Wander Berkshires Farmhouse
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14 guests
9 beds
2.5 bathrooms
Fire pit•Garden•Mountain view
14 guests
4 bedrooms
9 beds
2.5 bathrooms
3680 sq. ft.
Wander Berkshires Farmhouse is a sophisticated farmhouse retreat set across 52 breathtaking acres in the Berkshires.
The Wander Guarantee
Book with confidence. Read more.
Check-in & out
Check-in after 4:00pm • Check-out before 11:00am • Pets not allowed
Easy cancellation
Cancel within 24 hours for a full refund.
Pristine homes, no to-do lists
Arrive to five star cleaning • No chores at checkout • Just lock up and go
About the property
Hotel-grade amenities
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Common Amenities
- Wifi
- Free parking
- Fire pit
- Garden
- Hot water
- Fire extinguisher
- Carbon monoxide detector
- Smoke detector
- First aid kit
- Air conditioning
- Patio
- Pack n play
- Outdoor dining area
- High chair
- Mountain view
- BBQ Area
Living room
- Ceiling fan
- Board games
- TV
Dining room
- Dining table
Kitchen
- Dishes
- Dishwasher
- Kitchen
- Stove
- Microwave
- Fridge
- Coffee maker
- Oven
- Freezer
- Coffee
- Kettle
- Tea
- Spices
- Silverware
- Cleaning supplies
- Wine glasses
- Pantry
- Cooking basics
- Dining table
- Baking sheet
Bedroom 1
- Bed linens
- Ceiling fan
Ensuite Bathroom
- Shower
- Body soap
- Bath linens
- Toilet
- Shower gel
- Shampoo
- Conditioner
- Ensuite bathroom
Bedroom 2
- Bed linens
- Desk
- Ceiling fan
- Closet
Bedroom 3
- Bed linens
- Wardrobe
Bedroom 4
- Bed linens
- Dresser
- Ceiling fan
- TV
- Toys
Bathroom
- Bathtub
- Hair dryer
- Bath linens
- Toilet
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Shower
Half Bath
- Bathtub
- Bath linens
- Half bath
- Toilet
- Body soap
Office
- Desk
- Dedicated workspace
Entry
- Dedicated workspace
- Desk
Laundry room
- Dryer
- Washer
- Cleaning supplies
Where you’ll sleep
Where you’ll be
Experience the quiet elegance of the Southern Berkshires, just steps from the lush landscapes and ancient limestone formations of Bartholomew’s Cobble. Browse for unique finds at The Flea at 99 or spend an afternoon on the water at O’Hara’s Landing Marina, both a short drive away.
Restaurants
Picante’s Canaan
Picante's Canaan delights with a bold fusion of authentic Mexican and Italian cuisine, from spicy molcajetes and fresh ceviche to seafood ravioli and chicken parmigiana. This hidden gem serves up fresh, flavorful dishes in a welcoming spot perfect for lunch or dinner.
Roberto's Pizza
Roberto's Pizza in North Brunswick crafts diverse pies from deep dish classics to crispy Thin Sicilian and nostalgic Grandma styles, alongside pasta and subs. This cozy, family-friendly spot next to the bowling alley delivers welcoming service and Italian delights perfect for groups.[1]
The Marketplace Kitchen and Cafe
Discover The Marketplace Kitchen and Cafe, a family-friendly Berkshire gem serving fresh salads, signature sandwiches, housemade soups, and decadent pastries in a fast-casual vibe. Grab-and-go specialties and lattes make it perfect for breakfast, lunch, or a quick treat.
Canaan Country Club and The Belted Cow
Nestled beside a scenic nine-hole golf course along the Blackberry River, Canaan Country Club's Belted Cow Farmhouse Tavern offers hearty farmhouse fare like prime rib in a cozy, belted cow-themed space with expanded outdoor dining.[1][3][4]
Big Elm Brewing - Sheffield - Brewery & Taproom
Discover Big Elm Brewing's Sheffield taproom, where fresh ales, lagers, and hard seltzers flow alongside flights and growlers in a laid-back Berkshire spot perfect for families and leashed pets. Pair your pints with takeout from nearby gems like Roberto’s Pizza or food trucks, channeling the spirit of the historic Big Elm tree.
Industry Kitchen & Bar
Industry Kitchen is a modern American restaurant featuring seasonal ingredients, wood-fired pizzas, and grilled meats in a striking industrial-chic space beneath the FDR Drive with views of the East River and Brooklyn skyline.
Blackberry River Bistro
Nestled in Canaan, Blackberry River Bistro serves up fresh, from-scratch Mexican delights like tacos, burritos, and flavorful rice bowls in a cozy, casual vibe with excellent beer and wine. It's the perfect spot for simple, satisfying meals with friendly service.[1][2][3][4]
Attractions
Bartholomew's Cobble Reservation
Discover Bartholomew's Cobble Reservation, a National Natural Landmark with twin rocky knolls, 5 miles of trails through caves, marshes, and wildflower meadows, plus stunning Housatonic River views from Hurlburt's Hill. Nature lovers, hikers, and birders will adore its rugged geology and 800+ plant species.
Thom Reed - UFO Park
Discover Thom Reed UFO Park, site of the first UFO encounter officially recognized as historically true by Massachusetts historians and the governor, where Thom Reed's family witnessed insect-like beings after a glowing craft emerged from the Housatonic River in 1969. UFO enthusiasts, mystery lovers, and history buffs will relish this quirky riverside tribute near a scenic covered bridge.[1][2][3][5]
New England Accordion Connection and Museum Company
Discover over 500 sparkling vintage accordions—rhinestone-encrusted gems with stories from Lawrence Welk to Al Capone—at this hidden Connecticut gem in a historic train station. Music history buffs, polka lovers, and curious families will squeeze pure joy from Paul Ramunni's passionate tribute to the squeezebox.
Land of Nod Vineyard & Winery
Discover the timeless charm of Land of Nod Vineyard & Winery, a bicentennial farm in Connecticut's Berkshire foothills crafting grape and fruit wines amid serene mountain views and the Blackberry River since 1780. Wine lovers, history buffs, and nature seekers will savor tastings, farm-fresh yarns, and picnic bliss.[1][3][4]
Mount Everett State Reservation
Discover breathtaking 360-degree panoramas from Mount Everett's summit, the Dome of the Taconics, via scenic Appalachian Trail hikes for all levels, waterfalls, and serene Guilder Pond. Nature lovers, avid hikers, and birders will relish this stunning Massachusetts reservation year-round.
Mass Audubon's Lime Kiln Farm Wildlife Sanctuary
Discover the magic of Lime Kiln Farm Wildlife Sanctuary, where 2 miles of easy trails wind through diverse habitats teeming with butterflies, pileated woodpeckers, and stunning Mount Everett vistas, plus historic lime kilns and quarries. Nature lovers, birders, and families seeking serene hikes will love this Berkshires gem.
Campbell Falls State Park
Discover the hidden gem of Campbell Falls State Park, where a stunning 50-foot waterfall thunders through a zig-zagging gorge in lush evergreen forest, reachable by a short, steep trail to a serene swimming pool. Nature lovers and solitude seekers will love this uncrowded Berkshires escape.[2][3]
Mount Riga State Park
Mount Riga State Park offers hikers an unforgettable adventure to Bear Mountain, Connecticut's highest peak, crowned with a stone pyramid and featuring panoramic views across three states. Nature enthusiasts and trail seekers will love the accessible Appalachian Trail connection and scenic forest walks through this 276-acre wilderness.
Beckley Iron Furnace State Park
Explore Connecticut's best-preserved industrial landmark, where you can hike scenic trails past historic slag piles, learn how 19th-century ironworks operated, and enjoy picnicking and fishing in a picturesque park setting—perfect for history enthusiasts and nature lovers alike.
Umpachene Falls Park
Umpachene Falls Park is a hidden gem where cascading waterfalls meet peaceful river pools, offering the perfect blend of scenic beauty and family-friendly recreation. Whether you're swimming in the cool Konkapot River, wading through shallow falls, or picnicking on the grassy field, this tucked-away Berkshires treasure appeals to nature lovers, photographers, and families alike.
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Things to know
Here are some things which you should know before booking Wander Berkshires Farmhouse
Check-in: after 4:00 pm
Check-out: before 11:00 am
14 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 11:00 am
14 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Before you book
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 21, 2026 | $676 | Available |
| Feb 22, 2026 | $559 | Available |
| Feb 23, 2026 | $559 | Available |
| Feb 24, 2026 | $559 | Available |
| Feb 25, 2026 | $559 | Available |
| Feb 26, 2026 | $676 | Available |
| Feb 27, 2026 | $676 | Available |
| Feb 28, 2026 | $676 | Available |
| Mar 1, 2026 | $419 | Available |
| Mar 2, 2026 | $419 | Available |
| Mar 3, 2026 | $419 | Available |
| Mar 4, 2026 | $419 | Available |
| Mar 5, 2026 | $419 | Available |
| Mar 6, 2026 | $587 | Available |
| Mar 7, 2026 | $587 | Available |
| Mar 8, 2026 | $419 | Available |
| Mar 9, 2026 | $419 | Available |
| Mar 10, 2026 | $419 | Available |
| Mar 11, 2026 | $419 | Available |
| Mar 12, 2026 | $419 | Available |
| Mar 13, 2026 | $587 | Available |
| Mar 14, 2026 | $587 | Available |
| Mar 15, 2026 | $419 | Available |
| Mar 16, 2026 | $419 | Available |
| Mar 17, 2026 | $419 | Available |
| Mar 18, 2026 | $419 | Available |
| Mar 19, 2026 | $419 | Available |
| Mar 20, 2026 | $587 | Available |
| Mar 21, 2026 | $587 | Available |
| Mar 22, 2026 | $419 | Available |
| Mar 23, 2026 | $419 | Available |
| Mar 24, 2026 | $419 | Available |
| Mar 25, 2026 | $419 | Available |
| Mar 26, 2026 | $419 | Available |
| Mar 27, 2026 | $587 | Available |
| Mar 28, 2026 | $587 | Available |
| Mar 29, 2026 | $445 | Available |
| Mar 30, 2026 | $419 | Available |
| Mar 31, 2026 | $419 | Available |
| Apr 1, 2026 | $419 | Available |
| Apr 2, 2026 | $436 | Available |
| Apr 3, 2026 | $587 | Available |
| Apr 4, 2026 | $587 | Available |
| Apr 5, 2026 | $447 | Available |
| Apr 6, 2026 | $419 | Available |
| Apr 7, 2026 | $419 | Available |
| Apr 8, 2026 | $419 | Available |
| Apr 9, 2026 | $445 | Available |
| Apr 10, 2026 | $587 | Available |
| Apr 11, 2026 | $587 | Available |
| Apr 12, 2026 | $457 | Available |
| Apr 13, 2026 | $419 | Available |
| Apr 14, 2026 | $419 | Available |
| Apr 15, 2026 | $419 | Available |
| Apr 16, 2026 | $452 | Available |
| Apr 17, 2026 | $587 | Available |
| Apr 18, 2026 | $587 | Available |
| Apr 19, 2026 | $466 | Available |
| Apr 20, 2026 | $428 | Available |
| Apr 21, 2026 | $419 | Available |
| Apr 22, 2026 | $431 | Available |
| Apr 23, 2026 | $505 | Available |
| Apr 24, 2026 | $587 | Available |
| Apr 25, 2026 | $587 | Available |
| Apr 26, 2026 | $480 | Available |
| Apr 27, 2026 | $442 | Available |
| Apr 28, 2026 | $422 | Available |
| Apr 29, 2026 | $430 | Available |
| Apr 30, 2026 | $460 | Available |
| May 1, 2026 | $587 | Available |
| May 2, 2026 | $587 | Available |
| May 3, 2026 | $473 | Available |
| May 4, 2026 | $439 | Available |
| May 5, 2026 | $427 | Available |
| May 6, 2026 | $441 | Available |
| May 7, 2026 | $468 | Available |
| May 8, 2026 | $587 | Available |
| May 9, 2026 | $587 | Available |
| May 10, 2026 | $479 | Available |
| May 11, 2026 | $441 | Available |
| May 12, 2026 | $432 | Available |
| May 13, 2026 | $444 | Available |
| May 14, 2026 | $472 | Available |
| May 15, 2026 | $811 | Not Available |
| May 16, 2026 | $840 | Not Available |
| May 17, 2026 | $496 | Available |
| May 18, 2026 | $461 | Available |
| May 19, 2026 | $455 | Available |
| May 20, 2026 | $515 | Not Available |
| May 21, 2026 | $571 | Not Available |
| May 22, 2026 | $839 | Not Available |