
Holiday houses in Westfield
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Quick stats about holiday rentals in Westfield

Total holiday rentals
Explore 10 holiday rentals in Westfield

Nightly prices starting at
Westfield holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Wi-Fi availability
10 of Westfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westfield rentals

4.9 Average rating
Westfield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Westfield
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Cozy Apartment
Surround yourself with style in this standout space. You will feel like you are at home. Enjoy a peaceful escape in this beautifully equipped rental in the center of Westfield, just minutes from downtown! This lovely remodeled unit offers new vinyl floors, new kitchen, all furnished for you, spacious bedroom with lots of natural light. It has 2 stair flights, Its perfect location for easy access to many popular attractions within the city limits as well as Big E which is only 15 min away.

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.

Studio ADU Guesthouse near Six Flags
Get ready for thrills and adventure! 🏞️🏰 Our cozy retreat is the perfect base for your Six Flags getaway! 🚗 Located just minutes away from the park, our home offers: Comfortable bedroom with plush bed Fully equipped kitchen for meal prep Relaxing living area for downtime Parking for your convenience Unwind after a day of roller coasters and excitement, and get ready to do it all again the next day! 😎 Book your stay with us and make your adventure unforgettable! 🏠👍

AirbytheStream waterfront, private, clean and cozy
Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

3 Bed 2 Bath house in West Springfield.
3 bedrooms/2 baths private house located in West Springfield. 1st floor: Full Kitchen, Dining Room, Living Room, one bath with standing shower, washer&dryer; 2nd floor: 3 Bedrooms(queen size bed each) and one full bath. Parking for up to 4 cars on driveway. Self check in with keypad lock. Close to nearby restaurants, schools, shopping and other more. Easy access to Westfield, Agawam & Springfield Big E - 6min (2.3miles) Baystate - 9min(3.7miles) Six Flags-13min(6.5miles)

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Owl's Nest - Cozy Westfield Home w/ Fire Pit
Discover this simple yet sophisticated 4-bedroom, 2-bath vacation rental in the charming town of Westfield. Embrace the warmth while enjoying amenities such as a cozy fireplace and outdoor fire pit. Plus, you can savor morning coffee on the front porch or let your pup stretch its paws in the backyard. The house is also near Westfield State University and scenic hiking trails. For more to do, take a short drive to Springfield for casino thrills and local fairs!

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.)

The Creation Station
Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John
Popular amenities for Westfield holiday rentals
Other great holiday rentals in Westfield

Gorgeous private whole house

King Bed w/ Game Room near Massmutual w/ Riverview

The Overlook at Lake Congamond

Handcrafted Timber Frame Cabin Retreat

Backyard Tiny House in the Woods

Peaceful Meadow Retreat

Freeland Brook Farm - magical Berkshires view

2 bedrooms with movie theater.
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- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Dcu Center
- Hudson Chatham Winery
- Wesleyan University
- University of Massachusetts Amherst
- Clark University
- Naumkeag
- Mount Southington Ski Area
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Connecticut Convention Center
- Mount Greylock
- Devil's Hopyard State Park





