Holiday rentals in Chicopee
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Top-rated holiday rentals in Chicopee
Guests agree: these stays are highly rated for location, cleanliness and more.
Cottage in Becket
4.93 out of 5 average rating, 184 reviewsLakefront | 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 Sturbridge
4.94 out of 5 average rating, 242 reviewsLake 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, 360 reviewsRustic - 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 reviewsLAKE 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, 332 reviewsReal 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, 104 reviewsLakefront 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!
Home in Otis
4.92 out of 5 average rating, 149 reviewsThe 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.
Home in Canton
4.99 out of 5 average rating, 101 reviewsBest 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!
Home in Otis
4.96 out of 5 average rating, 106 reviewsDirect 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.
Flat in Chester
4.76 out of 5 average rating, 191 reviewsQuiet 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
Cabin in Hinsdale
4.91 out of 5 average rating, 101 reviewsBeautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
Welcome to Lake Ashmere! Our newly and completely renovated cottage features two bedrooms with comfy queen size beds, a loft with two full size beds, cathedral ceilings, a year-round six person hot tub and a large working kitchen stocked with everything you need. The living space is bright and airy. WiFi in the cottage is over 500 mbps, making it ideal for longer stays. The spectacular lake is just a three-minute walk from the cottage.
Cottage in Sturbridge
4.93 out of 5 average rating, 148 reviewsCozy 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.
Holiday rentals for every style
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Popular amenities for Chicopee holiday rentals
Other great holiday rentals in Chicopee
Flat in Litchfield
4.96 out of 5 average rating, 201 reviewsPerfect, peaceful retreat
Home in Granby
5 out of 5 average rating, 6 reviewsLake house retreat Granby CT
Home in Andover
5 out of 5 average rating, 54 reviewsSpacious Classic Lakefront Home with jet tub
Cabin in Sandisfield
4.99 out of 5 average rating, 99 reviewsBerkshires Cabin in Woods with Mountain Views
Home in Tolland
5 out of 5 average rating, 26 reviewsLakefront Retreat at Porcupine Place
Home in Becket
4.95 out of 5 average rating, 63 reviewsBerkshires Retreat W/ Sauna by Evergreen Home
Home in Agawam
5 out of 5 average rating, 12 reviewsHome near Six Flags/ hot tub
Home in Ashford
4.84 out of 5 average rating, 82 reviewsAmazing lake home w/ amenities.
Quick stats about holiday rentals in Chicopee
Total rentals
50 properties
Nightly prices starting at
$54 SGD 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
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