
Holiday rentals near W.E.B. Du Bois Boyhood Homesite
We found 960 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of W.E.B. Du Bois Boyhood Homesite, scroll through and discover holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - W.E.B. Du Bois Boyhood Homesite
Showing deals for:3 Oct - 10 Oct
Image gallery for Berkshires Summer Chalet w/ Pool + Private Hiking Trails

1010 out of 10 rating
Exceptional
(6 reviews)
Berkshires Summer Chalet w/ Pool + Private Hiking Trails
Great Barrington, MA
16% off
Price is AU$8,349
AU$8,349
AU$1,193 per night
includes taxes & fees
Image gallery for Charming Columbia County Farm House

9.69.6 out of 10 rating
Exceptional
(24 reviews)
Charming Columbia County Farm House
Hillsdale, NY
8% off
Price is AU$2,741
AU$2,741
AU$392 per night
includes taxes & fees
Image gallery for 1500 sqft private entrance with beautiful views of the Berkshire Mountains

1010 out of 10 rating
Exceptional
(41 reviews)
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Lee, MA
8% off
Price is AU$3,778
AU$3,778
AU$540 per night
includes taxes & fees
Image gallery for General Williams Estate House Lenox/Stockbridge

9.89.8 out of 10 rating
Exceptional
(110 reviews)
General Williams Estate House Lenox/Stockbridge
Stockbridge, MA
8% off
Price is AU$13,942
AU$13,942
AU$1,992 per night
includes taxes & fees
Image gallery for Beautiful Home in AMAZING Berkshire Location

1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful Home in AMAZING Berkshire Location
Lee, MA
8% off
Price is AU$6,728
AU$6,728
AU$961 per night
includes taxes & fees
Image gallery for Waterfront Cottage 10 Min From Great Barrington

1010 out of 10 rating
Exceptional
(97 reviews)
Waterfront Cottage 10 Min From Great Barrington
Great Barrington, MA
8% off
Price is AU$4,637
AU$4,637
AU$662 per night
includes taxes & fees
Image gallery for Luxurious Mountain Retreat - Private 40-Acre Family Haven

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Luxurious Mountain Retreat - Private 40-Acre Family Haven
New Marlborough, MA
16% off
Price is AU$8,702
AU$8,702
AU$1,243 per night
includes taxes & fees
Image gallery for Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood

1010 out of 10 rating
Exceptional
(10 reviews)
Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood
Lee, MA
8% off
Price is AU$6,701
AU$6,701
AU$957 per night
includes taxes & fees
Image gallery for Amore Estate - beautiful room with many places to explore and relax in.

9.09.0 out of 10 rating
Wonderful
(23 reviews)
Amore Estate - beautiful room with many places to explore and relax in.
Lenox, MA
8% off
Price is AU$11,396
AU$11,396
AU$1,628 per night
includes taxes & fees
Image gallery for Hudson Valley Chalet

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Hudson Valley Chalet
East Chatham, NY
26% off
Price is AU$6,960
AU$6,960
AU$994 per night
includes taxes & fees
Image gallery for Imagine Being Lakeside This Summer! Book Now!

1010 out of 10 rating
Exceptional
(16 reviews)
Imagine Being Lakeside This Summer! Book Now!
Lenox, Massachusetts
15% off
Price is AU$6,533
AU$6,533
AU$933 per night
includes taxes & fees
Image gallery for Hudson Valley private 70's-style cabin on five acres, five minutes to town!

1010 out of 10 rating
Exceptional
(5 reviews)
Hudson Valley private 70's-style cabin on five acres, five minutes to town!
Millerton, NY
15% off
Price is AU$1,555
AU$1,555
AU$222 per night
includes taxes & fees
Image gallery for Berkshire Rural Retreat

1010 out of 10 rating
Exceptional
(21 reviews)
Berkshire Rural Retreat
Canaan, NY
8% off
Price is AU$5,186
AU$5,186
AU$741 per night
includes taxes & fees
Image gallery for Beautifully Restored, Secluded Farmhouse

1010 out of 10 rating
Exceptional
(23 reviews)
Beautifully Restored, Secluded Farmhouse
Hillsdale, NY
7% off
Price is AU$5,880
AU$5,880
AU$840 per night
includes taxes & fees
Image gallery for Superb Views -- Sunsets, Mountains, Valley

1010 out of 10 rating
Exceptional
(16 reviews)
Superb Views -- Sunsets, Mountains, Valley
Copake Falls, NY
16% off
Price is AU$3,537
AU$3,537
AU$505 per night
includes taxes & fees
Image gallery for COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.69.6 out of 10 rating
Exceptional
(27 reviews)
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Craryville, NY
8% off
Price is AU$2,057
AU$2,057
AU$294 per night
includes taxes & fees
Image gallery for Beautiful House In The Woods, Huge Yard, Hot Tub

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Beautiful House In The Woods, Huge Yard, Hot Tub
Great Barrington, Massachusetts
16% off
Price is AU$7,717
AU$7,717
AU$1,102 per night
includes taxes & fees
Image gallery for NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

1010 out of 10 rating
Exceptional
(35 reviews)
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Great Barrington, MA
8% off
Price is AU$6,424
AU$6,424
AU$918 per night
includes taxes & fees
Image gallery for Lakefront 4-Season Stunning Home and Guest House W/Tennis Court & Full Gym

9.89.8 out of 10 rating
Exceptional
(94 reviews)
Lakefront 4-Season Stunning Home and Guest House W/Tennis Court & Full Gym
Copake, NY
8% off
Price is AU$9,885
AU$9,885
AU$1,412 per night
includes taxes & fees
Image gallery for Le Soleil Suite - Pool and Country Views 10 min. from Hudson

1010 out of 10 rating
Exceptional
(11 reviews)
Le Soleil Suite - Pool and Country Views 10 min. from Hudson
Hudson, NY
8% off
Price is AU$2,165
AU$2,165
AU$309 per night
includes taxes & fees
Image gallery for Private home on a Beautiful lake. Large deck for entertaining

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Private home on a Beautiful lake. Large deck for entertaining
Canaan, NY
8% off
Price is AU$4,938
AU$4,938
AU$705 per night
includes taxes & fees
Image gallery for Enchanting Country House on 18 acres, Sunset Views, <15 minutes from Tanglewood

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Enchanting Country House on 18 acres, Sunset Views, <15 minutes from Tanglewood
West Stockbridge, MA
8% off
Price is AU$4,299
AU$4,299
AU$614 per night
includes taxes & fees
Image gallery for Log style home 4 miles to Catamount with fitness room

1010 out of 10 rating
Exceptional
(14 reviews)
Log style home 4 miles to Catamount with fitness room
Great Barrington, MA
6% off
Price is AU$5,248
AU$5,248
AU$750 per night
includes taxes & fees
Image gallery for Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

1010 out of 10 rating
Exceptional
(13 reviews)
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
South Egremont, MA
8% off
Price is AU$5,251
AU$5,251
AU$750 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - W.E.B. Du Bois Boyhood Homesite
Showing deals for: 29 Sept - 2 OctCOZY LOFT w/ PRIVATE BEACH ON GORGEOUS MOUNTAIN LAKE IN THE BERKSHIRES
Sleeps 5 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
162 reviews(162 reviews)
The current price is AU$1,137
AU$1,137
for 3 nights, 1 chalet
AU$379 per night
includes taxes & fees
Villa with Access to Amazing Amenities!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
The current price is AU$1,002
AU$1,002
for 3 nights, 1 villa
AU$334 per night
includes taxes & fees
The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
Sleeps 20 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
232 reviews(232 reviews)
The current price is AU$5,204
AU$5,204
for 3 nights, 1 home
AU$1,735 per night
includes taxes & fees
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Sleeps 10 · 4 bedrooms · 2 bathrooms
7.27.2 out of 10
Goodgood
44 reviews(44 reviews)
The current price is AU$1,765
AU$1,765
for 3 nights, 1 home
AU$588 per night
includes taxes & fees
Cozy Cottage on the Lake
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
The current price is AU$1,433
AU$1,433
for 3 nights, 1 cottage
AU$478 per night
includes taxes & fees
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
The current price is AU$1,096
AU$1,096
for 3 nights, 1 cabin
AU$365 per night
includes taxes & fees
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value