Check availability

New Highland House in Londonderry, VT

A private Vermont retreat, designed for memorable group stays

*NEW *VT Getaway | Sleeps 19 | Hike & Relax

Londonderry, VT, United States
19
12
8.5

About

Londonderry retreat blending Vermont charm with modern comfort, perfect for groups and year round getaways. • 29 private acres with trails • In-ground pool • Full kitchen, dining, fireplace • Indoor and outdoor gathering spaces • Projector + yoga meditation room • Annex and Bunkhouse for groups • Close to downtown • Near Okemo Mountain Resort, Stratton Mountain Resort, Magic Mountain, Bromley Mountain

Good to know

The home is thoughtfully arranged as two distinct buildings: The Annex is home to the kitchen, main gathering spaces, and a yoga studio, offering plenty of room to cook, connect, and recharge. The Bunkhouse features all of the bedrooms, a comfortable lounge, and the laundry area—creating a relaxed and private space to unwind. ☆☆The Annex☆☆ Fully equipped kitchen with abundant natural light and plenty of space to gather. Featuring double ovens, double dishwashers, espresso machine, coffee maker, large center island, and a Viking cooktop griddle. The Annex also includes a large dining area, spacious yoga room, fireplace, projector, outdoor patio, and washer & dryer. ☆☆The Bunkhouse☆☆ Beautifully designed bedrooms with ensuite bathrooms, lounge area, beverage refrigerator and washer & dryer. Each bedroom is named after a favorite travel destination of Jill and Robert, the property owners. ☆☆Bedrooms☆☆ 1st Floor: •Quechee: Queen bed, ensuite bathroom •Majorca: Queen bed, ensuite bathroom •North Sea: 2 twin beds, ensuite bathroom + additional twin bedroom •Negril: King bed, ensuite bathroom 2nd Floor: •Amsterdam: Queen bed, ensuite bathroom + additional twin bedroom •Suzhou: Queen bed, ensuite bathroom with soaking tub •Madrid: King bed, ensuite bathroom, radiant floor heat •Taormina: Queen bed, ensuite bathroom with radiant floor heat + nursery •Refrigerator to keep beverages cold ☆☆Outdoor Space☆☆ 29 acres of private land, hiking trails, snowshoes in winter, patios, in ground pool in the summer, boundless green spaces for relaxing and play. ☆☆Nearby Attractions and Drive Times☆☆ •Magic Mountain –7 minutes for skiing/riding and classic VT vibes •Bromley Mountain – 15 minutes to skiing/riding, alpine slide, and Adventure Park •Stratton Mountain – 20 minutes to skiing/riding, full resort village and year-round fun •Okemo Mountain – 25 minutes to big-mountain skiing/riding •Lowell Lake State Park – 8 minutes to quiet trails, kayaking, and picnics •West River Trail – 5 min drive to hiking and biking •Gale Meadows Pond – 10 min drive to kayaking and scenic wildlife area with walking trails •Viking Nordic Center- 5 min drive to cross country ski area •Shopping Plaza & Super Market - 5 min drive to town •West River Farmer's Market (May-October) 3 min drive •Vermont Country Store (Weston) – 10 minutes to classic Vermont nostalgia •Weston Playhouse – 10 minutes for live theater •Manchester Outlets – 25 minutes to shopping and dining

Other Details to Note

The original Highland House Inn is currently on pause for future renovation and is not part of the guest experience. 4WD is recommended in the winter. We welcome up to 2 dogs per stay. To help ensure a smooth and comfortable stay for everyone, we require a short rental agreement to be signed after booking. The agreement will be sent electronically within 24 hours of your reservation confirmation and must be completed prior to check-in. We’re always happy to answer any questions!

Availability

What this place offers

Amenities

Outdoors

  • Alfresco dining
  • Garden or backyard
  • Outdoor seating
  • Patio
  • Sun loungers

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Hot water kettle
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo

Outdoors

  • Alfresco dining
  • Garden or backyard
  • Outdoor seating
  • Patio
  • Sun loungers

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Hot water kettle
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo

Bedroom and laundry

  • Bed linens
  • Drying rack for clothing
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Room-darkening shades
  • Clothing storage

Family

  • Board games
  • Changing table
  • Children's books and toys
  • Fireplace guards
  • High chair

Entertainment

  • Books
  • Piano

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Common

  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Heating and cooling

  • Indoor fireplace
  • Portable fans

Parking and facilities

  • Free parking on premises
  • Private living room

Location features

  • Private entrance Separate street or building entrance

Luxury Amenities

  • Projector and screen
  • Property manager

House Rules

No smoking anywhere on the property. No parties or events without prior approval. Maximum occupancy: 19 Pets: Not Allowed

Accessibility

Neighborhood

This private retreat in Londonderry, Vermont offers the ideal setting for a memorable four-season getaway. Set on 29 acres with its own trail system and an in-ground pool for summer enjoyment, the property blends peaceful privacy with built in recreation. Enjoy the seclusion of a large private setting while still being just minutes from town. Located within 30 minutes from Okemo Mountain Resort, Stratton Mountain Resort, Magic Mountain, and Bromley Mountain, you’ll enjoy convenient access to some of Southern Vermont’s premier ski and ride mountains. A true year round escape designed for gathering, unwinding, and creating lasting memories.

Guest Access

Guests have full access to The Annex, Bunkhouse, private trails and green spaces. Pool house, Ranch house utility and storage closets are off limits for guests.

Reviews

Meghan
March 2026
I got to fly home to Vermont and on a whim, was able to book this gem for a couple of days with all my siblings, nieces & nephews. We decided to book here as the accomodations looked amazing and we’ve been trying to think where we could do a mini family reunion in the future and have a place for out of town extended relatives. This place just sealed the deal! The property and the house itself is amazing. The private bathrooms in each bed room, clutch. Love how each room was designed from the places the owners have traveled. One of my favorite parts might have been just checking out each bedroom! In regard to location, this was a great place to stay for late ski season . While being tremendously peaceful, it was nice that we were also still close to town for easy grocery shop and half day skiing. Andrew and Kristalyn were amazing. Gave us everything we needed, including space and privacy but very responsive for any questions that came up. The fam and I can’t wait to come back!

Find us

Sorry we're unable to show you the location for this property

Approximate location. Full address will be provided on booking.