Holiday houses 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.

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Gorgeous Lakefront Suite Apartment (Unit 3)

Get away to a lakefront retreat in beautiful southern NH! Enjoy our 1 bedroom unit that is part of a gorgeous 3 family waterfront home. This suite comes complete with a thoughtfully decorated living room, a stocked kitchen, and furnished with a queen-sized bed and an air mattress upon request. Enjoy free shared lake access! It is 8 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.

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.

Lake Front Cottage

Just 36 miles north of Boston/Logan Airport. Enjoy our cottage on this quiet & peaceful So NH lake. Two private bedrooms (1 full&1 full - w/single bunk over) w/additional queen sofa bed. Unit is clean & comfortable with wifi, smart tv & fully equipped kitchen. Explore lake using available kayaks. Swim from private dock or public beach. Parking for 3 cars. Minutes from Canobie Lake Park, Tuscan Village & 5 popular wedding venues. Short drive to So Maine, NH Seacoast, White Mountains & foliage.

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!

3 Bedroom Apartment in Downtown Derry

Cozy up during your next trip to southern NH! Built in 1910, this apartment has been completely renovated. Meadowview 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.

Winery Bungalow w/ Vineyard Views & Wine Tasting

Private two-story bungalow located on the Marble Ridge Winery property with beautiful views of our historic barns and vineyard. Perfect for couples, friends, or professionals seeking a peaceful retreat just minutes from downtown Andover. The home features a spacious living and kitchen area, large bedroom, enclosed porch for relaxing, and in-unit laundry. Your stay includes a complimentary wine tasting and 10% off wine bottle purchases. Please review all details and photos prior to booking.

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

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!

Lakefront! Johnson Point Cottages-“Summer Breeze”

🛶 Canoe, fish and swim from a private dock and swimming area and then enjoy a family meal on the deck while watching the sunset. Sip your coffee overlooking the lake in this sun-drenched, open-concept cottage. Boasting exposed beams, sky-lights, and french doors leading out onto the full deck, the best of lake life awaits. If your week isn’t available, check out our other two listings!

Updated Farmhouse Retreat

Relax with the whole family at this modern house looking out over a local farm. Enjoy pest-free evenings on the screened-in patio, or eat around the spacious island in the kitchen. Experience the fresh air of spring, the gorgeous reds and oranges of autumn, or the novelty of winter and its holidays from a house that does them all!