Search Condo Rentals in Western Massachusetts

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Compare 53 Condo Rentals in Western Massachusetts with updated reviews, rates, and availability.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1792)
"Very nice accomodations, more like a mini apartment than a motel room. "
The price is SAR 502
SAR 592 total
includes taxes & fees
8 Apr - 9 Apr
Vacation Village in the Berkshires

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

10.0 out of 10, Exceptional, (37)
"Family trip with kids. Condo is great. Excellent location with great views of the mountain. Everything you need is within walking distance. Beds are comfortable and owner supplied plenty of towels and linens. We will definitely be back next year. "
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything was great. We enjoyed our stay!"
Duplex w/ Fire Pit ~ 1 Mi to MGM Springfield!

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

7.2 out of 10, Good, (5)
"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"
The price is SAR 529
SAR 1,254 total
includes taxes & fees
30 Mar - 31 Mar
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (11)
"We had a great time staying at this unit. Great location on the mountain and very helpful owner. I left something in the room and Shana went out of her way to get it back to me. Thank you!"
The price is SAR 296
SAR 1,054 total
includes taxes & fees
21 Apr - 22 Apr
UNIQUE - 1BR Country Condo @ Jiminy Peak

Club Wyndham Bentley Brook Resort - 2 Bedroom

10.0 out of 10, Exceptional, (1)
"Great spot for family ski trip. Location was great. Condo and amenities were great. Overall super happy and would stay again. "
Club Wyndham Bentley Brook Resort - 2 Bedroom

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

10.0 out of 10, Exceptional, (30)
"Everything was spot on. Will be back!!"
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

Club Wyndham Bentley Brook Resort - 2 Bedroom

Club Wyndham Bentley Brook Resort - 2 Bedroom

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

7.0 out of 10, Good, (6)
"We had a wonderful stay at this property and it was the perfect location and size for us while we were vendors at the Big E. The condo itself is large and spacious with comfortable beds, tvs in the living room and two bedrooms, a fully stocked bathroom with laundry, a beautiful kitchen with a fridge with ice maker and water capability. The entry is by code, which made it very convenient to access. Hana, the hostess was extremely attentive and helpful every step of the way. The drawbacks were...
The price is SAR 450
SAR 1,149 total
includes taxes & fees
31 Mar - 1 Apr
Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

10.0 out of 10, Exceptional, (6)
"We love Jiminy Peak and having a week at a ski-in, ski-out unit was fantastic. We skied back for lunch and skied back out for the afternoon; skied in for a quick dinner and the boys skied back out for night skiing. Terrific location! Kitchen was clean and serviceable (no oven but two burners, sink, dishwasher, microwave, and toaster) and beds were good. Everything was easy... check in, check out, so smooth. A great time was had by all!!!!"
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

9.4 out of 10, Exceptional, (21)
"Our stay at the Country Inn was perfect for what it was...a short weekend stay to ski for a couple days. The Inn itself is antiquated as are the rooms but the convenience of the ski-in-ski-out location was great. The room was small but adequate since we spent little time there. However, the ability to cook a couple meals there saves some bucks and was perfect. The room, and Inn, itself, could benefit from some new new furniture and decorating, but was as anticipated. Dinner on property was...
Ski-In/Ski-Out at Jiminy Peak in the Country Inn

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

10.0 out of 10, Exceptional, (12)
"This property was clean, and in a wonderful location to the mountain and other amenities. Host was professional, kind and courtesy. This was our first experience with an Air B & B. Would rent this condo again. Thank you CP. "
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

Club Wyndham Bentley Brook Resort - 2 Bedroom

Club Wyndham Bentley Brook Resort - 2 Bedroom

Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!

10.0 out of 10, Exceptional, (1)
"I really enjoyed my stay at this Vrbo. Everything was well stocked (bedroom/bathroom/kitchen linens, cleaning supplies, kitchen appliances / serveware etc). The futon pulled out was comfortable. The flat is in a great location that is walking-distance to cafes/restaurants. Tre was an excellent host!"
Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!

Berkshires Getaway < 1 Mi Skiing & Hiking!

10.0 out of 10, Exceptional, (12)
"Location was perfect! Home is cozy and well equipped! Perfect getaway for our family with great hospitality."
Berkshires Getaway < 1 Mi Skiing & Hiking!

Snowdrop Lodge - Beautiful Condo on Jiminy Peak Grounds

9.6 out of 10, Exceptional, (18)
"We all had a great visit. Property fantastic. "
Snowdrop Lodge - Beautiful Condo on Jiminy Peak Grounds

Ski on ski off 1 Br loft condo in the village center with private gated parking

10.0 out of 10, Exceptional, (16)
"Clean and & comfortable, the location cannot be beat for a ski trip to Jiminy Peak! Jim (owner) was very communicative and great to work with!"
Ski on ski off 1 Br loft condo in the village center with private gated parking

Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool

10.0 out of 10, Exceptional, (2)
"This unit was absolutely perfect for our family of 4! My husband and I do not ski, but our two boys are 10 and 11 and they LOVE to ski. I enjoyed hanging inside while they went up and down the mountain. We could see them as they went by and they would wave at us. This unit was clean and it suited our needs. Staying on property is such a game changer. The kids can come in for meals and get back out of the slopes. We would definitely stay at this unit again!"
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
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.
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Other property types in Western Massachusetts

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1792)
"Very nice accomodations, more like a mini apartment than a motel room. "
The price is SAR 502
SAR 592 total
includes taxes & fees
8 Apr - 9 Apr
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is SAR 503
SAR 552 total
includes taxes & fees
5 Apr - 6 Apr
Jiminy Peak Mountain Resort

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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.

Frequently asked questions

How much do condos in Western Massachusetts cost?
Condos in Western Massachusetts range from SAR 296 to SAR 529 per night. These properties offer loads of space for your whole crew at a price that won’t stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Western Massachusetts?
Western Massachusetts has 53 condos to pick from. Enter your destination and travel dates and book your perfect stay today.
Why book your condo in Western Massachusetts with Expedia?
Booking a condo in Western Massachusetts is as easy as working out your travel dates and choosing a place that meets your needs. In search of something luxurious or low cost, or a stay that also comes with a kitchen? Use Expedia’s search filters to narrow your results even further and find your ideal match.
How can I find cheap condos in Western Massachusetts?
Expedia can help you narrow your search for cheap condos in Western Massachusetts. To lock in a fantastic stay in a couple of quick clicks, try out the filter tool to tailor your search results by amenities, budget and star rating.