Vacation rentals in Cobbetts Pond

4.99 out of 5 average rating, 286 reviews

A spacious home sits on a manicured lot, featuring a well-kept garden and an expansive driveway. The two-story structure boasts large windows and a welcoming entrance, with outdoor lighting enhancing its features during twilight. The attached garages are visible on the right.

Guest suite 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.

4.92 out of 5 average rating, 482 reviews

A welcoming sitting area features two comfortable chairs beside a small round table. Natural light floods through large windows, showcasing views of the serene lake. A television is mounted above a decorative fireplace, creating an inviting space for relaxation.

Home in Derry

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.

4.92 out of 5 average rating, 292 reviews

An aerial view showcases a spacious property surrounded by lush trees, featuring a large private tennis court and half-basketball court. The well-manicured grounds are complemented by additional outdoor areas, highlighting a serene and inviting environment.

Home in Windham

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.

4.88 out of 5 average rating, 320 reviews

A modern kitchen is presented with white cabinets and stainless steel appliances, including a refrigerator and oven. Granite countertops provide ample workspace, with a sink beneath a window. Natural light fills the area, enhancing the open and inviting atmosphere.

Apartment in Windham

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!

Guest suite in Manchester

A spacious suite features a comfortable bed with a wooden headboard, flanked by bedside lamps. A seating area includes a leather bench and a dining table with chairs. Warm wooden floors and a striped area rug contribute to a cozy ambiance.

4.95 out of 5 average rating, 228 reviews

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.

4.99 out of 5 average rating, 234 reviews

A spacious living area features a gray sofa and a patterned armchair, accompanied by a wooden coffee table. A small table holds a lamp and magazines. A doorway leads to the bedroom, while a kitchenette is visible in the background.

Guest suite in Merrimack

Guest suite with king bed and private entrance

Come and relax in our spacious one-bedroom basement guest suite that is comfortable and bright. It has a private entrance with off street parking. The suite has a large living area, bedroom with king bed and private bath . The location is an ideal 20 minutes from the Manchester/Boston Regional airport and 10 minutes from the Merrimack Premium Outlets as well as a wide variety of restaurants. Boston, skiing, the beach and the #1 most hiked mountain in the world are all about an hour away.

4.99 out of 5 average rating, 193 reviews

An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.

Loft in Peterborough

Peaceful Mill on the Water - Home Away from Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

4.91 out of 5 average rating, 22 reviews

The exterior of the carriage house features a distinctive angled roof and white clapboard siding. A vibrant red door stands at the entrance, accompanied by a small seating area with black furniture and orange accents. The surrounding landscape includes greenery and a children's swing set.

Place to stay in Windham

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.

Farm stay in North Andover

The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.

4.97 out of 5 average rating, 260 reviews

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

5 out of 5 average rating, 222 reviews

A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.

Cabin in South Berwick

Romantic A-Frame cabin in the woods

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.

4.8 out of 5 average rating, 44 reviews

A sandy beach area is visible, bordered by lush green trees, leading to a tranquil lake. The calm water reflects the clear blue sky, while scattered boats are moored along the shoreline. Sunlight filters through the leaves, creating dappled shadows on the sand.

Cottage in Windham

Quaint Cobbetts Pond Cottage with Pond Views

A cute, clean & cozy, one bedroom cottage on Cobbetts Pond in Windham NH. The cottage is a few feet from a shaded, private community beach and you can view the sunrises each morning over the pond. The cottage is well appointed and the entire place is yours to enjoy There are tons of hiking trails nearby & the lake is clear and perfect for swimming and canoeing in the provided canoe! We are less than an hour drive from Boston & the beach. House was built in 1934