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.
What Guests Are Saying About Their Londonderry Stay
“My friends and I were in search of a cozy weekend winter getaway, and Red Cottage was the perfect setting for our trip. It was spacious and for a group of 10 that loves to cook, the two kitchens were ideal. We felt welcomed, and the host was both responsive and accommodating. Highly recommend!”
“Beautiful modern designed home along the brook. You can hear the brook from the front porch. Quiet and private. ~10 minute drive to Stratton mountain. Game room downstairs was fun for our group. We really enjoyed our stay and would definitely book again!”
“The house was clean and tidy when we arrived, all of the amenities were perfect. We loved our stay there and it truly looked beautiful when it snowed. Everything was easy to figure out how to use and the manual was very helpful. The view was fantastic!”
“Great house for a family vacation. Beautiful location. The creek is drop-dead gorgeous! Very responsive hosts; soaps/shampoos were low when we showed up but they had replenishments delivered quickly.”
“We had a wonderful stay at Red Cottage’s Manchester home. It is clean and well-stocked with the necessities. It’s such a comfortable home. It is so convenient to town and close to the mountains for many outdoor activities. We would definitely stay here again.”
“We had a great time! A great space for large groups, lots of bathrooms, and a nice setup for rooms. The futon had its own room which was great. There were 2 kitchens as well which was convenient. Hot tub and fire pit were awesome. A plow came by because we got a lot of snow which was also nice. The hosts responded very fast and had lots of precautions in place for any adverse weather. Overall 10/10 experience!”
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 puts you within striking distance of some of Southern Vermont’s best skiing. Magic Mountain is right in town, a no-frills local favorite with steep terrain and a loyal following. Stratton is about 20 minutes south, with a polished village, high-speed lifts, and terrain for every level. Bromley is roughly 15 minutes north, family-friendly and known for its sunny, south-facing trails. If you want variety, you can hit a different mountain every day of a long weekend without repeating yourself. For a bigger trip, Killington is about an hour north and extends the options even further.

Lowell Lake State Park is a three-minute drive from the center of Londonderry, with an easy loop trail around a quiet, undeveloped lake that works for families, dogs, and anyone who wants a calm morning outdoors. Jamaica State Park, about 15 minutes east, follows the West River through hemlocks and swimming holes and gets you deeper into the woods. For a bigger day, sections of the Long Trail and Appalachian Trail are accessible within 30 minutes, offering ridgeline views and the kind of green mountain silence that makes you forget what day it is. Most of our homes in the area put you close enough to all of it that a full morning on the trail still ends with lunch at the house.

Manchester is the anchor town for this part of Vermont, about 20 minutes northwest of Londonderry, with outlet shopping, independent bookstores, galleries, and a walkable village center that makes for an easy half-day. Weston, roughly 15 minutes north, is worth the drive for the Vermont Country Store alone, plus the Weston Playhouse and a picture-perfect village green. Peru is even closer and quieter, with the kind of general store and backroad charm that makes detours feel like the whole point.

The West River is the warm-weather centerpiece around here, running through Jamaica State Park with swimming holes that locals guard as loosely kept secrets. Lowell Lake is calm and undeveloped, good for a paddle or a quiet afternoon with a book on the shore. When you’re staying in a Red Cottage home nearby, the whole day moves at a different speed: morning on the water, afternoon on the deck, dinner in a kitchen that’s stocked and ready for whatever you picked up at the farmers’ market.

Manchester anchors the dining scene with several spots worth the short drive. The Silver Fork is a local standout for elevated comfort food in a warm, candlelit space. Ye Olde Tavern, operating since 1790, delivers classic New England cooking in a setting that feels genuinely historic. The Copper Grouse at the Taconic Hotel is where you go for a polished cocktail and a dinner that earns the reservation. Closer to home, the New American Grill in Londonderry covers the essentials without pretension, and Jake’s Cafe is a solid call when you want something casual after a day on the mountain.
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
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.
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.
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.
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.
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.