Wander Berkshires Estate
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10 guests
6 beds
2.5 bathrooms
Mountain view•Foosball table•Fire place
10 guests
5 bedrooms
6 beds
2.5 bathrooms
2566 sq. ft.
Wander Berkshires Estate is a private Berkshires retreat surrounded by fresh mountain air and open meadow views.
The Wander Guarantee
Book with confidence. Read more.
Check-in & out
Check-in after 4:00pm • Check-out before 11:00am • Pets allowed with fee
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 extinguisher
- Carbon monoxide detector
- Smoke detector
- First aid kit
- Patio
- Pack n play
- Mountain view
- Outdoor dining area
- BBQ Area
- Hot water
Patio
- Outdoor seating
Living room
- Fire place
- TV
Dining Room
- Dining table
Kitchen
- Cooking basics
- Dishes
- Dishwasher
- Kitchen
- Stove
- Microwave
- Fridge
- Coffee maker
- Oven
- Freezer
- Coffee
- Kettle
- Tea
- Spices
- Silverware
- Cleaning supplies
- Wine glasses
- Air conditioning
- Breakfast nook
- Dining table
- Baking sheet
- High chair
Bedroom 1
- Bed linens
- Ceiling fan
Ensuite Bathroom
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
- Hair dryer
Bedroom 2
- Bed linens
Ensuite Bathroom 2
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Ensuite bathroom
Bedroom 3
- Bed linens
Bedroom 4
- Bed linens
- Dresser
Bedroom 5
- Bed linens
Half Bath
- Bath linens
- Half bath
- Toilet
- Body soap
Game room
- Foosball table
Laundry room
- Dryer
- Washer
- Cleaning supplies
Where you’ll sleep
Where you’ll be
Immerse yourself in the scenic beauty and cultural charm of Sheffield, a quintessential Berkshires escape defined by rolling hills and historic character. Explore the limestone formations of Bartholomew’s Cobble or hit the slopes at Ski Butternut, both just a short drive away.
Restaurants
The Bistro Box
The Bistro Box is a seasonal roadside eatery in Great Barrington, MA, serving fresh, made-to-order classics like gourmet burgers, hand-cut fries, and creative sandwiches in a spacious outdoor setting with picnic tables—perfect for families and locals seeking quality comfort food with modern twists.
GB Eats
GB Eats is a beloved Great Barrington diner serving all-day breakfast favorites like fluffy omelets, French toast with local compote, and hearty schnitzel sandwiches alongside vegan and gluten-free options. Pet-friendly outdoor seating and incomparable customer care make it a community staple since 2000.[1][2][3]
Great Barrington Bagel
Great Barrington Bagel crafts authentic New York-style bagels—chewy, golden, and baked fresh daily—with 17 cream cheese flavors, smoked fish, and hearty deli sandwiches.[1][2][3] Dive into this local favorite's inviting deli vibe for breakfast or lunch in the Berkshires.[2][3]
Bizen Gourmet Japanese Restaurant and Sushi Bar
Bizen is a Japanese restaurant and sushi bar in Great Barrington, Massachusetts, frequently praised for its fresh, authentic sushi and vibrant Japanese cuisine served in an elegantly decorated setting that captures the beauty of Japanese culture.
The Well Restaurant + Bar
The Well Restaurant + Bar serves up classic American cuisine like hand-packed, hormone-free burgers in a cozy spot perfect for lunch, dinner, and drinks. Gluten-free options and a welcoming vibe make it a Great Barrington favorite.
The Prairie Whale
Nestled in Great Barrington, The Prairie Whale delivers farm-to-table American cuisine with seasonal, locally sourced dishes like grass-fed steaks and brick chicken in a cozy, rustic space of reclaimed wood and a glowing zinc bar. Its warm, inclusive vibe draws locals and visitors for unfussy yet inventive meals.
Fuel Coffee
Fuel America is a welcoming coffeehouse fueling your day with gourmet espresso drinks, all-day breakfast, fresh açaí bowls, paninis, and protein-packed prolattas in a warm, unpretentious vibe that celebrates America's diverse spirit.[1][4]
Roberto's Pizza
Roberto's Pizzeria in Sandestin serves Sandestin's best gourmet pizzas, pastas, calzones, and strombolis with premium ingredients. Relax in casual indoor-outdoor seating with a full bar, big screens for the game, and friendly service perfect for families or delivery.
Attractions
Thom Reed - UFO Park
Discover Thom Reed UFO Park, site of the nation's first officially recognized UFO encounter in 1969—validated by historians, the governor, and shows like Ancient Aliens. UFO enthusiasts and mystery lovers will relish this quirky riverside memorial near a historic covered bridge.[1][3][4][6]
Mount Washington State Forest
Discover the wild beauty of Mount Washington State Forest, where 30 miles of rugged trails lead hikers and mountain bikers to Alander Mountain's stunning 2,250-foot summit views amid blooming laurel and fern-carpeted woods. Perfect for adventure seekers craving backcountry thrills and nature immersion.
Beartown State Forest
Discover Beartown State Forest's serene Benedict Pond for swimming, kayaking, and fishing, surrounded by miles of hiking trails including the Appalachian Trail, alive with deer, bears, and bobcats. Nature lovers and outdoor adventurers seeking peaceful wilderness escapes will love it.[1][3][4]
Ski Butternut
Discover Ski Butternut, the Berkshires' family gem with 1,000 feet of vertical drop across 22 groomed trails, terrain parks, and tubing fun for all ages. Perfect for beginners building confidence and experts seeking affordable thrills amid stunning views.[2][4][6]
Lake Mansfield Beach and Conservation Forest Trails
Discover the serene Lake Mansfield Beach and Conservation Forest Trails, where clean, accessible paths wind through shaded woods to a pristine lakeside beach perfect for relaxing, paddling, or picnicking amid stunning Berkshire scenery. Families, nature lovers, and casual walkers will cherish its peaceful vibes and wildlife spotting.
Bartholomew's Cobble Reservation
Discover Bartholomew's Cobble Reservation, a National Natural Landmark with twin rocky knolls, 5 miles of trails past caves, ferns, and the Housatonic River, culminating in panoramic mountain views from Hurlburt's Hill. Nature lovers, hikers, and birders will cherish its exotic biodiversity and serene escape.
River Walk
Stroll the enchanting San Antonio River Walk, a vibrant 15-mile urban oasis blending lush gardens, public art, historic landmarks, and riverboat cruises past the Alamo and bat colonies. Perfect for families, culture lovers, and anyone craving a lively mix of adventure and serenity.[1][2][4][7]
Jug End State Reservation
Jug End State Reservation offers stunning Berkshire views with easy-to-moderate hiking trails through open meadows and forests, making it perfect for families and nature lovers seeking a peaceful outdoor escape with a touch of history from its former resort days.
Umpachene Falls Park
Discover the hidden gem of Umpachene Falls Park, where cascading falls meet shallow wading pools and the serene Konkapot River, perfect for picnics, play, and peaceful nature immersion. Families, hikers, and relaxation seekers will love this easy-access Berkshires oasis.[1][2][3][4]
AsiaBarong Gallery
AsiaBarong Gallery is a museum-like wonderland nestled in the Berkshire hills featuring over 25,000 pieces of high-quality Asian art and antiques, from Buddha statues to hand-carved furniture. Perfect for culture enthusiasts and curious explorers who want to spend hours discovering rare ethnographic treasures while supporting fair-trade artisan families across Asia.
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Things to know
Here are some things which you should know before booking Wander Berkshires Estate
Check-in: after 4:00 pm
Check-out: before 11:00 am
10 guests maximum
Pets allowed with fee
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
10 guests maximum
Pets allowed with fee
No smoking - fees will apply
Events require approval
Before you book
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Mar 7, 2026 | $128 | Not Available |
| Mar 8, 2026 | $128 | Not Available |
| Mar 9, 2026 | $128 | Not Available |
| Mar 10, 2026 | $128 | Not Available |
| Mar 11, 2026 | $128 | Available |
| Mar 12, 2026 | $128 | Available |
| Mar 13, 2026 | $128 | Available |
| Mar 14, 2026 | $128 | Available |
| Mar 15, 2026 | $128 | Available |
| Mar 16, 2026 | $128 | Available |
| Mar 17, 2026 | $128 | Available |
| Mar 18, 2026 | $128 | Available |
| Mar 19, 2026 | $128 | Available |
| Mar 20, 2026 | $131 | Available |
| Mar 21, 2026 | $148 | Available |
| Mar 22, 2026 | $129 | Available |
| Mar 23, 2026 | $128 | Available |
| Mar 24, 2026 | $128 | Available |
| Mar 25, 2026 | $128 | Available |
| Mar 26, 2026 | $128 | Available |
| Mar 27, 2026 | $147 | Available |
| Mar 28, 2026 | $156 | Available |
| Mar 29, 2026 | $148 | Available |
| Mar 30, 2026 | $132 | Available |
| Mar 31, 2026 | $130 | Available |
| Apr 1, 2026 | $157 | Available |
| Apr 2, 2026 | $176 | Available |
| Apr 3, 2026 | $205 | Available |
| Apr 4, 2026 | $208 | Available |
| Apr 5, 2026 | $187 | Available |
| Apr 6, 2026 | $166 | Available |
| Apr 7, 2026 | $161 | Available |
| Apr 8, 2026 | $168 | Available |
| Apr 9, 2026 | $184 | Available |
| Apr 10, 2026 | $215 | Available |
| Apr 11, 2026 | $222 | Available |
| Apr 12, 2026 | $187 | Available |
| Apr 13, 2026 | $169 | Available |
| Apr 14, 2026 | $165 | Available |
| Apr 15, 2026 | $169 | Available |
| Apr 16, 2026 | $179 | Available |
| Apr 17, 2026 | $207 | Available |
| Apr 18, 2026 | $209 | Available |
| Apr 19, 2026 | $184 | Available |
| Apr 20, 2026 | $171 | Available |
| Apr 21, 2026 | $197 | Available |
| Apr 22, 2026 | $195 | Available |
| Apr 23, 2026 | $196 | Available |
| Apr 24, 2026 | $220 | Available |
| Apr 25, 2026 | $224 | Available |
| Apr 26, 2026 | $196 | Available |
| Apr 27, 2026 | $177 | Available |
| Apr 28, 2026 | $168 | Available |
| Apr 29, 2026 | $170 | Available |
| Apr 30, 2026 | $195 | Available |
| May 1, 2026 | $253 | Available |
| May 2, 2026 | $259 | Available |
| May 3, 2026 | $217 | Available |
| May 4, 2026 | $207 | Available |
| May 5, 2026 | $204 | Available |
| May 6, 2026 | $209 | Available |
| May 7, 2026 | $224 | Available |
| May 8, 2026 | $251 | Available |
| May 9, 2026 | $255 | Available |
| May 10, 2026 | $227 | Available |
| May 11, 2026 | $207 | Available |
| May 12, 2026 | $205 | Available |
| May 13, 2026 | $213 | Available |
| May 14, 2026 | $228 | Available |
| May 15, 2026 | $260 | Available |
| May 16, 2026 | $274 | Available |
| May 17, 2026 | $315 | Not Available |
| May 18, 2026 | $249 | Not Available |
| May 19, 2026 | $250 | Not Available |
| May 20, 2026 | $251 | Not Available |
| May 21, 2026 | $317 | Not Available |
| May 22, 2026 | $404 | Not Available |
| May 23, 2026 | $419 | Not Available |
| May 24, 2026 | $328 | Not Available |
| May 25, 2026 | $260 | Not Available |
| May 26, 2026 | $256 | Not Available |
| May 27, 2026 | $258 | Not Available |
| May 28, 2026 | $326 | Not Available |
| May 29, 2026 | $410 | Not Available |
| May 30, 2026 | $290 | Available |
| May 31, 2026 | $255 | Available |
| Jun 1, 2026 | $269 | Available |
| Jun 2, 2026 | $265 | Available |
| Jun 3, 2026 | $274 | Available |
| Jun 4, 2026 | $297 | Available |
| Jun 5, 2026 | $337 | Available |