Old Mansions - Vacation Rentals in East Chatham

Inn at Silver Maple Farm From US $239
         

9.3 (66 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Inn at Silver Maple Farm From US $178
         

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9.8 (98 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Best of the Berkshires & Hudson Valley From US $486
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Newly Renovated Cabin in the Country From US $353
         

10.0 (31 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Best of the Berkshires & Hudson Valley From US $511
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in East Chatham

Over 114+ Luxury Places to Stay in or Near East Chatham
Spectacular All Seasons Retreat with Amazing Views From US $1,731
         

9.6 (38 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • TV
20 minutes to Jiminy Peak and Bousquet Mountain From US $1,521
         

Red Rock Summit: Mtn Escape w/Pool, Sauna + Views From US $962
         

10 Acre Country Estate with Pool, Hot Tub & Views! From US $915
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in East Chatham

Over 18+ Top-Rated Vacation Rentals with a Pool in or Near East Chatham
Home on Malden Bridge, Columbia County, New York From US $296
         

Berkshire Travel Lodge From US $85
         

5.4 (458 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Berkshire Travel Lodge From US $99
         

4.5 (184 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Berkshire Rural Retreat From US $384
         

10.0 (23 Reviews)
Other
  • Parking
  • Pool
  • TV

Pet-Friendly Vacation Rentals in East Chatham

Over 33+ Pet-Friendly Vacation Rentals in or Near East Chatham
Luxury Barn Retreat — All-Season Escape Awaits! From US $386
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Plan your Berkshires by the lake From US $294
         

8.0 (1 Review)
Cottage
  • Parking
  • Pet Friendly
  • TV
Cozy cabin in tranquil Canaan NY with WiFi, AC From US $235
         

New
Cabin
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in East Chatham

Over 17+ Large Vacation Homes & Villas in or Near East Chatham
Historic New Lebanon Hideaway on 33 Private Acres! From US $488
         

Historic New Lebanon Hideaway on 33 Private Acres! From US $623
         

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8.0 (2 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Hudson Valley Chalet From US $619
         

9.2 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
1789 Shaker Farmhouse in Berkshires/Hudson Valley From US $415
         

10.0 (4 Reviews)
Other
  • Air Conditioner
  • Parking
  • TV
Charming 5-bedroom Vacation House in Chatham From US $358
         

10.0 (2 Reviews)
Other
  • TV
  • Security/Safety
  • Bedding/Linens
Renovated Chatham Home ~ Half Mi to Downtown! From US $244
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Harmony House in Hudson Valley- Pet Friendly From US $333
         

Wheelchair Accessible Vacation Homes in East Chatham

Over 1+ Wheelchair Accessible Vacation Homes in or Near East Chatham
Cozy Secluded Cabin in the Berkshires From US $157
         

4.6 (14 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible

East Chatham Varoom and Airbnb Places to Stay Under $200

Over 16+ East Chatham Varoom and Airbnb Places to Stay Under $200
Cozy 3-bedroom chalet with mountain views From US $106
         

Stunning All-Season Renovated Barn Escape! From US $200
         

Chatham Travel Lodge From US $130
         

7.8 (211 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Hudson River Valley/Berkshires Rural Retreat From US $184
         

9.8 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Cottage in the Woods From US $157
         

10.0 (6 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Foggy Bottom Studio From US $161
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Best of the Berkshires & Hudson Valley From US $195
         

10.0 (1 Review)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in East Chatham

Over 32+ Instantly Bookable Vacation Homes in or Near East Chatham
SRC-Hudson Valley/Berkshires Cultural Corridor From US $377
         

10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • TV
Berkshire Hideaway w/Fire Pit & Playground! From US $235
         

7.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
NEW RENO Historic Creamery in Berkshires w/hot tub From US $480
         

10.0 (5 Reviews)
Other
  • Air Conditioner
  • Parking
  • TV
NEW RENO - Chalet-style farm loft near Tanglewood From US $197
         

10.0 (3 Reviews)
Other
  • Air Conditioner
  • Parking
  • TV
Monk's Bunk, Old Chatham From US $371
         

10.0 (1 Review)
Other
  • Air Conditioner
  • Parking
  • TV
NEW RENO - Historic Loft w/views of the Berkshires From US $202
         

9.8 (12 Reviews)
Other
  • Air Conditioner
  • Parking
  • TV

About East Chatham Vacation Rentals

With more than 123 East Chatham vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Old Mansions and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in East Chatham.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Old Mansions East Chatham, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in East Chatham. Places to stay near East Chatham are 1269.53 ft² on average, with prices averaging $454 a night.

Old Mansions makes it easy and safe to find and compare vacation rentals in East Chatham with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in East Chatham

Type Count
Vacation Homes 73
Others 12
Cottages 10
Holiday Apartments 8
Cabin Rentals 6
Ski Chalet Rentals 5
Hotels with Suites 4
B&B 2
Villas 2

Use these Quick Filters to Find a Vacation Rental in East Chatham

Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in East Chatham.

Weather in East Chatham

View the weather forecast for East Chatham before booking your East Chatham Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F