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House vacation rentals in Windham

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Top-rated house rentals in Windham

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A three-story condo is presented, featuring a light-colored exterior with dark shutters. The main entrance includes a decorated porch with a door framed by two windows. Lush greenery surrounds the building, enhancing its inviting appearance.

Home in Wakefield

4.8 out of 5 average rating, 99 reviews

Beautiful home next to train to Boston, near Salem

Boston and Salem location, 3-story condo in two-unit building with its own entrance. Kitchen is brand-new, with a large bar area and all the appliances. One bedroom with a king-size bed is located on the main 2nd level. Two bedrooms upstairs, with one King bed and one Queen bed. It is located within walking distance to the Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.

Top guest favorite

A two-story colonial home is set on a green lawn, flanked by blooming purple flowers. A welcoming entrance features a set of steps leading to a front door. Large windows line the front facade, allowing ample natural light, with trees visible in the background.

Home in Manchester

5 out of 5 average rating, 121 reviews

Manchester’s home away from home

Welcome Home! A spacious colonial in the very quiet east side of Manchester NH. A Short 2 min drive to Route 93 close to airport (MHT) and downtown Manchester. The first floor features formal dining, large kitchen, eat-in, half-bath plus Laundry, and a large open living room. The second floor features a spacious and bright master bed as well 2 other large bedrooms and 2nd bath.The finished basement is setup with a new 4K projector. Outside you have an appealing space with grill. Turo available.

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

4.93 out of 5 average rating, 296 reviews

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 living area is characterized by a light and spacious design, featuring a large gray couch with decorative pillows, a white coffee table, and a cozy accent chair. Sunlight filters through the windows, illuminating the hardwood flooring and creating a warm ambiance.

4.89 out of 5 average rating, 159 reviews

Haven by the Lake

Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the hot tub, loft room, and lake access, The Haven by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

A three-story residential house is presented with a light blue exterior and white trim. A vibrant red door serves as the focal point, while several windows are symmetrically arranged above. The front yard features low-maintenance shrubs and trees, contributing to the property’s inviting appearance.

Home in Methuen

4.84 out of 5 average rating, 178 reviews

The Mill House

This property is only 25 miles away from Boston near the border with NH and is close to beaches and winter ski destinations (15-25 mins away). Wether you are traveling for work, tourism or just need a place for few days, this home will make you and your family/friends comfortable. There is free parking for two cars in the drive way. I will go above and beyond to make sure that you have a pleasant stay. Like any suburbs in MA, some streets can be busy at certain times, yet this area is safe.

A well-appointed bedroom features a comfortable queen-size bed adorned with blue and white patterned bedding. On either side, matching lamps provide soft lighting. Fresh towels are neatly arranged at the foot of the bed, while a small nightstand accommodates a remote control.

4.87 out of 5 average rating, 492 reviews

Little Lakehouse, the Lookout

Cozy up during your next trip to southern New Hampshire! The Lookout, situated right next to a serene lake, boasts 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 to 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.

Top guest favorite

A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.

Home in North Chelmsford

5 out of 5 average rating, 217 reviews

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.

Top guest favorite

A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.

4.98 out of 5 average rating, 316 reviews

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

A scenic view of a river reflects autumn foliage along the banks. A fountain can be seen in the foreground, while a historic building with a steeple and nearby bridges are positioned in the background. The vibrant colors of the trees enhance the picturesque landscape.

4.93 out of 5 average rating, 282 reviews

Nashua Victorian

Two family Victorian in very quiet neighborhood. Just off of Main St, walking distance to grocery store, fast food, drug stores and sit down restaurants. 1/2 mile to Rivier University. Parking for 3 cars. Private entrance. Can engage with owners (next door) or not, your choice. Complimentary Wifi . Home was built in the 1930's, beautiful woodwork and hard wood floors, yet updated with modern amenities. There is a $10/guest per night fee for each guest over 4.

Top guest favorite

A comfortable living room is featured, showcasing large windows that allow natural light to illuminate the space. A mix of seating options, including a sofa and armchairs, surrounds a central coffee table atop a decorative rug. Decorative art pieces add character to the inviting atmosphere.

4.94 out of 5 average rating, 159 reviews

Newly Renovated | Farm Stay | Near Portsmouth!

Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 5 min to Portsmouth • Surrounded by nature • EV charger

The serene lake is framed by trees, reflecting the soft colors of the sunset sky. Gentle ripples disturb the water's surface, creating a tranquil atmosphere. In the distance, the silhouettes of trees and properties are visible along the shore, enhancing the peaceful landscape.

4.82 out of 5 average rating, 142 reviews

Beautiful Lakefront Vacation

Historic home , built 200 years ago. Home is totally powered w/ solar energy. Bright sunny, country style w/ lots of wood, tile, granite counters & European kitchen. Noodles the cat to greet you Large 30 foot deck , gas grill and patio umbrella & seating for outdoor dining. Accommodations on lake side include fire pit, kayak, canoe, paddleboards PFD's, picnic tables, chairs, hammock w/beautiful view. A small slice of heaven!

A spacious deck is visible through sliding glass doors, offering expansive views of the green landscape below. A wooden rocking chair is positioned for relaxation, inviting guests to enjoy the serene surroundings and distant horizon.

Home in Goffstown

4.91 out of 5 average rating, 938 reviews

Gorgeous, cozy mountain top cottage

ATTENTION: BEFORE YOU SEND A REQUEST, PLEASE READ OUR LISTING THOROUGHLY SO YOU KNOW WHAT TO EXPECT, AND TO ANSWER ANY QUESTIONS YOU MAY HAVE. THANK YOU! Our private, cozy little cottage is nestled into the side of Mt Uncanoonuc, with views all the way to Boston! It's a home away from home and offers all the amenities that our guests need. Just bring your personal items, and settle in for a beautiful and relaxing stay, undisturbed!

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Popular amenities for Windham house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A vibrant garden is visible, featuring a variety of colorful flowers, including pink roses and white blooms. A white picket fence lines the path, complemented by lush greenery and tall trees in the background, creating a serene and inviting atmosphere.

Home in North Andover

4.94 out of 5 average rating, 168 reviews

Nana-tucket Inn

Top guest favorite

A spacious backyard is captured, featuring a seasonal swimming pool bordered by a stone patio. A grassy area is visible, accented by trees and shrubs. In the distance, a playset is seen, providing a space for outdoor activities. The sky has a gentle evening glow.

Home in Kittery

4.96 out of 5 average rating, 51 reviews

Fantastic Kittery Home with Pool

The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.

Home in Lakeside Marblehead

4.93 out of 5 average rating, 28 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

A well-maintained backyard features a spacious pool surrounded by a green lawn and landscaping. The red house extends with multiple levels, showcasing a deck and seating area. Additional structures are visible, set against a bright sky, creating a serene outdoor environment.

Home in Rockport

4.94 out of 5 average rating, 16 reviews

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

An open area is framed by wooden fencing, leading to a natural landscape filled with trees transitioning from winter. The foreground features low shrubs and a rock arrangement, while the background displays a mix of evergreens and deciduous trees against a cloudy sky.

5 out of 5 average rating, 15 reviews

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

A clear blue pool reflects the surrounding area, framed by a patio with lounge chairs. A shaded seating area is visible next to the pool, enhancing outdoor relaxation options.

Home in Worcester

4.96 out of 5 average rating, 107 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Top guest favorite

A welcoming living room is furnished with a comfortable gray sofa and accent chairs. Natural light streams through the large windows, enhancing the soft color palette. A round coffee table sits on a textured rug, surrounded by potted plants and decorative items, creating a cozy atmosphere.

Home in Concord

4.98 out of 5 average rating, 59 reviews

Charming Vintage Home - Elegance & Modern Comforts

The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.

4.97 out of 5 average rating, 99 reviews

Spacious vacation unit in premium suburban town

Weekly house rentals

Top guest favorite

A modern ranch-style home is set against a backdrop of lush greenery, featuring a combination of wood and large glass windows. Solar panels are visible on the roof, with a stone wall and landscaped area framing the exterior. The property blends harmoniously with the surrounding nature.

Home in Amherst

4.97 out of 5 average rating, 75 reviews

Modern Luxury in a Spectacular Natural Setting

Two white rocking chairs sit invitingly along a stone walkway, facing a calm harbor. Reflections of colorful buildings and boats can be seen on the water's surface, framed by a vibrant sky during sunset.

Home in Rockport

4.96 out of 5 average rating, 70 reviews

Charming waterfront home. Patio, AC, Shops, Dining

Top guest favorite

The exterior of a colonial-style house is presented, featuring a symmetrical façade with a front porch, white railing, and wide steps leading to the entrance. A well-manicured lawn and garden flank the pathway, which guides toward the door. The vibrant greenery complements the home.

Home in Haverhill

4.97 out of 5 average rating, 90 reviews

Charming 4-Bedroom Colonial

A warm entryway features a wooden staircase leading to the second floor, surrounded by framed artwork on the walls. A potted plant adds a touch of greenery. Light hardwood flooring enhances the inviting atmosphere, while a small console table is positioned against the wall.

Home in Manchester

4.89 out of 5 average rating, 73 reviews

Stylish Craftsman in Manchester

Top guest favorite

An open loft area features a dining table surrounded by wooden chairs, set on a patterned rug. A gray sofa and a side lamp add seating options, while large windows provide natural light. A wooden cabinet and small refrigerator complete the space.

4.89 out of 5 average rating, 54 reviews

Spacious Private Loft on Main Street (3rd FL)

A spacious deck offers multiple seating areas under vibrant red umbrellas, providing shade over a long dining table with surrounding chairs. The serene lake view is framed by lush trees, inviting relaxation and outdoor dining.

Home in Sandown

4.96 out of 5 average rating, 27 reviews

Private Waterfront home

A cozy seating area features two armchairs facing large windows that provide a clear view of the lake. Natural light enters, illuminating the wooden floor and a round coffee table adorned with a small plant. The decor emphasizes tranquil lakefront living.

Home in Amesbury

4.91 out of 5 average rating, 64 reviews

2 bedroom waterfront retreat all seasons

A cozy living area features a comfortable brown sofa and a vibrant blue accent chair. A round coffee table sits atop a textured area rug, with a decorative ladder shelf and large artwork enhancing the wall. Natural light fills the space, complemented by a stylish chandelier.

Home in Downtown Manchester

4.91 out of 5 average rating, 22 reviews

Downtown Urban Retreat

Private house rentals

The modern kitchen features stainless steel appliances, including a gas stove and refrigerator, paired with a dark granite countertop. A breakfast bar with four light blue stools offers additional seating. Natural light brightens the space through large windows with a view of the outdoor area.

Home in Chelmsford

4.86 out of 5 average rating, 21 reviews

* * Crooked_Spring_Colonial * *

Top guest favorite

A stone path leads through a grassy area towards a serene lake, framed by lush trees. A small dock extends into the calm water, providing access for boats. Soft clouds drift across the blue sky, contributing to a peaceful outdoor setting.

Home in Goffstown

5 out of 5 average rating, 32 reviews

Piscataquog Reservoir House - 26 Channel Ln

Home in Milford

4.94 out of 5 average rating, 50 reviews

Private Lake ~ Beach ~ Family Getaway

A person is seated on a dock, looking out over a calm lake surrounded by trees and distant houses. The sky is clear and blue, reflecting a peaceful outdoor environment that invites relaxation.

Home in Sandown

4.88 out of 5 average rating, 26 reviews

Sunrise Beach Escape

Top guest favorite

A cozy seating area features a soft gray sofa adorned with purple cushions. A colorful area rug lies beneath, complementing the space. A small round table holds a lantern, and a framed artwork adds a touch of elegance to the wall. Natural light filters through a window with striped shades.

Home in Andover

4.92 out of 5 average rating, 39 reviews

Cozy 2 story guest house.

Top guest favorite

A welcoming front porch showcases a wooden swing, accented by hanging planters with greenery. Flower beds with colorful blooms frame the entrance, while large windows invite natural light into the space, contributing to a serene and inviting atmosphere.

Home in Danville

5 out of 5 average rating, 53 reviews

Elm Farm

Top guest favorite

The bedroom features a spacious bed with a light-colored quilt and a decorative pillow. Natural light filters through the white curtains. Bedside tables frame the bed, each with a lamp. An air conditioning unit is visible on the wall, and a closet is present in the corner.

Home in Framingham

5 out of 5 average rating, 29 reviews

1BR—Peaceful Guest House w/HotTub—20 Min to Boston

A scenic view of the lake reveals calm waters and a private beach area. Two docks are visible along the water, with a sandy space for seating around an outdoor fire pit. Lush green trees frame the serene landscape under a clear blue sky.

Home in Hampstead

4.87 out of 5 average rating, 92 reviews

Beautiful Lake House with Private Beach

Quick stats about house rentals in Windham

Total rentals
20 properties
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore