We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Chicopee

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Chicopee

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

0 of 0 items showing

1 of 3 pages

Cottage in Becket

4.94 out of 5 average rating, 189 reviews

Lakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D

The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit • Canoe & 2 kayaks • 50" smart TV and 4 Google Smart Speakers • 1 Gigabit Wi-Fi 'gorgeous with amazing views' • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

The exterior of the lakefront home is displayed, featuring a two-story structure surrounded by greenery. A well-maintained lawn and rock garden enhance the inviting landscape. A shed is visible to the right, adding practical space to the property.

Home in Pittsfield

4.97 out of 5 average rating, 112 reviews

Berkshire Lake- Modern and Updated-close to skiing

Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.

Home in Sturbridge

4.93 out of 5 average rating, 245 reviews

Lake Front Home Sleeps 6-8 on a private Peninsula!

DIRECT WATER FRONT RENTAL! This breathtaking property is located on it's own PENINSULA! Stunning water views from almost every window. This updated year round charming family home features 3 BR, 2 bath, large living room w/sliders to a wrap around deck, incredible views from a huge, heated sun porch. The large yard with a dock, NEW Patio/Firepit, small private beach area, with kayaks, canoe and a row boat! SUMMER MONTHS: 5 Night minimum Thanksgiving andChristmas Holidays have a 3 night minimum

An inviting vacation house features natural wooden siding and large windows, allowing light to pour into the interior. A small stone path leads to the entrance, surrounded by lush greenery and colorful flowers, creating a serene setting in the heart of the woods.

Chalet in Goshen

4.89 out of 5 average rating, 136 reviews

The Goshen Glass Chalet

A vacation house furnished decorated 1 large master bedroom down stairs and full bathroom.2 bedrooms 1 full size bed upstairs & 2 twin size beds upstairs with a full bathroom bathroom .1 well stocked & equipped kitchen 1 large spacious combined living and a dining room with fireplace and large screened TV.A beautiful outdoor deck that sits 6 people for dining outside 1 screened in porch with a beautiful large patio with a barbecue & stunning woods view, 10 minute drive to Woodridge Lake.

A charming blue house is surrounded by a snowy landscape, with trees in the background and a pop of color from the red front door. The roof is dusted with snow, and the front yard features a modest arrangement of greenery, suggesting a welcoming entryway.

Home in Litchfield

4.84 out of 5 average rating, 365 reviews

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ

Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

The lakefront house is shown from the water's edge, featuring a grassy yard that leads to a private dock. Kayaks and a paddleboard rest along the shore, framed by trees and a clear sky. The serene water reflects the surrounding nature.

Home in Sturbridge

4.96 out of 5 average rating, 139 reviews

LAKE Retreat! Lakefront Home with Amazing Views!

Beautiful lakefront house with great views. Perfect for a relaxing family vacation. 4 Bedrooms, 3.5 baths sleeps 10 comfortably. Paddle-board, kayak, propane grill, fire pit, & corn hole make for awesome lakefront memories! Game room features bubble boy hockey, board games, & puzzles for rainy day fun! Sturbridge is known for it's locally owned restaurants, breweries, & wedding venues. Get away from it all, but still be close driving proximity to Boston, Worcester, Springfield MA, & CT!

A serene forest pathway is covered in vibrant orange and yellow fallen leaves, framed by tall trees displaying autumn foliage. Sunlight filters through the branches, illuminating the scene and creating a warm glow.

4.88 out of 5 average rating, 334 reviews

Real Estate:Therapy - Lake, Laundry, Love it

This is what happens when a realtor and an expressive-therapist make a vacation home. You get a decent property, in a good location with little things to help you de-stress, have fun and connect with friends and family. 18 minutes from downtown Lee, in the private Sherwood Forest Community with lake access, laundry, and a level-2 EV charger, this 1500 sq. ft home built in 1987 rejuvenates. We hope you will leave here a little more relaxed, recharged or maybe even a little bit happier.

A bright great room features large windows that offer expansive views of the surrounding valley. Vaulted wooden ceilings enhance the airy feel, while a comfortable gray sofa and a white couch are positioned to invite relaxation. Natural light fills the space, showcasing the warm wooden walls.

Home in Tyringham

4.81 out of 5 average rating, 104 reviews

Treetop Hideaway in Tyringham

For your upcoming stay, look no further than this airy, secluded log cabin overlooking the beautiful Tyringham Valley. On the first floor, you will find a great room with vaulted ceilings and a fireplace, as well as a master suite, second bedroom, half bath and recently renovated kitchen. The second floor includes two more bedrooms and a bathroom. The exterior offers a screen porch with hot tub, wraparound deck and 35+ acres of woods bordering conservation land in Monterey.

A wooden sign displaying 'Otis Ridge' is partially illuminated by overhead lights, surrounded by falling snowflakes. The scene captures a wintery atmosphere, with snow creating a soft backdrop and light reflecting off the surface.

4.92 out of 5 average rating, 152 reviews

The Pinnacle House at Otis Ridge Ski Area!

Otis is the best town for a visit to the Berkshires. It is close to all the places you would want to visit like Jacob's Pillow, Tanglewood, Norman Rockwell Museum to start with. It is also close to hiking trails, swimming, shopping and great restaurants. This wonderful three plus bedroom home is located on the backside of Otis Ridge Ski Area. Wake up and take a walk on the ridge or just sit outside and have your morning beverage with the woods surrounding you.

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.

4.99 out of 5 average rating, 103 reviews

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 yearround!

A small galley kitchen features wooden cabinets and open shelving, displaying various kitchenware. A white stove and microwave are on the counter, while a laundry area is visible through an open doorway. Natural light enters from a nearby window, illuminating the rustic wood flooring.

Apartment in Chester

4.76 out of 5 average rating, 191 reviews

Quiet getaway in the Berkshires

Very nice quite place Two floors must climb stairs 3 bedrooms very large master Fully equipped kitchen Two full baths and laundry area Deck off the kitchen with fire pit in the back yard Lots of hiking and skiing in and around the area or stay and relax Carm’s diner for a great Breakfast Chester Common Table for dinner or The Blue Note Cafe for Pizza and a drink or Call for some takeout and a convenient store for anything you forgot

A spacious deck extends over the lake, featuring two comfortable chairs positioned for serene views. Lush greenery surrounds the area, and the calm water reflects the deck's inviting atmosphere. A white railing enhances safety while offering unobstructed access to the water.

Cottage in Sturbridge

4.93 out of 5 average rating, 148 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

Our petite (648 sq. ft.) lakeside cottage is the perfect place to unwind, relax and explore. Enjoy the spectacular unobstructed views of the sunset from the spacious deck (750 sq. ft.) from the comfort of your easy chair. The location of our cottage provides the tranquility of the lake, close to major routes and you will be minutes away from all that Sturbridge has to offer.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Chicopee vacation rentals

Laptop-friendly workspace

Stay near Chicopee's top sights

Holyoke Mall31 locals recommend

Children's Museum at Holyoke10 locals recommend

Stop & Shop9 locals recommend

Gateway City Arts8 locals recommend

International Volleyball Hall of Fame6 locals recommend

The Dam Cafe5 locals recommend

Other great vacation rentals in Chicopee

A warm, orange wall frames the sleeping area, featuring a spacious bed with neutral linens and decorative pillows. Soft light is provided by two bedside lamps, and a large window offers a glimpse of the outside while inviting natural light into the room.

Apartment in Northampton

4.93 out of 5 average rating, 103 reviews

Warm & Stylish Apartment w/laundry - walk to DT

The exterior of the house features a charming porch adorned with patriotic bunting and lush greenery. The steps lead to a well-maintained front lawn, bordered by colorful flower beds. Natural light highlights the inviting architecture of the home.

Guest suite in Springfield

4.96 out of 5 average rating, 151 reviews

Thompson stay or extended stay retreat

A spacious sleeping area features a large bed dressed in olive green linens. A decorative wall art piece of a cow is displayed above the bed. Natural light enters the room through a nearby doorway, while a small plant adds a touch of greenery.

Guest suite in Springfield

4.95 out of 5 average rating, 128 reviews

Luxury studio apartment-walkout basement

A small red cottage with a simple design is shown, featuring a patio area with a table and chairs under a green umbrella. The surrounding lawn is lush, and trees provide a natural backdrop, creating an inviting outdoor space.

Guesthouse in Northampton

4.98 out of 5 average rating, 127 reviews

Cozy cottage on small intown farm.

An open living space is featured, with a cozy seating area and a dining table surrounded by wooden chairs. The kitchen area is visible in the background, showcasing a gas stove and light wood cabinetry. Natural light filters through sheer curtains, illuminating the wooden floor.

Apartment in Northampton

4.92 out of 5 average rating, 606 reviews

Sunny Peaceful Home

The entrance features a white door with a windowpane design, framed by light blue siding. A decorative lantern hangs beside the door. A small potted plant rests on a blue chair, while a welcome mat adorned with black dogs is placed at the threshold.

Guesthouse in Northampton

5 out of 5 average rating, 334 reviews

Mill River Cottage (pet friendly!)

The living area features sloped ceilings with dormer windows, allowing natural light to fill the space. A comfortable seating area includes two gray sofas and a small dining table. A smart TV is mounted on the wall, and a kitchenette is visible in the background.

Apartment in Northampton

4.98 out of 5 average rating, 699 reviews

Tree Top Suite, cozy downtown apartment

A vibrant red living room features large windows overlooking a wooded area, allowing natural light to filter in. The seating consists of plush gray sofas and armchairs, complemented by a red coffee table adorned with decorative items. A vintage wardrobe sits against the wall.

Guest suite in Easthampton

4.96 out of 5 average rating, 435 reviews

Goreytastic Private ApARTment @ the EMC

Quick stats about vacation rentals in Chicopee

Total rentals
50 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Chicopee?
Make yourself at home in Chicopee by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Fairview, over 40 vacation rentals in Springdale, and over 10 vacation rentals in Aldenville.
Are there house rentals with a dedicated workspace in Chicopee?
Yes! Work meets play with ease at over 10 house rentals in Chicopee featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Chicopee?
Experience the best of Chicopee with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chicopee?
Four-legged friends are welcome in Chicopee. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Chicopee have wifi?
Absolutely! We offer over 30 house rentals with wifi in Chicopee. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Chicopee?
Chicopee has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore