas include exploring nearby state parks, visiting local wineries or craft shops, and experiencing scenic drives through the White Mountains. Seasonal outdoor adventures like ziplining or canoeing are also widely appreciated.

  • Are there any pet friendly accommodations available in Woodstock?

    Many accommodations in Woodstock welcome pets, especially in neighborhoods near outdoor recreation areas. Trails and parks provide convenient spaces for pets to enjoy nature alongside their owners.

  • What are some local tips for visiting Woodstock?

    Locals often suggest starting mornings early for quieter trails and packing a reusable water bottle. Engage with local shops for handmade goods, and check seasonal activities as weather patterns can change quickly in the mountains.

  • What is Woodstock known for?

    Woodstock is known for its scenic mountain surroundings, access to the White Mountain National Forest, and opportunities for outdoor activities. The area has vibrant seasonal colors and locally rooted traditions.

  • What are the best hidden gems to explore in Woodstock?

    Woodstock has tucked-away hiking spots, quiet riverside retreats, and small art galleries featuring local artists. Exploring less traveled forest paths or attending village workshops can bring a distinct perspective of the area.

  • What are the best foods to try in Woodstock?

    Locally inspired foods in Woodstock include maple syrup, New England-style comfort dishes, and fresh trout from nearby waters. Bakeries around the village are known for pies and breads made with regional ingredients.

  • What should I bring for a trip to Woodstock?

    Pack layered clothing for changing mountain weather, sturdy shoes for hiking, and a waterproof jacket. In colder months, warm hats and gloves are frequently suggested, while sunscreen and bug spray can help in warmer seasons.

  • What is the nightlife in Woodstock like?

    Woodstock has relaxed evening venues, with taverns, breweries, and casual gathering spaces for music or conversation. Nightlife leans toward locally rooted events and community atmospheres, though larger performances are found around the area.

  • What are the most popular events or festivals in Woodstock?

    Woodstock has seasonal festivals celebrating local food, crafts, and music, especially during autumn foliage and winter. Community fairs and harvest events are often recommended for a taste of regional traditions.

  • Are there family friendly vacation rentals in Woodstock?

    Many vacation rentals in Woodstock are tailored for families, with amenities like full kitchens, extra bedrooms, and outdoor spaces. Neighborhoods around the river and forest areas are often favored for group stays.

Quick stats about holiday rentals in Woodstock

  • Total holiday rentals

    Explore 970 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 47,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    550 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    660 properties feature pools

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Wifi availability

    970 of Woodstock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Woodstock rentals

  • 4.8 Average rating

    Woodstock stays are highly rated by guests – averaging 4.8 out of 5!

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