Compare Western Massachusetts Condo Rentals

Featured Western Massachusetts Condo Rentals

Free Cancellation

Reserve now, pay when you stay

$127

includes taxes & fees

$114 per night

May 18 - May 19

Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

At this condo, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this ski condo building include a hot tub, an arcade/game room, and laundry facilities.

Duplex w/ Fire Pit ~ 1 Mi to MGM Springfield!

At this condo, guests have access to features like laundry facilities. This smoke-free condo building also has barbecue grills.

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

At this condo, guests have access to a gym, laundry facilities, and a garden. This smoke-free condo building also has barbecue grills.

UNIQUE - 1BR Country Condo @ Jiminy Peak

$300

includes taxes & fees

$269 per night

May 2 - May 3

This condo features an indoor pool, an outdoor pool, and a gym. Additional amenities include laundry facilities, barbecue grills, and a garden.

Pool

Kitchen

Club Wyndham Bentley Brook Resort - 2 Bedroom

At this condo, guests have access to ski-in/ski-out access, a water park, and a hot tub. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this ski condo building include laundry facilities and barbecue grills.

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

This condo features ski-in/ski-out access, an outdoor pool, and a gym. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this ski condo building include a hot tub, laundry facilities, and local meal delivery service.

At this condo, guests have access to ski-in/ski-out access, a water park, and a hot tub. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this ski condo building include laundry facilities and barbecue grills.

At this condo, guests have access to ski-in/ski-out access, a water park, and a hot tub. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this ski condo building include laundry facilities and barbecue grills.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Western Massachusetts Accommodation Oceanfront

The Black Swan Lee - Lenox, Ascend Hotel Collection

435 Laurel St, Lee, MA

$123

includes taxes & fees

$111 per night

May 8 - May 9

9/10 Wonderful! (1,001 reviews)

Hotel Options in Western Massachusetts

MGM Springfield

One MGM Way, Springfield, MA

$185

includes taxes & fees

$163 per night

May 4 - May 5

8.8/10 Excellent! (1,349 reviews)

D. Hotel Suites & Spa

1 Country Club Rd, Holyoke, MA

$141

includes taxes & fees

$127 per night

May 4 - May 5

9.2/10 Wonderful! (2,297 reviews)

Life House Berkshires

194 Pittsfield Rd, Lenox, MA

$115

includes taxes & fees

$103 per night

May 4 - May 5

9/10 Wonderful! (573 reviews)

Luxury Condos

Find luxury condos in Western Massachusetts
Get your vacation off to a fabulous start by booking a luxury condo in Western Massachusetts. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Western Massachusetts condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.

Exploring Western Massachusetts will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Western Massachusetts Condo Rentals essential information

Accommodation	61 Condo Rentals
Lowest Price	$115
Highest Price	$300
Popular accommodation	Vacation Village in the Berkshires, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, Duplex w/ Fire Pit ~ 1 Mi to MGM Springfield!, 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7, UNIQUE - 1BR Country Condo @ Jiminy Peak, Club Wyndham Bentley Brook Resort - 2 Bedroom, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, Club Wyndham Bentley Brook Resort - 2 Bedroom, Club Wyndham Bentley Brook Resort - 2 Bedroom