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Vacation rentals in Chicopee

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chicopee

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.
Chalet in Otis
4.95 out of 5 average rating, 469 reviews

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Top guest favorite
Guest suite in Northampton
4.98 out of 5 average rating, 278 reviews

Luxurious and Sunny Bedroom Suite!

Luxurious and sunny suite with private bath, separate entrance, Tv/sitting room, reading nook, desk/work area, and coffee bar. 6 blocks to town, and beautiful views of Skinner Mt. Decorated with handcrafted wood furniture by one of Northampton's most recognized furniture makers. Private patio, large backyard with pick-your-own raspberries and blueberries. The suite has a private parking space, and is conveniently located near the bike path, and route 91. Come relax, and explore Northampton.

Top guest favorite
A serene scene depicts several horses grazing in a fenced area, surrounded by vibrant autumn foliage. A charming white house is visible in the background, framed by trees under a clear blue sky. Natural light enhances the tranquil setting.
Guest suite in Belchertown
4.98 out of 5 average rating, 169 reviews

Serene 1-br suite on 75 acre horse property

Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

Top guest favorite
An expansive view of rolling hills and distant mountains is visible through a treeline, with a foreground of manicured green grass and apple trees. The cabin's wooden structure is partially seen on the right, enhancing the connection to nature.
Cabin in Williamsburg
4.97 out of 5 average rating, 120 reviews

Mountain Retreat close to Northampton & Amherst!

Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Top guest favorite
The tiny house is illuminated at night, highlighting its modern architecture. Warm light floods from the windows and front door, creating a welcoming appearance. The wooden deck leads up to the entrance, with stairs providing access. The surrounding area features a grassy landscape.
Tiny home in Northampton
4.98 out of 5 average rating, 282 reviews

Tiny House Farm Retreat: Mountain Views, Fire pit

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Top guest favorite
A bright living space features a spacious bed with light bedding and a cozy couch. A high-top dining table with teal chairs provides a dining area. The kitchen, equipped with essential appliances, is visible in the background. Natural light enters through a large window.
Apartment in Brimfield
4.99 out of 5 average rating, 201 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Top guest favorite
The living area showcases polished hardwood flooring and large windows allowing natural light to fill the space. A modern coffee table sits prominently in the center, flanked by two black chairs and an orange lounge piece. A television is positioned against a wall.
Apartment in Chicopee
4.94 out of 5 average rating, 201 reviews

Bright and cozy 3 bedroom apartment in Chicopee

Your family will love this spacious, beautifully updated apartment with private access. A friendly, walkable neighborhood, just a block from Elms College Campus. Szot Park and Chicopee Center. A few blocks from Baystate Medical Center. Nine minutes from Downtown Springfield (MGM Casino, Basketball Hall of Fame, Dr. Seuss Museum, and more!). Within less than 30 minutes of Six Flags, Bradley Airport, Downtown Hartford. Less than 1 hour from the scenic Berkshires and so much more!

Top guest favorite
A comfortable studio space is highlighted by a plush queen bed adorned with white bedding, positioned beside a cozy fireplace. Soft light is provided by a bedside lamp, while a fan offers air circulation. Neutral tones and warm accents create a welcoming ambiance.
Apartment in Wilbraham
4.99 out of 5 average rating, 150 reviews

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

Top guest favorite
A living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.
Apartment in Northampton
4.99 out of 5 average rating, 250 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Guest favorite
Guest suite in Holyoke
4.84 out of 5 average rating, 270 reviews

Lovely 1 Bedroom w private entrance

Ground floor apartment with private entrance and parking on a quiet circle road. The apartment includes a "mini kitchen" with microwave, small fridge with freezer, and some kitchen basics. The unit also includes a washer and dryer! Recently renovated private bathroom. Very centrally located, 15 mins from Downtown Northampton and Springfield, 20 minutes to Amherst, central to all area colleges, and 1 hour from the beauty of the Berkshires! All are welcome!

Top guest favorite
The living room features a spacious sectional couch adorned with decorative pillows, complemented by a coffee table at its center. A cozy armchair with a contrasting cushion sits nearby. Natural light streams through two large windows, enhancing the warmth of the space.
Apartment in Chicopee
4.96 out of 5 average rating, 132 reviews

Cozy Brick House in Chicopee

Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

Superhost
A spacious living room features a dark grey sofa and a patterned armchair. A wooden coffee table sits on a light area rug, while large windows allow ample natural light. Decorative curtains frame the windows, and a plant adds a touch of greenery to the space.
Apartment in Holyoke
4.86 out of 5 average rating, 100 reviews

Sunny Serenity in the Highlands

Our space offers a Boho atmosphere while offering the amenities you may desire away from home. With private work spaces, high speed Wi-Fi, and a peaceful location, remote work is well suited! Quick access to I91 & I90 and short walk to Community Field , Anniversary Hill, historic Scotts Tower, as well delicious Nick's Nest, and Holyoke Hospital. A short drive to wedding venues, biking/hiking trails, hospitals,and college/university campuses

Popular amenities for Chicopee vacation rentals

When is the best time to visit Chicopee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,708 GYDG$20,708 GYDG$21,127 GYDG$17,362 GYDG$19,663 GYDG$19,872 GYDG$19,663 GYDG$20,918 GYDG$21,963 GYDG$21,545 GYDG$21,127 GYDG$25,101 GYD
Avg. temp-3°C-1°C3°C10°C16°C20°C24°C23°C18°C12°C6°C0°C

Frequently Asked Questions

  • What are the best places to stay in Chicopee?

    Vacation rentals are frequently found in residential neighborhoods near parks or around historic downtown Chicopee. Some stays include family friendly amenities and easy access to local attractions.

  • What are the best things to do in Chicopee with kids?

    Kids can enjoy playgrounds in city parks, interactive exhibits at museums, and seasonal community festivals featuring games and entertainment. Recreation centers and youth programs are also frequently suggested.

  • What are some of the best things to do in Chicopee?

    Explore historic sites, local parks, and the downtown area’s shops and cafes. Museums and recreation centers provide indoor experiences, while community festivals highlight Chicopee’s traditions.

  • How is the weather in Chicopee?

    Chicopee has cold winters around 19–35°F (-7–2°C), and warm summers near 64–85°F (18–30°C). Spring and fall bring milder temperatures and occasional rain, so packing layers is often suggested.

  • When is the best time to visit Chicopee?

    Late spring through early autumn is often recommended for milder temperatures and outdoor festivals. Winter brings colder weather and a cozy atmosphere, with occasional snow in the area.

  • What are the best places to visit in Chicopee?

    Downtown Chicopee, historic sites, and local parks are frequently suggested. Visitors often explore neighborhood bakeries, community centers, and museums that highlight the city’s heritage.

  • What are some hiking trails in Chicopee?

    Explore the paths in Chicopee’s city parks or follow wooded trails near the area’s rivers and green spaces. Nearby nature preserves provide options for casual walks and bird watching.

  • What are some family activities we can do in Chicopee?

    Families can explore local parks, enjoy recreational centers, or visit museums around the city. Community events and seasonal festivals are frequently suggested for all ages.

  • What are some of the best day trip ideas from Chicopee?

    Spend a day exploring neighboring towns with cultural attractions, hiking trails, or farm markets. Historic sites and art museums around the region are often recommended for those seeking variety.

  • Are there any pet friendly accommodations available in Chicopee?

    Many vacation rentals welcome pets in Chicopee, especially in residential neighborhoods and near local parks. Hosts commonly provide updated policies, so inquire ahead to confirm details.

  • What are some local tips for visiting Chicopee?

    Explore downtown Chicopee for locally rooted shops and restaurants, and connect with the city’s Polish and French Canadian heritage through neighborhood bakeries. Locals often suggest packing layers, especially in spring or fall, due to changing weather.

  • What is Chicopee known for?

    Chicopee is known for its locally rooted Polish and French Canadian heritage, historic mill sites, and vibrant community festivals. The city’s parks and downtown shops reflect its cultural diversity and traditions.

  • What are the best hidden gems to explore in Chicopee?

    Discover neighborhood bakeries, community gardens, and locally owned boutiques that reflect Chicopee’s diverse heritage. Around the city, quiet trails and historic corners are often appreciated by travelers seeking a relaxed pace.

  • What are the best foods to try in Chicopee?

    Locally rooted Polish and French Canadian dishes, such as pierogi and meat pies, are frequently suggested, alongside bakery treats and seasonal farm produce. Diverse cuisines can be found in Chicopee’s downtown restaurants.

  • What should I bring for a trip to Chicopee?

    Pack layers for shifting temperatures, waterproof gear for rain, and comfortable shoes for exploring parks and neighborhoods. Seasonal items, such as sun protection in summer or warm jackets in winter, are frequently cited by visitors.

  • What is the nightlife in Chicopee like?

    Chicopee’s nightlife includes casual pubs, local restaurants with evening specials, and venues hosting live music or community events. Neighborhood gathering spots and seasonal celebrations cultivate a laid-back, welcoming scene.

  • What are the most popular events or festivals in Chicopee?

    Chicopee hosts cultural festivals celebrating its diverse communities, along with seasonal fairs often held in summer and around Labor Day weekend. Locally rooted music and food events are frequently suggested.

  • Are there family friendly vacation rentals in Chicopee?

    Chicopee has many family friendly vacation rentals, especially in residential areas and near parks. These stays often include amenities such as kitchens, outdoor spaces, and flexible room configurations.

Quick stats about vacation rentals in Chicopee

  • Total vacation rentals

    Explore 50 vacation rentals in Chicopee

  • Nightly prices starting at

    Chicopee vacation rentals start at G$8,367 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Chicopee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chicopee rentals

  • 4.7 Average rating

    Chicopee stays receive an average rating of 4.7 out of 5 from guests

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