54 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Cabins
Chalets
Condos
Cottages
Farmhouses
Homes
Lodges
Apartments
Barns
Boats
Bungalows
Castles
Estates
Hotels
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

54 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
54 Results
$350 - $650
per night
2 - 7 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
2 night min stay
(7)
$100 - $275
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 - 3 night min stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 5 night min stay
(23)
$250 - $600
per night
2 - 4 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 4 night min stay
(8)
$750 - $1,350
per night
3 - 4 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night min stay
1 Review
$400 - $900
per night
2 - 5 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(3)
$225 - $775
per night
2 - 7 night min stay
  • 6 BR,
  • 2 BA,
  • Sleeps 16
2 - 7 night min stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(21)
$1,650
per week
3 - 7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 15
3 - 7 night min stay
$157 - $350
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 12
2 - 7 night min stay
(11)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
3 - 4 night min stay
(27)
$225 - $525
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
3 night min stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night min stay
(19)
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 7 night min stay
(6)
$210 - $340
per night
2 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night min stay
1 Review
$150 - $210
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night min stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
(9)
$100 - $275
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 - 3 night min stay
2 Reviews
$500
per night
2 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(34)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(10)
$165 - $350
per night
2 - 3 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(5)
$200 - $300
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 90 night min stay
$300 - $800
per night
2 - 3 night min stay
  • 6 BR,
  • 3 BA,
  • Sleeps 12
2 - 3 night min stay
$400 - $800
per night
2 night min stay
  • 8 BR,
  • 4 BA,
  • Sleeps 23
2 night min stay
(5)
 

Recent Ludlow / Okemo Mountain Area Reviews

Great Place to Recharge

5 of 5
The house and overall space was awesome. Getting away from the city, the house was very comfortable, and the outside space was perfect to relax. The owners have made every effort to anticipate what guests would need, so it felt very homey. I highly recommend it.
  • Submitted: May 8, 2015
  • Stayed: May 2015

Perfect Cozy Getaway

4 of 5
This cabin was very cozy and the heat worked well to keep us warm all night. Jayne was a pleasure to work with and very detailed about rental. We loved the heated light in the bathroom. The drive to Lenox for a dinner out was very short.
  • Submitted: Apr 1, 2015
  • Stayed: Jan 2015

Perfect.

5 of 5
I took my crew of 15 hooligans (20's and 30's) to the Weiss home on Valentine's / President's Day weekend this year and it was awesome. This house is perfect. The atmosphere / attitude is exactly what I was looking for. Bonnie is super laid back and flexible, she was great to work with and if I ever come back to Okemo, this will be the first house I look into. The house doesn't feel too ritzy, or too rustic, it's just right. Very cozy. The hot tub is an AWESOME touch and worth a little extra $$ if necessary. All I can say is, "this is the one", especially for big groups.
  • Submitted: Mar 16, 2015
  • Stayed: Feb 2015