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Vacation rentals in Chicopee

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Top-rated vacation rentals in Chicopee

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

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Cottage in Becket

4.94 out of 5 average rating, 176 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

Home in Bloomfield

4.95 out of 5 average rating, 111 reviews

Spacious Charming New England Cape

Beautiful, relaxing area across from woods near Wintonbury Hills Golf course. Neighborhood setting and on a private corner lot. Enjoy sitting on the covered veranda with your coffee or tea in the morning listening to nature and watch the golfers in the distance. In winter bring your x-country skis or snow shoes - just walk across the street and enjoy the golf course trails! Well trained dogs are welcome on the trails too! Close to Ski Sundown, Mt Tom, MGM Casino, tons of golf courses, beaches.

Home in Sturbridge

4.94 out of 5 average rating, 238 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

Home in Litchfield

4.84 out of 5 average rating, 350 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

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!

Home in Becket

4.88 out of 5 average rating, 329 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.

Cottage in Plymouth

4.95 out of 5 average rating, 100 reviews

Lakefront Cozy Oasis 2BR w/ stunning sunset views

Come stay @cozyoasisct for sunset hour and enjoy dramatic views from the comfort of the living room, kitchen, or outdoor patio. Our private community lake is great for swimming, fishing, kayaking, bird watching and ice skating in the winter. Great for your next getaway, relaxing weekend, or just a place to work remotely. The property is equipped with kayaks, shuffleboard, fast WiFi, deskspace, Smart TVs, and a full kitchen. We can’t wait to host you! We're Pet Friendly

Bungalow in Longmeadow

4.76 out of 5 average rating, 202 reviews

Artist Longmeadow 3bdrmHOUSE with OUTDOOR SAUNA

Welcome to my sanctuary of creativity, culture, and connection in Longmeadow, where hospitality is my way of sharing love, joy, and a glimpse into my Haitian heritage. This inviting space is designed to feel like home while inspiring your stay. Relax in the outdoor sauna, fire up the BBQ, or simply unwind in the quiet backyard. Across from a serene park, this is a retreat to recharge, connect, and create lasting memories. Self-check-in makes arriving a breeze.

Home in Otis

4.92 out of 5 average rating, 147 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.

Cottage in Becket

4.94 out of 5 average rating, 270 reviews

BERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.

THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX(will consider pets.)(90 second walk through wooded path to lake)

Home in Otis

4.96 out of 5 average rating, 105 reviews

Direct Lakefront Home on Otis Reservoir Giant Yard

Year round retreat directly on Otis Reservoir offering 62’ of lake frontage on MA largest and fully recreational lake. Enjoy the lake views right from our docks, Solo Stove firepit, expansive deck, main floor or bedrooms. The house sits 100 yards back from the lake leaving a large lawn for outdoor activities. Updated and renovated in 2021! Many local snowmobile trails and ski resorts too! Heated garage and 2nd driveway for larger trucks/trailer or RV's.

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

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Popular amenities for Chicopee vacation rentals

Free parking on premises

Air conditioning

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

Apartment in Litchfield

4.96 out of 5 average rating, 201 reviews

Perfect, peaceful retreat

Home in Andover

5 out of 5 average rating, 51 reviews

Spacious Classic Lakefront Home with jet tub

Cottage in Hebron

4.89 out of 5 average rating, 117 reviews

Welcome to The Holly at Amston Lake

Cabin in Sandisfield

4.99 out of 5 average rating, 98 reviews

Berkshires Cabin in Woods with Mountain Views

Home in Tolland

5 out of 5 average rating, 24 reviews

Lakefront Retreat at Porcupine Place

Home in Becket

4.95 out of 5 average rating, 61 reviews

Berkshires Retreat W/ Sauna by Evergreen Home

Home in Chester

4.96 out of 5 average rating, 341 reviews

Riverfront Getaway

Home in Agawam

5 out of 5 average rating, 4 reviews

Home near Six Flags/ hot tub

Quick stats about vacation rentals in Chicopee

Total rentals
50 properties
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi

Frequently Asked Questions

Do house rentals in Chicopee have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Chicopee. Enjoy a tailored experience with all the comforts you desire.
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 air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Chicopee. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chicopee have free parking?
Absolutely! We offer over 20 house rentals with free parking in Chicopee. Enjoy a tailored experience with all the comforts you desire.
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 Aldenville, over 10 vacation rentals in Fairview, and over 30 vacation rentals in Springdale.
Are there family-friendly vacation rentals in Chicopee?
Chicopee has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Chicopee?
Yes! Work meets play with ease at over 30 vacation rentals in Chicopee featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Chicopee have wifi?
Absolutely! We offer over 20 house rentals with wifi in Chicopee. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Chicopee?
Experience the best of Chicopee with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Apartment Rentals in Chicopee?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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