Explore Questing Golf Retreats

     

1 golf course nearby

Highly Rated

Cottage

Charming Cottage, New Marlborough Village Green in the Berkshires

• Great Barrington
• ·
• New Marlborough
• 1.56 mi to center

10.0

Exceptional

(78 Reviews)

2 Bedrooms 1 Bath 4 Guests 600 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $296/Night 7 Nights - US $2,070

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1 golf course nearby

House

Berkshire Riverfront Ski Cabin: Close to Hiking!

• Great Barrington
• ·
• New Marlborough
• 1.46 mi to center

10.0

Exceptional

(6 Reviews)

2 Bedrooms 1 Bath 5 Guests 1097.92 ft²

• 
  Parking
• 
  Internet
• 
  Pet Friendly
• 
  Sports/Activities

US $381/Night 7 Nights - US $2,667

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      Price Dropped

Hotel

Gedney Farm

• Great Barrington
• ·
• New Marlborough
• 1.62 mi to center

9.2

Exceptional

(143 Reviews)

1 Bath

• 
  Breakfast
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $243/Night 7 Nights - US $1,700

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1 golf course nearby

House

Peaceful and Private Setting

• Massachusetts
• ·
• Sheffield
• 2.89 mi to center

10.0

Exceptional

(6 Reviews)

3 Bedrooms 3 Baths 6 Guests

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Kitchen

US $747/Night 7 Nights - US $5,231

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1 golf course nearby

Hotel

The Old Inn On The Green

• Great Barrington
• ·
• New Marlborough
• 1.58 mi to center

9.8

Exceptional

(12 Reviews)

11 Baths

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  View

US $361/Night 7 Nights - US $2,529

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      Highly Rated

Hotel

The Old Inn On The Green

• Great Barrington
• ·
• New Marlborough
• 1.58 mi to center

9.2

Exceptional

(91 Reviews)

1 Bath

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

US $398/Night 7 Nights - US $2,787

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1 golf course nearby

House

Sunset Falls Estate: 167-acre mountain home, indoor sauna, cold plunge & steam

• Great Barrington
• ·
• New Marlborough
• 0.78 mi to center

10.0

Exceptional

(2 Reviews)

6 Bedrooms 6 Baths 12 Guests

• 
  Hot Tub
• 
  Parking
• 
  Spa
• 
  Balcony/Terrace

US $4,953/Night 7 Nights - US $34,670

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1 golf course nearby

Hotel

Gedney Farm

• Great Barrington
• ·
• New Marlborough
• 1.61 mi to center

7.4

Very Good

(15 Reviews)

7 Baths

• 
  Hot Tub
• 
  Parking
• 
  Skiing
• 
  Balcony/Terrace

US $300/Night 7 Nights - US $2,100

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1 golf course nearby

House

Lovely vacation home on secluded hillside with views and heated pool

• Great Barrington
• ·
• New Marlborough
• 1.32 mi to center

10.0

Exceptional

(1 Review)

3 Bedrooms 1 Bath 6 Guests

• 
  Private Pool
• 
  Pool
• 
  Balcony/Terrace
• 
  Kitchen

US $762/Night 7 Nights - US $5,337

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House

Hilltop Escape with Views & Hot Tub

• Great Barrington
• ·
• New Marlborough
• 1.54 mi to center

3 Bedrooms 3 Baths 6 Guests 2368.06 ft²

• 
  Hot Tub
• 
  Parking
• 
  View
• 
  Air Conditioner

US $410/Night 7 Nights - US $2,870

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House

Peaceful, Post and Beam Loft, Sleeps 9

• Great Barrington
• ·
• New Marlborough
• 3.95 mi to center

9.8

Exceptional

(24 Reviews)

1 Bedroom 2 Baths 9 Guests 2126 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $403/Night 7 Nights - US $2,823

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Cabin

Berkshire Riverfront Ski Cabin: Close to Hiking!

• Great Barrington
• ·
• New Marlborough
• 1.46 mi to center

9.6

Exceptional

(45 Reviews)

2 Bedrooms 1 Bath 5 Guests 1100 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $541/Night 7 Nights - US $3,786

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New

Apartment

Cozy 1-Bedroom Guesthouse in Beautiful Southfield

• Great Barrington
• ·
• New Marlborough
• 0.40 mi to center

1 Bedroom 1 Bath

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $259/Night 7 Nights - US $1,816

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House

Cozy escape in the trees of the Berkshires

• Great Barrington
• ·
• New Marlborough
• 0.47 mi to center

10.0

Exceptional

(4 Reviews)

5 Bedrooms 2 Baths 10 Guests

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $874/Night 7 Nights - US $6,120

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House

New England Family Home with Hot Tub and Pool

• Great Barrington
• ·
• New Marlborough
• 1.97 mi to center

10.0

Exceptional

(3 Reviews)

5 Bedrooms 2 Baths 8 Guests

• 
  Private Pool
• 
  Hot Tub
• 
  Parking
• 
  Pool

US $589/Night 7 Nights - US $4,122

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House

Hilltop Escape with Views & Hot Tub

• Great Barrington
• ·
• New Marlborough
• 1.54 mi to center

10.0

Exceptional

(2 Reviews)

3 Bedrooms 2 Baths 6 Guests 2370 ft²

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $549/Night 7 Nights - US $3,845

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House

Hot tub, Sauna, Game Room, Fireplaces + Heated Pool in Summer!

• Great Barrington
• ·
• New Marlborough
• 2.96 mi to center

10.0

Exceptional

(1 Review)

5 Bedrooms 4 Baths 14 Guests

• 
  Private Pool
• 
  Hot Tub
• 
  Parking
• 
  Pool

US $1,703/Night 7 Nights - US $11,918

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Cottage

Pine View Cottage, Berkshires Getaway Lake Buel w/lake rights. Pet friendly!

• Great Barrington
• ·
• New Marlborough
• 4.90 mi to center

9.6

Exceptional

(32 Reviews)

3 Bedrooms 2 Baths 6 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $443/Night 7 Nights - US $3,102

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House

Beautiful Berkshire Home - in the heart of Southfield, Ma. -The Berkshires

• Great Barrington
• ·
• New Marlborough
• 0.61 mi to center

3 Bedrooms 2 Baths 6 Guests 1650 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $537/Night 7 Nights - US $3,758

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New

Cottage

2-bedroom cottage close to hiking and swimming with AC

• Great Barrington
• ·
• New Marlborough
• 1.56 mi to center

10.0

Exceptional

(7 Reviews)

2 Bedrooms 2 Baths 4 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $355/Night 7 Nights - US $2,486

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New

House

Steepletop - Nature Lovers Paradise with Rec Room

• Great Barrington
• ·
• New Marlborough
• 3.06 mi to center

9.8

Exceptional

(8 Reviews)

4 Bedrooms 2 Baths 8 Guests 3100 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Internet

US $722/Night 7 Nights - US $5,051

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House

Heated Pool (closes 10/13) Sun Room, Privacy!

• Great Barrington
• ·
• New Marlborough
• 3.18 mi to center

3 Bedrooms 3 Baths 9 Guests 3200 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

US $791/Night 7 Nights - US $5,535

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1 golf course nearby

Highly Rated

Cottage

Perfect Vacation Get Away - Historical New Marlborough

• Great Barrington
• ·
• New Marlborough
• 1.51 mi to center

9.2

Exceptional

(57 Reviews)

1 Bedroom 1 Bath 4 Guests 1200 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $247/Night 7 Nights - US $1,728

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1 golf course nearby

House

LAKE FRONT LAKE BUEL Monterey New Marlborough 10 M GREAT BARRINGTON PRIVATE DOCK

• Great Barrington
• ·
• New Marlborough
• 4.48 mi to center

10.0

Exceptional

(44 Reviews)

6 Bedrooms 3 Baths 12 Guests 3500 ft²

• 
  Parking
• 
  Skiing
• 
  Ocean View
• 
  Balcony/Terrace

US $1,432/Night 7 Nights - US $10,021

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