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Find All Chatham Hotels
We have found 1571 Chatham Hotels
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bentley Brook at Jiminy Peak ^ Studio
- HollyKissHudsonValley Grand Suite in 1900 Renovated Lodge
- 10 Minutes to Ski Butternut! Dogs Welcome!
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Berkshire Mountain Lodge
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- ONTARA....
- Barn House: isolated sheep farm Hudson area
- Blue Spruce Inn & Suites
- Charming 4-bedroom Farmhouse in Hudson with WiFi, AC/Fireplace on 11 acres Land
- Vanderbilt Lakeside
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Canyon Ranch Lenox
- Mountain Lodge Apt!
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Bentley Brook 1-BR Mountainside resort sleeps 8- Available April 27-May 3
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Chestnut Lodge
- The Weathervane Motel
- NEW RENO Historic Creamery in Berkshires w/hot tub
- Beautifully restored 200-year-old Carriage House in Historic Village of Athens
- Prospect Berkshires
- Element Lenox Berkshires
- Holiday Inn Club Vacations Oak 'n Spruce Resort 2 Bedrooms in The Berkshires