House holiday rentals in Chicopee

4.9 out of 5 average rating, 323 reviews

A decorative sign reading 'Little House Inn' is visible beneath a flowering tree. Circular images feature a cozy living area with multiple windows, scenic views of seasonal foliage, and tranquil outdoor spaces, highlighting the surrounding nature and inviting atmosphere.

Home in Ware

Little House Inn - Private House - Secluded

Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

4.99 out of 5 average rating, 176 reviews

A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.

Home in Vernon

Luxe Bolton Lake

Visit Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a beautiful waterfront, 3 bedrooms/3 full bathrooms and a year-round outdoor jacuzzi. Also included: gorgeous primary bedroom suite, artistic furnishings, cozy fireplace, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, kayaks, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

4.99 out of 5 average rating, 162 reviews

The exterior of a lakefront cottage is illuminated by warm lighting at dusk. The structure features a vaulted roof with large windows, surrounded by trees. A deck extends around the cottage, reflecting on the calm water, creating a serene and inviting atmosphere.

Home in Coventry

Cozy cottage 5 minutes from UConn

Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the live edge bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

4.96 out of 5 average rating, 247 reviews

Home in Southwick

Linny's - Cozy Cottage Near Congamond Lake

🌟 Welcome to Linny's - Cozy Cottage Near Congamond Lake 🌟About the Cottage: 🏠 Size: Cozy 650 sq ft house. 🚶‍♂️Just 100 steps from the lake beach Relax, recharge, and enjoy everything the Congamond Lake area has to offer from this comfortable Southwick getaway just a short walk from the water. Perfect for couples, families, weekend escapes, and lake trips, this home offers the ideal balance of relaxation, outdoor fun, and convenient access to local restaurants, boating, and attractions.

A living room features a spacious leather sofa facing a large wall-mounted TV and a modern electric fireplace. A built-in shelf holds a collection of books. Soft lighting creates a comfortable ambiance, with a view of the dining area and window in the background.

4.98 out of 5 average rating, 204 reviews

Modern Comfort Meets Northampton’s Vibrant Charm

Experience the Best of Northampton! From vibrant nightlife to tranquil retreats, Northampton has something for everyone, and our newly renovated, two-bedroom duplex puts you right at the center of it all. Whether you’re catching live music, indulging in farm-to-table dining, or browsing unique local shops, every adventure is just steps away. Book your stay today and experience the perfect balance of comfort, convenience and charm in one of Northampton’s most highly rated homes!

5 out of 5 average rating, 159 reviews

A well-maintained home is situated on a gentle slope, featuring a neatly landscaped front yard with flowering plants and shrubs. An American flag is displayed by the entrance, and a gravel driveway leads to the garage below, surrounded by lush greenery.

Home in Amherst

The Suprenant House

Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

4.94 out of 5 average rating, 208 reviews

The exterior of a vintage three-story farmhouse is presented, featuring a bright yellow façade and a wrap-around porch with white railings. Lush green grass and trees surround the property, enhancing the inviting atmosphere. Multiple windows allow natural light to filter through.

Home in South Hadley

Vintage 3BR Farmhouse | Near Town + Mount Holyoke

Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.

The exterior of a cozy guest house is presented, featuring a green facade and a welcoming entrance. A wooden deck with potted plants and decorative lights is accessible via stairs. Surrounding the house, lush greenery and garden features enhance the tranquil atmosphere.

4.94 out of 5 average rating, 285 reviews

Clean and sunny house near Smith College

Our guest house is in a quiet woodsy neighborhood 1 mile from Smith College. We are 2 miles from downtown Northampton. There is one queen bed downstairs, another queen upstairs in bedroom 2, and two twin beds in bedroom 3. There is a washer/dryer, fireplace, and back deck with gardens and woodlands. We have a new patio and hot tub right off the deck in a private area. There is a short river walk at the end of the block and a nearby trail meanders along the river.

4.89 out of 5 average rating, 1,036 reviews

A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.

Home in Feeding Hills

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

4.99 out of 5 average rating, 130 reviews

A charming house is visible along the riverbank, surrounded by lush greenery and blooming trees. The landscape features the calm waters of the river, reflecting the clear blue sky dotted with soft clouds, providing a scenic backdrop to the quaint property.

Home in Collinsville

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

4.97 out of 5 average rating, 297 reviews

The exterior of a renovated farmhouse is surrounded by lush greenery and flowering shrubs. A stone pathway leads to the front porch, which features a pair of chairs. A barn is visible in the background, set against a backdrop of trees and hills.

Home in Russell

South Quarter House

Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)

4.95 out of 5 average rating, 111 reviews

Home in Becket

HOT TUB! Dog & Family Friendly in the Berkshires!

Secluded Berkshires Retreat! -Dog/s, Family Friendly cottage -Freshly painted & new floors for 2026! -Patio w/ Hot tub, fire pit, canoe use -Acre secluded lot -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway -Appalachian Trail hiking -Wineries/Breweries -Outlets/Small Shops -Master w/Queen -2nd bed with 1 Twin/Full Bunk -Full size pull out couch

Popular amenities for Chicopee house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 113 reviews

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

Breathtaking home with unforgettable views & pool!

5 out of 5 average rating, 52 reviews

A white, one-and-a-half-story home is featured, with a sloped roof and dark shutters. A wooden deck extends from the left side, while the front yard is open and grass-covered. Multiple windows provide natural light, contributing to the overall spacious appearance.

Home in Hampton

Connecticut Country Escape

5 out of 5 average rating, 58 reviews

This living area features a stone fireplace as a focal point alongside large skylights allowing natural light to fill the space. A cozy seating arrangement is present, complemented by a patterned area rug. Large glass doors open to an accessible outdoor deck, enhancing the connection to nature.

Home in Westhampton

Happy Valley getaway

4.9 out of 5 average rating, 40 reviews

A spacious living area includes a large sectional sofa in a muted tone, accented with red cushions. A glass coffee table is positioned centrally, while a decorative fireplace adds warmth. Two red and black chairs are placed against the wall, enhancing the inviting design.

Home in Bay

Ezekiel's Palace 24th

4.86 out of 5 average rating, 37 reviews

Home in Amherst

Sweet cape near U Mass

4.93 out of 5 average rating, 15 reviews

A two-story house features light yellow siding with blue shutters around the windows. The front yard is well-maintained, showcasing green grass and neatly trimmed bushes on either side of the entrance. A concrete driveway runs alongside the home.

Home in Enfield

Enjoy New England weather and comforts of home!

4.98 out of 5 average rating, 66 reviews

Home in Chesterfield

High Field Farm

4.63 out of 5 average rating, 16 reviews

The exterior of a motel is displayed, featuring a prominent sign at the forefront. The two-story white building is complemented by surrounding greenery and well-maintained shrubbery. A red structure is visible adjacent to the main building, providing an inviting appearance.

Home in Charlemont

The lodge

Weekly house rentals

4.94 out of 5 average rating, 36 reviews

Luxury mid-century forest home, mins from downtown

4.98 out of 5 average rating, 43 reviews

A cozy bedroom features a queen-size bed, dressed in soft white linens and a teal accent throw. A piece of wall art adds character above the bed. Natural light filters in through a window, complemented by light curtains. A wooden dresser provides storage space.

Home in Enfield

Nest&Rest Escape

4.77 out of 5 average rating, 61 reviews

A well-lit bedroom is presented, featuring a spacious bed with a white decorative coverlet. A wooden nightstand is positioned beside the bed, topped with a lamp. Natural light fills the room through a window, complemented by a sheer curtain.

Home in Chicopee

Comfortable 3BR close to Hospital & Medical Center

4.98 out of 5 average rating, 40 reviews

A welcoming living space features a dark sectional sofa positioned near a light-colored coffee table. An elegant fireplace with a decorative mantle is centered on the wall, complemented by a mounted television above. Natural light filters through sheer curtains, enhancing the calming atmosphere.

Home in East Forest Park

Nana's house

The entrance features a covered porch with white railings, providing a welcoming pathway to the door. A potted plant with pink flowers is situated near the base of the stairs, adding a touch of greenery to the inviting entrance.

4.93 out of 5 average rating, 92 reviews

The Walnut Apartment

4.8 out of 5 average rating, 56 reviews

A charming brick Cape-style home is set among mature trees, featuring a gabled roof and a welcoming front porch with a black door. A pathway leads to the entrance, bordered by colorful garden beds that enhance the home's inviting exterior.

Home in Holyoke

Quaint Cape Style Brick Home

4.92 out of 5 average rating, 73 reviews

The lighthouse rental is framed by lush greenery, featuring a multi-level design. A deck extends from the structure, providing direct access to the outdoor area. Views of the serene lake are visible in the background, offering a natural and calming setting.

Home in Otis

Berkshire Lakefront Lighthouse Getaway

4.94 out of 5 average rating, 65 reviews

A bright living area features a green sofa and a matching chair, accented with decorative yellow pillows. A round coffee table is positioned on a patterned rug, while a tall plant and a mirror enhance the space. Natural light enters through a window dressed with sheer curtains.

Home in Forest Park

Quiet 2 Bedroom - near Big E, Massmutual, Six Flag

Private house rentals

4.86 out of 5 average rating, 79 reviews

A serene three-season porch is showcased, featuring large windows that provide views of the lake and surrounding greenery. Comfortable seating is arranged around a wooden coffee table, with a dining table nearby. Bright natural light fills the space, enhancing the tranquil atmosphere.

Home in Sturbridge

Chic & Modern Studio Lakefront House with Loft

4.89 out of 5 average rating, 35 reviews

A modern living room is featured, showcasing a sleek brown sofa adorned with decorative pillows. A glass coffee table is centered in the space, while light curtains frame a large window. A minimalist entertainment unit and decorative plants enhance the ambiance.

Home in Springfield

Duplex 2 home away from home

4.82 out of 5 average rating, 56 reviews

Cozy cottage on bike path near Smith College

4.88 out of 5 average rating, 52 reviews

The master bedroom features a spacious bed with a light-colored duvet. Natural light enters through three windows, accented by flowing white curtains. A large mirror and a decorative plant add touches of style, while a soft rug lies on the polished floor.

Home in South End

Cozy Hall of Fame Gem

4.97 out of 5 average rating, 70 reviews

A stone exterior corner of the home presents a covered porch with white railings. The adjacent grassy area leads to a serene river view, where trees surround the water's edge, reflecting the soft light of the sky.

Home in Windsor

Relax By The Water

4.98 out of 5 average rating, 94 reviews

A welcoming living area is seen through an arched doorway. Two patterned chairs sit beside a small table, illuminated by soft light. A bookshelf filled with books lines the wall, while a traditional rug adds color to the wooden floor. An antique clock stands nearby.

Home in Ashfield

An 18th century farmhouse

Home in Village of Pelham

A vibrant sunset casts a warm glow over rolling hills, highlighting a red barn nestled among lush greenery. The sky is filled with shades of orange and pink, creating a serene backdrop for the picturesque landscape.

4.96 out of 5 average rating, 67 reviews

Amherst/Pelham getaway with a view!