Search Condo Rentals in Hawley

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Condo Rentals in Hawley

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1990)
"Beautiful location!"
The price is SAR 406
SAR 495 total
includes taxes & fees
14 Sep - 15 Sep
Vacation Village in the Berkshires
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Outdoor dining

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

8.0 out of 10, Very Good, (1)
"very nice and roomy! really enjoyed."
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Property grounds

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

10.0 out of 10, Exceptional, (40)
"3rd time staying here. The host is great, the place is clean, and the location couldn't be better!"
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

8.0 out of 10, Very Good, (8)
"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 510
SAR 1,237 total
includes taxes & fees
15 Sep - 16 Sep
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
UNIQUE - 1BR Country Condo @ Jiminy Peak
Interior

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (13)
"Clean and quiet, nicely decorated! "
The price is SAR 371
SAR 1,169 total
includes taxes & fees
11 Sep - 12 Sep
UNIQUE - 1BR Country Condo @ Jiminy Peak
Walk to Ski Slopes: Jiminy Peak Resort Getaway!
Terrace/patio

Walk to Ski Slopes: Jiminy Peak Resort Getaway!

10.0 out of 10, Exceptional, (15)
"Great condo - "
Walk to Ski Slopes: Jiminy Peak Resort Getaway!
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Exterior

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

9.0 out of 10, Wonderful, (27)
"We had a great experience with this rental. Nice location for skiing on and off the mountain and close to the heart of the ski facility. "
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
1/2 Mi to Jiminy Peak: Condo w/ Pool & Hot Tub
Spa

1/2 Mi to Jiminy Peak: Condo w/ Pool & Hot Tub

10.0 out of 10, Exceptional, (1)
"You'll love this house, it feels just like home but more relaxing and enjoyable! We used the community heated pool and hot tub several times during our stay. The house is just as pictures, but better. Everything you could need is supplied n the rental, all you need is food and clothes. We slept great at this house, better than any other vacation, no one got up early. The kitchen and grill were great to cook with. Staying at this house was very enjoyable!"
1/2 Mi to Jiminy Peak: Condo w/ Pool & Hot Tub
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
Living area

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

10.0 out of 10, Exceptional, (3)
"Good base for Berkshires, responsive host, good rates, secure."
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (33)
"Everything was spot on. Will be back!!"
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Exterior

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

10.0 out of 10, Exceptional, (6)
"It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!"
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
Exterior

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

9.6 out of 10, Exceptional, (17)
"Perfect place for our annual ski-cation. Great accommodations minutes from Jiminy Peak. Equipped with everything you need for a great vacation!"
3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (12)
"We'll be back!"
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
Exterior

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
Club Wyndham Bentley Brook Resort - 2 Bedroom
Exterior

Club Wyndham Bentley Brook Resort - 2 Bedroom

6.0 out of 10, (2)
"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
Berkshires Getaway < 1 Mi Skiing & Hiking!
Fridge, microwave, stovetop, dishwasher

Berkshires Getaway < 1 Mi Skiing & Hiking!

10.0 out of 10, Exceptional, (14)
"Location was perfect! Home is cozy and well equipped! Perfect getaway for our family with great hospitality."
Berkshires Getaway < 1 Mi Skiing & Hiking!
Perfect for Winter Skiing!!
Fridge, microwave, oven, stovetop

Perfect for Winter Skiing!!

Perfect for Winter Skiing!!
JIMINY PEAK - 2/6-8 & 2/13-16 2026- SLOPE SIDE! SKI IN/SKI OUT, 2BR DELUX UNIT
Pool

JIMINY PEAK - 2/6-8 & 2/13-16 2026- SLOPE SIDE! SKI IN/SKI OUT, 2BR DELUX UNIT

JIMINY PEAK - 2/6-8 & 2/13-16 2026- SLOPE SIDE! SKI IN/SKI OUT, 2BR DELUX UNIT
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

8.8 out of 10, Excellent, (5)
"Clean, up to date and spacious! Great location for beginner skiiers, also easy to access the rest of the mountain."
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
Indoor pool, outdoor pool

IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES

10.0 out of 10, Exceptional, (3)
"We had a great time at Jiminy Peak this weekend. The Wyndham Bentley Brook is at the best location there, and it is very convenient to get on the slopes. We enjoyed skiing and the pool/hot tub."
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hawley Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area "
Judy 2-night trip
Posted 6 days ago
Vacation Village in the Berkshires
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Fantastic breakfast, perfect location, fun vibe, beautiful pool area, an environment that encourages conversation with other guests. Room was spacious but needed a nightstand on either side of the bed. "
Leigh 1-night trip
Posted 13 days ago
The Porches Inn at Mass MoCA

Frequently asked questions

Why book your condo in Hawley with Expedia?
With Expedia, it's easy to find your ideal condo in Hawley. Looking for an upmarket stay? Make the most of our filters to search for properties with a 5-star rating. If you have a budget, click on how much you'd like to spend and then check out our fabulous deals. We'll help you find a suitable stay whatever your escape looks like.
How can I find cheap condos in Hawley?
With Expedia's filter tool, locating cheap condos in Hawley couldn't be simpler. To view accommodations that'll make your hip pocket happy, tailor your search results by star rating, budget and amenities.