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Highland Cabin above Woodstock Village, Pets Welcome

House in Woodstock, VT

4 guests·1 bedroom·1 bathroom
4.8 · 50 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Sunlit forest-view porch invites peaceful mornings and outdoor relaxation.

Location & Accessibility

Location & Accessibility

Walkable to Woodstock village and Mt. Tom trailhead, sheltered privacy.

Style & Comfort

Style & Comfort

Vaulted ceilings and forest views create a cozy, upscale cabin vibe.

Property details

Escape to Highland Cabin, a sunlit Woodstock retreat, close to town yet perched on a steep, quiet hillside for extra privacy. Start your morning with a peaceful walk to the Mt. Tom trailhead or enjoy a leisurely 15-minute stroll down into the village and the Woodstock Inn. After exploring, come home to vaulted ceilings, forest views, and a freshly updated, pet-friendly haven that sleeps up to 4 in the heart of Vermont. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet Friendly, fee applies per pet. Quiet hours: 22:00 to 8:00. Pets: Allowed (maximum 1). Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants Highland Cabin Home Features: • 1 Bedroom, 1 Bath, up to 4 guests • Stainless Steel Appliances in Updated Kitchen • Remote Work Desk: Monitor & Keyboard • Solar Powered! • Free WiFi & Smart TV Highland Cabin is your cozy, sunlit retreat nestled at the foothills of Mount Peg in charming Woodstock, Vermont, just minutes from the village and perfectly positioned for both relaxation and adventure. Perched on a steep hillside, the cabin offers a peaceful sense of seclusion while still keeping you close to Woodstock’s shops, cafés, and galleries. The Mt. Tom trailhead is also nearby, making outdoor exploration easily accessible. Traveling with a pet? Furry companions are welcome at Highland Cabin! The large open yard and neighborhood trails are perfect for pets to stretch their legs and explore. Please note: there is a pet fee required for each stay, just let us know if you’ll be bringing your four-legged friend. Perfect for couples, small families, or solo travelers seeking romance, relaxation, or a quiet work retreat, this freshly updated pet-friendly one-bedroom cottage blends classic New England character with stylish modern touches. Step inside to warm wood floors and an open living and dining space, with natural light pouring in through oversized windows that frame beautiful forest views. The spacious king bedroom features vaulted ceilings and an Avocado bed, offering a serene place to recharge after a day’s adventure. A sleeper sofa in the living area (with bedding in the corner cabinet) comfortably accommodates two additional guests, bringing total occupancy to four. You’ll also find a spa-like full bathroom with a soaking tub/shower combo and the convenience of an in-unit washer and dryer for longer stays. The welcoming living area offers a comfy sofa, games tucked away in the corner cabinet, and a smart TV on a full-motion mount, perfect for movie nights, game nights, or relaxed downtime. The full kitchen features stainless steel appliances and a beautiful butcher block countertop, ideal for preparing cozy meals at home. Working remotely? A thoughtfully designed workspace awaits, complete with a desk, ergonomic chair, monitor, and keyboard. Positioned across from the cheerful breakfast bar and kitchen, it offers calming forest views while you work or create. Enjoy year-round comfort with reliable heating, fast WiFi, solar power, and hassle-free parking right at the cabin. Begin and end your days in the large enclosed porch, offering a convenient bench and shoe rack for easy gear changes. Two classic red rocking chairs are yours to use, bring them out to the front yard to enjoy fresh Vermont air and peaceful mountain views with your morning coffee or evening glass of wine. In winter, the porch serves as a practical mudroom; in the warmer months, it becomes a tranquil sitting area filled with natural light. Whether you’re skiing at nearby resorts, exploring scenic woodland trails, or simply unwinding in your hillside retreat, Highland Cabin is the perfect base for your Vermont getaway. Experience the beauty, charm, and relaxation that Woodstock has to offer, for you and your furry family members! Let Highland Cabin be your home for your next Vermont escape. Please Note: The property is located on an uphill road. During the winter months, we strongly recommend guests use a four-wheel-drive (4WD) vehicle to ensure safe and reliable access to the property. This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Our goal is that your vacation exceed your expectations. Field & Farm Vacation Homes by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries. We follow the CDC Recommended Cleaning Guidelines. You can rest assured this property has been completely sanitized prior to check-in. • We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request. Welcome to the enchanting Upper Valley, where Vermont's picturesque landscapes blend seamlessly with the cultural richness of Hanover, New Hampshire. Get ready to swoon over Woodstock, Vermont's charming hamlet. This historic village boasts stunning colonial and federal-style buildings that have been lovingly preserved for generations. It's the perfect spot for a dream vacation filled with architectural delights! Discover a collection of unique businesses that make this village extraordinary. From charming art galleries and quaint bookstores to specialty shops, cozy cafes, gourmet restaurants, and lively bars—there's always something delightful to explore! Beyond the allure of local activities, this property is set against one of New England's most stunning landscapes. Historical architecture and rolling hills combine to create a picturesque setting that captures the essence of Vermont's beauty. Located within 15 miles of three championship golf courses in Woodstock and Quechee. Things to See & Do: • Explore: Take the Historic Covered Bridge Tour, Hike the Quechee Gorge,Whistlepig Tasting Room, Visit the Dream Alpaca Farm • Covered Bridge Tours: Quechee Covered Bridge, Taftsville Covered Bridge, Packered Hill Covered Bridge, Martins Mill Covered Bridge, Willard Twin Covered Bridges, Martins Mill Covered Bridge, Middle Covered Bridge, Waitsfield Village Covered Bridge • Ski: Saskadena Six Ski Hill, Killington Ski Resort, PICO Ski Resort • Award-Winning Golf Courses: Lakeland Golf Course, Highland Golf Course, Quechee Lakes Country Club, Woodstock Country Club, Green Mountain National, Killington Mountain Course • Museums: Simon Pearce Mill, B.f. Southgate Antiques Collaborative, Glenn Suokko Gallery, The Ice House Museum, Vermont Institute of Natural Science, Billings Farm and Museum, Montshire Museum of Science, Hall Art Foundation, Old Windsor Constitution House, Woodstock History Center • Local Markets: Jake’s Quechee Market, Quechee General Store - Cabot Station • Local Restaurants & Shopping - Restaurants: The Skinny Pancake, Public House Pub Quechee, Simon Pearce, Chef Brad’s CrazySide, Thyme Restaurant Vermont, Dewey’s at Quechee Club, Quechee Club, Soulfully Good Cafe, Au Comptoir - Shops: Quechee Gorge Village, The Vermont Spot, Quechee General Store - Cabot Station, Vermont Antique Mall, Fat Hat Clothing Company, Vermont Alpaca Store, Simon Pearce Annual Festivals & Events: • Quechee Hot Air Balloon, Craft & Music Festival • White Mountain Boogie and Blues Festival • Vermont State Fair We provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay! Village of Quechee Rental Registration Number # Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Field and Farm Vacation Homes by Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Field and Farm Vacation Homes by Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets: Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay.

Sleeping arrangements

Bedroom 1

1 King Bed

Livingroom

1 Sofa Bed

What’s included

  • Parking

    Parking

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

  • Balcony

    Balcony

Guest reviews

Star icon 4.8 | 50 reviews
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J

Jacqueline

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August 2026

Had a great stay in this house! It was very peaceful after long days showing horses. I would 100% book this place again.

D

Devlyn

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August 2026

The house was very comfortable, had everything we needed for an extended long weekend. It was easy to find and access, and the house was spotless with plenty of linens. The one crinkle was the lack of cell phone coverage in Woodstock itself, WiFi at the house was great! We also got a workout walking to Main Street and coming back up the hill. We had a really peaceful and relaxing time here.

L

Lenika

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July 2026

We had a wonderful stay! The cottage was quaint, charming, and exactly as pictured. It was clean, cozy, and had everything we needed for a relaxing weekend. We especially appreciated how private and peaceful it felt while still being an easy walk to Main Street, with its great coffee shops, restaurants, and local stores. Communication was excellent, and the host was responsive throughout our stay. We would definitely stay here again and highly recommend it to anyone visiting Woodstock.

B

Brooke

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July 2026

Had a wonderful stay at this cozy, quiet cottage within walking distance to trails and downtown. Everything in the home was clean and comfortable. Would return next time in Vermont.

Know before you go

House rules

Check-in: 3:00pm

Checkout: 10:00am

Pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

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