Holiday rentals in Windsor

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Location · Family · Decor

Peaceful lake/mountain house & close to skiing

If you are looking for peace, comfort, and relaxation this year it can be found at Grateful Ledge. This new custom lake/mountain house is a perfect escape from reality. With the lake, hiking trails, ski mountains, and other wonderful attractions in the area, you can find numerous ways to unwind in nature. Grateful Ledge is two hours from Boston, and an easy drive from CT/NYC and the best spot for couples, families, or friend getaways. Enjoy Long Pond and appreciate all that you’re grateful for.

Location · Family · Sleep quality

Newer Home on quiet 200 acre lake - sleeps 6

Less than an hour from Manchester, Concord & Keene, this new home offers relaxation & year-round adventure. This lakefront property has a dock, with kayaks & paddleboards. You could also walk down the paved road to the neighborhood beach & swim platform. About 30 minutes to Pats Peak, Sunapee, or Crotched Mtn ski resorts. Beds for 6, 2 full baths, W/D, fully equipped kitchen, open living space, gas fireplace, water views, gas grill, parking, firepit, internet. We do not allow pets or smoking.

Family · Value · Sleep quality

Cozy and Romantic Granite Lake Cottage Getaway

Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.

Value · Family · Grill

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Value · Location · Indoor spaces

Large Private Lake House

Spacious lake house with a private beach, directly on Lake Todd in Newbury, NH, located within the Lake Sunapee Region. Fish for bass, pickerel or swim/boat to one of the lake's three islands. Relax on the water or on one of the large decks overlooking the lake. Enjoy local outdoor activities such as hiking, biking, golfing, fishing & kayaking. Mt Sunapee ski area is only 10 minutes down the road. Enjoy ice skating and cross country skiing right out your door in the winter or cozy by the fire.

Value · Family · Long stay

*Amazing Mountain Views* log cabin w/ pool+firepit

Escape to Sunset Cabin at Mountain Ledge, with breathtaking mountain views from almost every part of this stunning cabin! Perfect for couples, families & groups alike, this spectacular log home comfortably accommodates up to 10 guests, featuring cathedral ceilings, 3 bedrooms, 2 bath, 2 living rooms, beautiful kitchen, laundry, hot tub, pool, firepit, propane grill & multiple walkouts to covered gated wrap-around porch, w/ incredible mountain views! *Gorgeous* western sunset views each night!

Value · Family · Grill

Peaceful Lakefront Escape With a Porch and Kayaks!

Relax on the tranquil shores of Lake Whittemore! Our charming cabin invites you to spend your afternoons paddling with our complimentary kayaks, canoes, and rowboats. After exploring nearby trails, breweries, or ski slopes, enjoy dinner on the screened-in porch, or unwind by the outdoor fireplace. Accommodates six guests with two queen beds and a pull-out couch. Located minutes from the vibrant shops and restaurants of charming Peterborough, this is the perfect nature retreat for any season.

Family · Location · Sleep quality

GiGi's Cabin/ 314' Shoreline

Uncover a tranquil lakeside haven for family and friends. Enjoy the distinctive charm of the main cabin and cozy bunkhouse. Embrace breathtaking lake views from the property, accentuated by the 314' of private shoreline and excellent fishing at the nearby dock. For outdoor enthusiasts, explore surrounding trails for endless hiking and biking adventures. A complimentary kayak awaits for serene water exploration, while the expansive dock beckons boats. Immerse yourself in nature's beauty.

Value · Family · Hospitality

Lakeside cottage. Gorgeous view & several boats.

Come and enjoy a relaxing stay at our peaceful cottage on Daniels Lake. The small, recently-renovated home is in a rural setting but close to restaurants, shopping, parks, ski slopes, golf courses, lakes and quaint New England villages. The large deck has a gorgeous view of the lake. Four kayaks, two canoes, standup paddle board and pedal boat are available to use on the lake which is known for its good fishing. Two bedrooms, dining room and living room overlook the lake and woods.

Location · Value · Sleep quality

Milling about in history!

Stay for a few nights in the historic Goodell Handle Shop. Relax in the comfort and unique character of this 1851 brick mill building originally part of the Goodell Mills. Two large bedrooms and a cozy room with pullout couch provide you with welcome rest after a day spent in the beautiful Monadnock region. Freshly renovated, the space offers an excellent location walkable to many of Antrim’s quaint amenities like Edmund’s Hardware, Tuttle Library, and Rick and Diane’s restaurant.

Location · Family · Heating

Water view, 2 min to public beach, king beds

Forget your worries in this spacious and serene space. Enjoy the beautiful view of Island Pond right from the property. Just a 2 minute drive to the Island Pond public beach and boat launch or a few minutes more to the boat launch on Highland lake. Bring your kayaks and fishing poles, or even your pontoon boat, for a fun day on the lake. And just a 5 minute drive will bring you to the General Store. Explore beautiful hiking and blueberry picking on Pitcher Mountain.

Value · Location · Decor