4-Star Hotels, Vacation Homes, B&Bs, Inns with Swimming Pool in Great Barrington MA

Magical Country Retreat in the Berkshires

Vacation Home in Great Barrington MA

$

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Vacation Home with Swimming Pool

Outdoor Pool

4-Star Vacation Home

Family Friendly Vacation Home

16 more hotels nearby!

Berkshire Vacation Rentals: Mountain View Estate Sleeps 18 3.9 mi from Great Barrington

Vacation Home in North Egremont MA

$

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Vacation Home with Swimming Pool

Outdoor Pool

4-Star Vacation Home

Dog Friendly Vacation Home

Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool 4.8 mi from Great Barrington

Vacation Home in North Egremont MA

$

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Vacation Home with Swimming Pool

Outdoor Pool

4-Star Vacation Home

Dog Friendly Vacation Home

Stockbridge Country Inn 5.1 mi from Great Barrington

Bed & Breakfast in Stockbridge MA

9.4

Excellent

From $336

$

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Bed & Breakfast with Swimming Pool

Outdoor Pool

4-Star Bed & Breakfast

Bed & Breakfast for Adults Only

The Red Lion Inn 5.6 mi from Great Barrington

Hotel in Stockbridge MA

8.0

Very Good

From $156

$

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4-Star Hotel

Hotel with Swimming Pool

Outdoor Pool

Historic Hotel

Devonfield Inn 8.0 mi from Great Barrington

Bed & Breakfast in Lee MA

9.2

Excellent

From $311

$

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Bed & Breakfast with Swimming Pool

Heated Pool Outdoor Pool

4-Star Bed & Breakfast

Bed & Breakfast with Rooms With Fireplace

The Old Inn On The Green 8.8 mi from Great Barrington

Inn in New Marlborough MA

8.4

Very Good

From $308

$

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Inn with Swimming Pool

Outdoor Pool

4-Star Inn

Inn with Rooms With Fireplace

Seven Hills Inn 9.6 mi from Great Barrington

Inn in Lenox MA

7.2

Good

From $166

$

Info Categories

Inn with Swimming Pool

Heated Pool Outdoor Pool

4-Star Inn

Luxury Inn

Brook Farm Inn 10.5 mi from Great Barrington

Bed & Breakfast in Lenox MA

9.8

Excellent

From $180

$

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Bed & Breakfast with Swimming Pool

Heated Pool Outdoor Pool

4-Star Bed & Breakfast

Accessible Bed & Breakfast

Hampton Terrace Inn 10.8 mi from Great Barrington

Hotel in Lenox MA

9.4

Excellent

From $320

$

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Hotel with Swimming Pool

Heated Pool Outdoor Pool

4-Star Hotel

Luxury Hotel

Berkshire Mountain Lodge 14.7 mi from Great Barrington

Lodge in Pittsfield MA

8.4

Very Good

From $178

$

Info Categories

Lodge with Swimming Pool

Heated Pool Indoor Pool

4-Star Lodge

Luxury Lodge

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel 17.3 mi from Great Barrington

Hotel in Pittsfield MA

7.3

Good

From $114

$

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4-Star Hotel

Hotel with Swimming Pool

Heated Pool Indoor Pool

Hotel with Spa

Palazzo Hudson - Luxury Pool, Hot Tub, and Sauna 21.5 mi from Great Barrington

Vacation Home in Hudson NY

$

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Vacation Home with Swimming Pool

Outdoor Pool

4-Star Vacation Home

Family Friendly Vacation Home

Catskills Retreat with Lake and Pool Access 23.4 mi from Great Barrington

Vacation Home in Athens NY

10

Excellent

$

Info Categories

Vacation Home with Swimming Pool

Outdoor Pool

4-Star Vacation Home

Family Friendly Vacation Home

Modern Glass House with Pool & Catskill views in Hudson Valley- 3 night minimum stay 24.1 mi from Great Barrington

Vacation Home in Hudson NY

$

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Vacation Home with Swimming Pool

Outdoor Pool

4-Star Vacation Home

Vacation Home with Free Wi-Fi

Disney Magic at Jiminy Mountain 24.2 mi from Great Barrington

Hotel in Hancock MA

9.6

Excellent

$

Info Categories

Hotel with Swimming Pool

Outdoor Pool

4-Star Hotel

Hotel with Free Wi-Fi

voco James Newbury Hudson Valley, an IHG Hotel 24.4 mi from Great Barrington

Hotel in Coxsackie NY

9.0

Excellent

$

Info Categories

Hotel with Swimming Pool

Indoor Pool

4-Star Hotel

Hotel with Spa

4-Star Hotels with Swimming Pool in Great Barrington MA