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Vacation Rentals in Londonderry

Explore Red Cottage’s collection of Londonderry vacation rentals in the heart of Southern Vermont. With ski mountains just minutes away, quiet forest trails leading to pristine lakes, and Manchester’s shops and restaurants a short drive down the road, Londonderry is the kind of base that gives you everything without making you work for it.

Londonderry sits in a sweet spot between the Green Mountains and the valley towns that make this part of Vermont so easy to love. It’s close enough to Stratton, Bromley, and Magic Mountain for a full day on the slopes, and close enough to Lowell Lake and Jamaica State Park for slower mornings spent on the water or a wooded trail. Whether you’re exploring our broader Vermont vacation rentals or zeroing in on this corner of the state, Red Cottage homes here are designed to match the landscape: warm, well-considered, and built for the kind of weekend where you genuinely do not want to leave.

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Features & Amenities

What Guests Are Saying About Their Londonderry Stay

    Discover Londonderry

    Londonderry is Southern Vermont at its most versatile: ski mountains in every direction, lake and river access for warmer months, and a string of small towns with real character and excellent food within easy reach.

      Londonderry Through the Seasons

      Londonderry is a genuine four-season destination, and what you get out of each visit shifts with the calendar. Use the guide below to compare typical weather, crowds, and rates so you can plan around skiing, hiking, lake days, or fall foliage.

      Month Typical Weather Avg Temp (°F) Crowd Level Nightly Rates Best For…
      January ❄️ Cold, snowy 15–30 Medium $$ 🏂 Skiing, snow sports, fireside evenings
      February ❄️ Very cold, peak winter 17–32 Medium – High $$ 🏂 Best snow conditions, ski weekends
      March 🌨️ Chilly, late season snow 24–42 Medium $$ 🏂 Quieter ski days, spring snow
      April 🌧️ Cool, muddy spring 34–54 Low $ 🚗 Scenic drives, shoulder-season deals
      May 🌿 Mild, green and fresh 44–65 Low – Medium $$ ⛰️ Hiking, biking, early trail season
      June 🌤️ Warm, early summer 54–75 Medium $$ 🚣 Lake days, river swimming, long evenings
      July ☀️ Warm, peak summer 59–80 High $$$ 🎉 Swimming holes, farmers’ markets, family trips
      August ☀️ Warm, lush 57–78 High $$$ 🚤 River days, outdoor dining, relaxed pace
      September 🌙 Pleasant, cooler nights 49–69 Medium – High $$$ ☀️ Ideal hiking weather, early color
      October 🍁 Crisp, peak foliage 38–57 Very High $$$$ 🚗 Fall foliage, scenic drives, harvest season
      November ❄️ Cool, quiet 29–45 Low $ 🏠 Peaceful stays, off-season value
      December ❄️ Cold, early snow 20–34 Medium $$ 🎄 Holiday getaways, first ski days

      Frequently Asked Questions

      How far is Londonderry, VT from New York City?

      Londonderry is about a four-hour drive from NYC, mostly via I-87 and Route 7. It’s close enough for a long weekend and far enough that the city genuinely fades by the time you arrive. Many guests drive up Friday evening and are settled in before dinner.

      What ski mountains are closest to Londonderry?

      Magic Mountain is right in Londonderry, about three minutes from the center of town. Bromley is roughly 15 minutes north, and Stratton Mountain is about 20 minutes south. All three offer different experiences, so you can mix it up across a long weekend without a major drive.

      What are the best things to do in Londonderry in summer?

      Summer here revolves around the water and the trails. Lowell Lake State Park is a quick drive for paddling or a loop hike, Jamaica State Park has swimming holes along the West River, and Manchester is nearby for shopping and dining. It’s the kind of place where a full day feels easy without a rigid plan.

      Do Red Cottage homes in Londonderry work for groups?

      Yes. Several of our Londonderry homes are set up for groups, with open layouts, multiple bedrooms, well-equipped kitchens, and extras like hot tubs, fire pits, and game rooms. They’re designed so everyone has room to spread out and still come together for meals and evenings.

      What should we pack for a Londonderry trip?

      Bring layers year-round and comfortable shoes for trails. In winter, pack warm outerwear, gloves, and boots for the slopes. In summer, add swimwear and water shoes for the river. A cooler and groceries for a few meals at the house are always a good call, especially if you plan to hit the local farmers’ market.