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12 guests
8 beds
4 bathrooms
12 guests
4 bedrooms
8 beds
4 bathrooms
3500 sq. ft.
Wander Monterey Lakeview is an exquisite sanctuary offering unparalleled tranquility and breathtaking natural beauty.

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Check-in after 4:00pm • Check-out before 11:00am • Pets not allowed
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
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.
Living Room
1 full sofa
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
4 twin bunk beds
Discover the tranquil charm of Monterey, nestled amidst Massachusetts' picturesque landscapes, offering both serene escapes and vibrant activity. Explore nearby Beartown State Forest for invigorating hikes, or wander through the artfully designed grounds of Ashintully Gardens, both just a short drive away.
Nestled in the Berkshires countryside, Cantina 229 delivers playful farm-to-table cuisine blending global flavors like smoked pork tacos and kimchi pancakes with hyper-local ingredients from their own farm. Enjoy casual fine dining in a modern space with floor-to-ceiling windows, an open kitchen buzz, and a scenic deck perfect for craft cocktails.[1][2][6]
Nestled in the Berkshires, Roadside Store & Café serves farm-fresh American breakfasts and lunches from its own garden and bakery, fostering community connections through Gould Farm's empowering social enterprise.[1][2]
Step back in time at The Old Inn on the Green, a 1760 stagecoach stop glowing with candlelight and cozy fireplaces, where Chef Peter Platt crafts innovative, farm-fresh American cuisine like lobster pasta and butter-braised cod in an intimate historic setting.
Nestled at the base of Otis Ridge ski area, Grouse House offers slopeside dining with outstanding smoked BBQ, ribs, and seasonal specials in a cozy, casual country inn atmosphere. Perfect for post-ski relaxation or a quiet lunch watching the action.
Nestled in a magnificent converted barn, Gedney Farm serves chef-crafted, locally sourced seasonal dishes from a wood-fired Argentinian grill, blending inventive New England flavors with cozy, welcoming vibes.[1][2][4][6]
Park the car at Main Road and step onto a peaceful stretch of the Appalachian Trail where rolling fields, woodlands, and easy day-hike options make it perfect for families, casual hikers, and anyone craving a quick nature escape.
Discover the enchanting Ashintully Gardens, where elegant formal landscapes blend with historic mansion ruins, sculpture, and a babbling stream amid the Berkshires' forested hills. History buffs, gardeners, and serenity seekers will love this free, intimate woodland escape.[1][2]
Perfect for families and beginners, Otis Ridge offers friendly instruction, gentle terrain, and low‑key lift lines so kids and new skiers can learn, progress, and have fun together.
Spend a weekend unplugged in the Berkshires at Hume Christian Camp & Retreat Center — energizing worship, cozy campfires, and outdoor activities on 425 acres make it perfect for youth groups, church retreats, and anyone seeking faith, fellowship, and fresh‑air fun.
Discover Beartown State Forest's serene Benedict Pond loops and lookout trails, where wildlife sightings like bears add thrill amid uncrowded Berkshires beauty—ideal for solo hikers, nature lovers, and winter snowshoers seeking peaceful adventure.[1][2][6]
A peaceful, family-friendly loop around a scenic freshwater pond with easy trails, occasional rocky ledges and a short Appalachian Trail spur—perfect for casual hikers, picnickers, and photographers.
Step back in time at the Bidwell House Museum, an authentically restored 1760s Georgian saltbox amid 194 acres of heritage gardens, trails, and woods in the Berkshire Hills. History buffs and nature lovers will relish guided tours of 18th-century life plus self-guided Native American paths.
Hike the thrilling 2-mile loop at Tyringham Cobble, summiting twin knobs via the Appalachian Trail for panoramic Berkshire views and spotting the whimsical Rabbit Rock formation. Nature lovers, families, and moderate hikers will love this rewarding adventure through meadows, forests, and orchards.[1][2][3][5]
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Here are some things which you should know before booking Wander Monterey Lakeview
Check-in: after 4:00 pm
Check-out: before 11:00 am
12 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
12 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Dec 24, 2025 | $996 | Not Available |
| Dec 25, 2025 | $996 | Not Available |
| Dec 26, 2025 | $996 | Not Available |
| Dec 27, 2025 | $725 | Not Available |
| Dec 28, 2025 | $725 | Not Available |
| Dec 29, 2025 | $615 | Not Available |
| Dec 30, 2025 | $996 | Not Available |
| Dec 31, 2025 | $996 | Not Available |
| Jan 1, 2026 | $996 | Not Available |
| Jan 2, 2026 | $996 | Not Available |
| Jan 3, 2026 | $301 | Not Available |
| Jan 4, 2026 | $366 | Not Available |
| Jan 5, 2026 | $267 | Not Available |
| Jan 6, 2026 | $564 | Available |
| Jan 7, 2026 | $564 | Available |
| Jan 8, 2026 | $564 | Available |
| Jan 9, 2026 | $1069 | Not Available |
| Jan 10, 2026 | $1095 | Not Available |
| Jan 11, 2026 | $564 | Available |
| Jan 12, 2026 | $564 | Available |
| Jan 13, 2026 | $564 | Available |
| Jan 14, 2026 | $564 | Available |
| Jan 15, 2026 | $564 | Available |
| Jan 16, 2026 | $1260 | Not Available |
| Jan 17, 2026 | $1311 | Not Available |
| Jan 18, 2026 | $856 | Not Available |
| Jan 19, 2026 | $564 | Available |
| Jan 20, 2026 | $564 | Available |
| Jan 21, 2026 | $564 | Available |
| Jan 22, 2026 | $674 | Not Available |
| Jan 23, 2026 | $1084 | Not Available |
| Jan 24, 2026 | $1109 | Not Available |
| Jan 25, 2026 | $564 | Available |
| Jan 26, 2026 | $564 | Available |
| Jan 27, 2026 | $564 | Available |
| Jan 28, 2026 | $564 | Available |
| Jan 29, 2026 | $915 | Not Available |
| Jan 30, 2026 | $1129 | Not Available |
| Jan 31, 2026 | $1161 | Not Available |
| Feb 1, 2026 | $672 | Available |
| Feb 2, 2026 | $564 | Available |
| Feb 3, 2026 | $564 | Available |
| Feb 4, 2026 | $564 | Available |
| Feb 5, 2026 | $617 | Available |
| Feb 6, 2026 | $902 | Available |
| Feb 7, 2026 | $932 | Available |
| Feb 8, 2026 | $696 | Available |
| Feb 9, 2026 | $564 | Available |
| Feb 10, 2026 | $564 | Available |
| Feb 11, 2026 | $564 | Available |
| Feb 12, 2026 | $564 | Available |
| Feb 13, 2026 | $1014 | Available |
| Feb 14, 2026 | $1230 | Not Available |
| Feb 15, 2026 | $743 | Not Available |
| Feb 16, 2026 | $595 | Not Available |
| Feb 17, 2026 | $630 | Not Available |
| Feb 18, 2026 | $609 | Available |
| Feb 19, 2026 | $564 | Available |
| Feb 20, 2026 | $1016 | Available |
| Feb 21, 2026 | $1039 | Available |
| Feb 22, 2026 | $700 | Available |
| Feb 23, 2026 | $564 | Available |
| Feb 24, 2026 | $564 | Available |
| Feb 25, 2026 | $564 | Available |
| Feb 26, 2026 | $569 | Available |
| Feb 27, 2026 | $1029 | Available |
| Feb 28, 2026 | $1056 | Available |
| Mar 1, 2026 | $672 | Available |
| Mar 2, 2026 | $564 | Available |
| Mar 3, 2026 | $564 | Available |
| Mar 4, 2026 | $564 | Available |
| Mar 5, 2026 | $624 | Available |
| Mar 6, 2026 | $1027 | Available |
| Mar 7, 2026 | $1054 | Available |
| Mar 8, 2026 | $658 | Available |
| Mar 9, 2026 | $564 | Available |
| Mar 10, 2026 | $564 | Available |
| Mar 11, 2026 | $564 | Available |
| Mar 12, 2026 | $610 | Available |
| Mar 13, 2026 | $1008 | Available |
| Mar 14, 2026 | $1036 | Available |
| Mar 15, 2026 | $650 | Available |
| Mar 16, 2026 | $564 | Available |
| Mar 17, 2026 | $564 | Available |
| Mar 18, 2026 | $564 | Available |
| Mar 19, 2026 | $609 | Available |
| Mar 20, 2026 | $1005 | Available |
| Mar 21, 2026 | $1036 | Available |
| Mar 22, 2026 | $647 | Available |
| Mar 23, 2026 | $564 | Available |
| Mar 24, 2026 | $564 | Available |