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Belden Farm - WALK to Tanglewood !

Belden Farm - WALK to Tanglewood !

5.00 (7)

Lenox, MA

6 bedrooms•2 baths
$1,893for 3 nights•Nov 16 – Nov 19
The Docent's House - Honoring a Legacy

The Docent's House - Honoring a Legacy

4.78 (9)

Great Barrington, MA

4 bedrooms•2 baths
$688for 2 nights•Oct 19 – Oct 21
Jug End Crest | Fireplace • Sunroom • Central Air

Jug End Crest | Fireplace • Sunroom • Central Air

4.87 (92)

Great Barrington, MA

3 bedrooms•2 baths
$1,019for 3 nights•Nov 16 – Nov 19
Stonebridge Landing | Hot Tub • Fire Pit

Stonebridge Landing | Hot Tub • Fire Pit

4.91 (22)

Lee, MA

4 bedrooms•2 baths
$978for 3 nights•Nov 16 – Nov 19
Forest Hollow | Waterfront • Kayaks • Wood Stove

Forest Hollow | Waterfront • Kayaks • Wood Stove

4.81 (129)

Monterey, MA

3 bedrooms•1 baths
$661for 2 nights•Nov 9 – Nov 11
Bidwell Landing | Lakefront • Spacious

Bidwell Landing | Lakefront • Spacious

4.85 (170)

Monterey, MA

4 bedrooms•4 baths
$778for 2 nights•Nov 8 – Nov 10
Goose Pond Landings | Private Dock • Kayaks

Goose Pond Landings | Private Dock • Kayaks

4.68 (38)

Lee, MA

3 bedrooms•3 baths
$703for 2 nights•Nov 3 – Nov 5
Friendly Hills | Passive Home • EV Charger

Friendly Hills | Passive Home • EV Charger

4.95 (78)

Pittsfield, MA

3 bedrooms•2 baths
$607for 2 nights•Nov 1 – Nov 3
Garfield Grounds | Lakeside • Guest Cottage • Dock

Garfield Grounds | Lakeside • Guest Cottage • Dock

4.92 (52)

Monterey, MA

4 bedrooms•3 baths
$954for 2 nights•Nov 2 – Nov 4
Dharma Grove - Bask in the Light

Dharma Grove - Bask in the Light

4.83 (6)

Pittsfield, MA

3 bedrooms•2 baths
$666for 2 nights•Oct 19 – Oct 21
Misty Pines Cabin | Wood Stove • Sauna

Misty Pines Cabin | Wood Stove • Sauna

4.98 (40)

Monterey, MA

3 bedrooms•3 baths
$801for 3 nights•Dec 7 – Dec 10
Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

4.93 (123)

Hancock, MA

2 bedrooms•2 baths
$495for 2 nights•Nov 1 – Nov 3
Timpani Corners | Private Pond • AC

Timpani Corners | Private Pond • AC

4.86 (7)

Lenox, MA

3 bedrooms•1 baths
$966for 3 nights•Nov 15 – Nov 18
Ridgeview Retreat | Valley Views • Sleeps 6

Ridgeview Retreat | Valley Views • Sleeps 6

4.87 (118)

New Lebanon, NY

3 bedrooms•2 baths
$588for 2 nights•Oct 19 – Oct 21
Cheshire Cove | Waterfront • Kayak • Firepit

Cheshire Cove | Waterfront • Kayak • Firepit

4.89 (47)

Cheshire, MA

2 bedrooms•1 baths
$869for 3 nights•Nov 16 – Nov 19
The Reel Retreat | Theatre & Firepit • Game Room

The Reel Retreat | Theatre & Firepit • Game Room

5.00 (40)

Pittsfield, MA

4 bedrooms•2 baths
$654for 2 nights•Oct 30 – Nov 1
Meadow's Edge - Modern Retreat w/ In Law Suite

Meadow's Edge - Modern Retreat w/ In Law Suite

5.00 (6)

Stockbridge, MA

4 bedrooms•3 baths
$1,069for 2 nights•Nov 2 – Nov 4
The Summerwood Hideout | Mins to Downtown! • Pool

The Summerwood Hideout | Mins to Downtown! • Pool

4.83 (35)

Great Barrington, MA

4 bedrooms•4 baths
$926for 2 nights•Nov 2 – Nov 4
Scribe's Stable | A/C • Screened Porch • Sleeps 6

Scribe's Stable | A/C • Screened Porch • Sleeps 6

4.95 (125)

Monterey, MA

2 bedrooms•1 baths
$598for 2 nights•Nov 1 – Nov 3
Hearth House | Prime Location!

Hearth House | Prime Location!

4.57 (14)

Stockbridge, MA

2 bedrooms•2 baths
$750for 2 nights•Oct 20 – Oct 22
Mac Shores | 5 min to Tanglewood ! • Shared Beach

Mac Shores | 5 min to Tanglewood ! • Shared Beach

4.82 (38)

Stockbridge, MA

3 bedrooms•1 baths
Pixley Forest | 15 Mins To Tanglewood • Fireplace

Pixley Forest | 15 Mins To Tanglewood • Fireplace

5.00 (32)

West Stockbridge, MA

4 bedrooms•2 baths
$696for 2 nights•Nov 2 – Nov 4
St Anne's Manor | Walk to Downtown! • Sleeps 8

St Anne's Manor | Walk to Downtown! • Sleeps 8

4.62 (26)

Lenox, MA

5 bedrooms•3 baths
$1,267for 2 nights•Oct 19 – Oct 21
Pine & Paddle | Pond Access • Kayaks

Pine & Paddle | Pond Access • Kayaks

4.91 (34)

Pittsfield, MA

2 bedrooms•1 baths
$877for 2 nights•Oct 29 – Oct 31

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