Holiday rentals in Windham

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

Little Lake House, the Bungalow

Cozy up during your next trip to southern New Hampshire! The Little Lake house, situated right next to a serene lake, boasted luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming and leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

The Birch Suite: Large, Cozy NH Themed Apartment

Our home and attached apartment is tucked away in a quiet neighborhood in southern NH, just minutes from major N/S highway Route 93. We are thrilled to offer our New Hampshire-themed apartment to individuals, couples and families. Each room is decorated to represent the most interesting aspects of our state: the purple lilac bathroom, the maple bedroom, the white birch living room and a large second bedroom/playroom we call "the state room" - a fun, educational room of all things New Hampshire.

One Level 2 bedroom suite on private cul-de-sac

Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

The Cozy Corner Apartment

Cozy up during your next trip to the southern New Hampshire area! The Cozy Corner is a combination of style and comfort in so many ways from the double windows and sliding glass doors that flood the space with light to the airy and peaceful design that makes it feel like home. The Cozy Corner is a short drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston and NH Seacoast, close to Lakes Region, White mountains, and great skiing spots. 10 minutes from major shopping centers!

Large with private entrance & a mile from downtown

This sunny, private suite with a separate entrance and driveway is convenient to everything. If you are going to a concert at the Arena, working downtown, visiting Elliot Hospital, or needing a place to stay while in the Manchester area, it is the place for you. A microwave, refrigerator, coffee pot, sitting area, and dining table make meals easy. Your full bathroom comes with soft towels and a hairdryer. The bedspread is washed between guests to ensure your stay is comfortable and clean.

Idyllic Small-Town Stay (2 Bed)

Discover the charm of Derry, NH in this quaint 2-bedroom home! On the peaceful outskirts of a small town, 3 min from I-93 with easy access to Boston (45 min) and Manchester (15 min). Cozy living space with modern amenities, fully equipped kitchen, and dedicated workspace. Shared backyard patio with a grill & fire pit. Perfect for families and friends seeking a relaxing retreat with small-town vibes and convenience. Explore local treasures like Canobie Lake, vineyards, and Robert Frost Farm!

New England Village Luxury Studio

Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

Spacious and peaceful garden apartment

Relax and recharge in this spacious, serene and private space surrounded by beautiful garden and nature in a quiet Nashua neighborhood. This is a brand new one bedroom apartment with modern amenities. The kitchen has everything you need to prepare meals with all new appliances and beautiful cabinets. Walk-in shower comes with rainfall showerhead. 5 minutes to Exit 1 and a short drive to all major shopping centers (Costco, Trader Joe's, Whole Foods, mall, etc). Free parking on premises.

Adorable Carriage House with history & charm

Enjoy the natural beauty surrounding this historic getaway. This unique Carriage house built in early 1900’s, sits on the same property as the Chic Austin Estate. The Estate was built in 1743 & has housed many stars such as Frank Sinatra, Betty Davis & Houdini. The newly renovated carriage house is minutes from Cobbetts Pond, hiking, skiing, Tuscan Village, State parks, biking, Canobie Lake & shopping. Create a romantic getaway with someone special or create memories with your family.

Downtown Derry, Studio Apartment

Cozy up during your next trip to southern NH! Built in 1910, the home has been completely renovated. The Studio is a combination of elegance and comfort from the walls of windows that flood the space with light and scenic conservation/golf course views to the spacious backyard that is perfect for a peaceful escape. It is 5 minutes from i-93 and a short drive to Canobie Lake Park, Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

Lake Cottage in Windham

Welcome to our lake cottage, the perfect family getaway! Just a short walk to a private beach on Cobbets Pond, enjoy sunbathing and swimming. For more adventure, Canobie Lake Park, Castaway Island, and Searles Castle are nearby. For even more adventure, Boston and Salem, MA are both under one hour away! Whether seeking relaxation or fun, our cottage offers the best of both worlds, plus local restaurants, shops, and friendly faces. Your ultimate escape awaits!