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Richmond Holiday Apartments

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50 rentals in Richmond.
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SPECTACULAR RENOVATED BERKSHIRE LAKEFRONT HOUSE ON RICHMOND POND, holiday rental in Richmond

SPECTACULAR RENOVATED BERKSHIRE LAKEFRONT HOUSE ON RICHMOND POND

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Morning Face - Berkshire estate with heated pool, views and privacy., holiday rental in Richmond

Morning Face - Berkshire estate with heated pool, views and privacy.

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Berkshire Mountain Hideaway, holiday rental in Richmond

Tentrr Signature Site - Berkshire Mountain Hideaway

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - The Lodge's Campsite, holiday rental in Richmond

Tentrr Signature Site - The Lodge's Campsite

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Recently renovated 4 bedroom lakefront house in The Berkshires., holiday rental in Richmond

Recently renovated 4 bedroom lakefront house in The Berkshires.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Berkshire Farmhouse Vacation, holiday rental in Richmond

Berkshire Farmhouse Vacation

5 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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RANKED #1 for 5 STAR REVIEWS covering 355 properties., holiday rental in Richmond

RANKED #1 for 5 STAR REVIEWS covering 355 properties.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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General Williams Estate House Lenox/Stockbridge, holiday rental in Richmond

General Williams Estate House Lenox/Stockbridge

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Vacation in a  Berkshire Farmhouse, holiday rental in Richmond

Vacation in a Berkshire Farmhouse

5 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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4 BR home w/ beautiful gardens on pond in Berkshires. Walking distance to town., holiday rental in Richmond

4 BR home w/ beautiful gardens on pond in Berkshires. Walking distance to town.

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Newly Renovated 1910 Farmhouse - Walk To Town - Perfect Berkshire Retreat, holiday rental in Richmond

Newly Renovated 1910 Farmhouse - Walk To Town - Perfect Berkshire Retreat

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Warm your heart this holiday season in this cozy cottage next to downtown Lenox., holiday rental in Richmond

Warm your heart this holiday season in this cozy cottage next to downtown Lenox.

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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5 STAR! Lenox. Luxury. Location., holiday rental in Richmond

5 STAR! Lenox. Luxury. Location.

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Gartner House, a charming home in Lenox, holiday rental in Richmond

Gartner House, a charming home in Lenox

4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood, holiday rental in Richmond

Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Charming Farmhouse Steps from Downtown West Stockbridge, holiday rental in Richmond

Charming Farmhouse Steps from Downtown West Stockbridge

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b, holiday rental in Richmond

Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Grand Colonial Home in the Heart of The Berkshires, holiday rental in Richmond

Grand Colonial Home in the Heart of The Berkshires

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Heart of Lenox Walk to Town Cozy Cottage!, holiday rental in Richmond

Heart of Lenox Walk to Town Cozy Cottage!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful Woodland Home in the Heart of the Berkshires, holiday rental in Richmond

Peaceful Woodland Home in the Heart of the Berkshires

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cabin on forest road, holiday rental in Richmond

Cabin on forest road

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautifully Restored 1820s Industrial Loft Living On A Creek, holiday rental in Richmond

Beautifully Restored 1820s Industrial Loft Living On A Creek

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Family-friendly Cottage Near Lake, Tanglewood, holiday rental in Richmond

Family-friendly Cottage Near Lake, Tanglewood

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Sophisticated &  Comfortable Stockbridge Retreat  A+ Location  Modern Amenities, holiday rental in Richmond

Sophisticated & Comfortable Stockbridge Retreat A+ Location Modern Amenities

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Retreat with Stunning Western Views, holiday rental in Richmond

Modern Retreat with Stunning Western Views

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy & Modern Home -mins from Tanglewood & Kripalu, holiday rental in Richmond

Cozy & Modern Home -mins from Tanglewood & Kripalu

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tranquil 3BR Stockbridge House w/Private Deck, holiday rental in Richmond

Tranquil 3BR Stockbridge House w/Private Deck

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Heart of Lenox, holiday rental in Richmond

Heart of Lenox

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Secluded Family-Friendly Home, holiday rental in Richmond

Secluded Family-Friendly Home

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE, holiday rental in Richmond

LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Pineview - Ideal Escape, holiday rental in Richmond

Pineview - Ideal Escape

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Fox Hollow Laurel Lake Ranch, holiday rental in Richmond

Fox Hollow Laurel Lake Ranch

4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Berkshires Home w/Kayak - Walk to Stockbridge Bowl, holiday rental in Richmond

Berkshires Home w/Kayak - Walk to Stockbridge Bowl

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation Home on 10 Acres with Pool and Spa, holiday rental in Richmond

Vacation Home on 10 Acres with Pool and Spa

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cedar Chest, holiday rental in Richmond

Cedar Chest

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Iris Room, holiday rental in Richmond

Iris Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Horse Room, holiday rental in Richmond

Horse Room

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Modern Condo for the Berkshires, holiday rental in Richmond

Cozy Modern Condo for the Berkshires

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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One of the Finest Homes and Best location in the Berkshires, holiday rental in Richmond

One of the Finest Homes and Best location in the Berkshires

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Private Guest House in Dtwn Lenox, Walk to Dining!, holiday rental in Richmond

Private Guest House in Dtwn Lenox, Walk to Dining!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA, holiday rental in Richmond

Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!, holiday rental in Richmond

Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, holiday rental in Richmond

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Restored 1881 Farm House, holiday rental in Richmond

Restored 1881 Farm House

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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CABIN FEVER IN STOCKBRIDGE, holiday rental in Richmond

CABIN FEVER IN STOCKBRIDGE

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Artist's Cottage on the Lake Mahkeenac, holiday rental in Richmond

Artist's Cottage on the Lake Mahkeenac

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private, Mountain Retreat with Indoor Pool and Fantastic Westward Mountain Views, holiday rental in Richmond

Private, Mountain Retreat with Indoor Pool and Fantastic Westward Mountain Views

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!, holiday rental in Richmond

NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stockbridge Bowl Lake Community, holiday rental in Richmond

Stockbridge Bowl Lake Community

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Walk To Tanglewood, Stockbridge Bowl Lake, Wheatleigh, holiday rental in Richmond

Walk To Tanglewood, Stockbridge Bowl Lake, Wheatleigh

3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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