Compare Western Massachusetts Condo Rentals

Featured Condo Rentals in Western Massachusetts

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$159 total

Jul 12 - Jul 13

Total with taxes and fees

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.

Pool

Parking included

Club Wyndham Bentley Brook Resort - 2 Bedroom

Guests of this condo enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills. Staff members can help with accommodation requests, and provide concierge services.

Tranquil Lakeside Escape in the Berkshires

Guests staying at this condo enjoy a sauna, laundry facilities, and barbecue grills.

Pool

Kitchen

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.

Pool

Hot Tub

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.

Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!

This condo offers ski-in/ski-out access, a gym, and laundry facilities.

Air conditioning

Laundry

Guests staying at this condo enjoy a sauna, laundry facilities, and barbecue grills.

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

$402 nightly

$449 total

Jul 28 - Jul 29

Total with taxes and fees

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

3 BR+ 4level WINTER SKI RENTAL
LOOKING 4 SEASONAL RENTER
1 MILE OFF OF JIMINEY

This condo features an indoor pool, an outdoor pool, and a gym. Other amenities at this family-friendly condo building include a sauna, a hot tub, and an arcade/game room.

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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.

Hotel Options in Western Massachusetts

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$143 nightly

$159 total

Jul 12 - Jul 13

Total with taxes and fees

8.8/10 Excellent! (2,431 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

$151 nightly

$169 total

Jul 12 - Jul 13

Total with taxes and fees

9.2/10 Wonderful! (1,013 reviews)

MGM Springfield

One MGM Way Springfield MA

$199 nightly

$226 total

Jul 19 - Jul 20

Total with taxes and fees

9/10 Wonderful! (1,558 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	40 Condo Rentals
Lowest Price	$159
Highest Price	$449
Popular accommodation	Vacation Village in the Berkshires, Club Wyndham Bentley Brook Resort - 2 Bedroom, Tranquil Lakeside Escape in the Berkshires, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!, Peaceful 1BR Condo with Pond View, 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous, 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY