Stephentown Cottages
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cottages in Stephentown
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Valatie NY
Located in Valatie, this cottage is on a lake, a 1-minute drive from Kinderhook Lake and 7 minutes from Valatie Free Library.
Kitchen
Pet friendly
Near Hospitals: Home w/ Yard in Albany!
Albany NY
With a stay at this cottage in Albany (Delaware Avenue), you'll be within a 15-minute drive of MVP Arena and University at Albany.
Kitchen
Parking included
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Canaan NY
Located in Canaan, this cottage is on the waterfront, a 3-minute drive from Queechy Lake and 7 minutes from Furnace Brook Winery at Hilltop Orchards.
Kitchen
Pet friendly
Charming historic cottage on scenic road to Mt. Greylock
Lanesboro MA
With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.
Kitchen
Free WiFi
Massachusetts Vacation Rental w/ Deck & Grill
Windsor MA
With a stay at this cottage in Windsor, you'll be 8.1 mi (13 km) from Susan B. Anthony Birthplace Museum and 8.2 mi (13.2 km) from Tannery Falls.
Kitchen
Washer
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
325 Long Pond Road Great Barrington MA
Located in Great Barrington, this cottage is within a 10-minute drive of Art et Industrie and Housatonic River.
Kitchen
Washer
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Nassau NY
Located in Nassau, this cottage is on the waterfront, within a 15-minute drive of Berkshire Retreat Center and Kinderhook Lake.
Kitchen
Free WiFi
Berkshires farm, 30+ guests, 50 acres
New Lebanon NY
$2,096 nightly
The price is $2,125 total per night
$2,125 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at Berkshires farm, 30+ guests, 50 acres in New Lebanon, you'll be within a 5-minute drive of New Lebanon Library and Shatford Memorial Park.
Hot Tub
Kitchen
Luxury Vacation Rental in the Berkshires!
Williamstown MA
Located in Williamstown, this cottage is within a 5-minute drive of Mount Greylock State Reservation and Lower Linear Park.
Kitchen
Washer
Elegant Hudson Valley Retreat w/ Hot Tub & Pond
Austerlitz NY
With a stay at this cottage in Austerlitz, you'll be 12 mi (19.3 km) from Tanglewood Music Center and 8 mi (12.9 km) from Ebenezer II Gifts and Antiques.
Kitchen
Pet friendly
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.
Stephentown Cottages essential information
Accommodation | 81 Cottages |
|---|---|
Lowest Price | $2,125 |
Highest Price | $2,125 |
Popular accommodation | Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Near Hospitals: Home w/ Yard in Albany!, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Charming historic cottage on scenic road to Mt. Greylock, Massachusetts Vacation Rental w/ Deck & Grill, Lakefront Berkshires Retreat w/ Deck, Dock & Boat!, Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace, Berkshires farm, 30+ guests, 50 acres, Luxury Vacation Rental in the Berkshires!, Elegant Hudson Valley Retreat w/ Hot Tub & Pond, Cozy cottage with pool, walking distance to lake, Chic Troy Home Near Downtown, 9 Mi to Albany! |