
Holiday rentals near Connecticut Railroad Historical Museum
We found 671 holiday rentals — enter your dates for availability
Choose the right private holiday rental within easy reach of Connecticut Railroad Historical Museum. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a fireplace. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Connecticut Railroad Historical Museum
Showing deals for:17 Oct - 24 Oct
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 NZ$5,095
NZ$5,095
NZ$728 per night
includes taxes & fees
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 NZ$8,321
NZ$8,321
NZ$1,189 per night
includes taxes & fees
Image gallery for Peaceful, Post and Beam Loft, Sleeps 9

1010 out of 10 rating
Exceptional
(19 reviews)
Peaceful, Post and Beam Loft, Sleeps 9
Great Barrington, Massachusetts
14% off
Price is NZ$3,086
NZ$3,086
NZ$441 per night
includes taxes & fees
Image gallery for Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

1010 out of 10 rating
Exceptional
(26 reviews)
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Great Barrington, MA
8% off
Price is NZ$9,762
NZ$9,762
NZ$1,395 per night
includes taxes & fees
Image gallery for Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10

1010 out of 10 rating
Exceptional
(6 reviews)
Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Stockbridge, MA
8% off
Price is NZ$16,139
NZ$16,139
NZ$2,306 per night
includes taxes & fees
Image gallery for Lakefront Summer Spectacular in New England Just 2 Hours From NYC

1010 out of 10 rating
Exceptional
(73 reviews)
Lakefront Summer Spectacular in New England Just 2 Hours From NYC
Sharon, CT
8% off
Price is NZ$4,170
NZ$4,170
NZ$596 per night
includes taxes & fees
Image gallery for Romantic and Secluded Berkshire's Gem

9.89.8 out of 10 rating
Exceptional
(14 reviews)
Romantic and Secluded Berkshire's Gem
New Marlborough, MA
8% off
Price is NZ$8,148
NZ$8,148
NZ$1,164 per night
includes taxes & fees
Image gallery for The Country Retreat House

1010 out of 10 rating
Exceptional
(6 reviews)
The Country Retreat House
Lakeville, CT
8% off
Price is NZ$9,694
NZ$9,694
NZ$1,385 per night
includes taxes & fees
Image gallery for Beautiful retreat in a lake community to the enjoy the summer season.

1010 out of 10 rating
Exceptional
(39 reviews)
Beautiful retreat in a lake community to the enjoy the summer season.
Granville, MA
9% off
Price is NZ$2,842
NZ$2,842
NZ$406 per night
includes taxes & fees
Image gallery for Konkapot Cottage, Pastoral Bliss With Wide Views

1010 out of 10 rating
Exceptional
(20 reviews)
Konkapot Cottage, Pastoral Bliss With Wide Views
New Marlborough, MA
8% off
Price is NZ$4,139
NZ$4,139
NZ$591 per night
includes taxes & fees
Image gallery for Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!

9.69.6 out of 10 rating
Exceptional
(17 reviews)
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
Sandisfield, MA
8% off
Price is NZ$2,433
NZ$2,433
NZ$348 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
(43 reviews)
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Lee, MA
8% off
Price is NZ$4,216
NZ$4,216
NZ$602 per night
includes taxes & fees
Image gallery for Mountain View Getaway

1010 out of 10 rating
Exceptional
(54 reviews)
Mountain View Getaway
West Cornwall, CT
8% off
Price is NZ$3,744
NZ$3,744
NZ$535 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 NZ$3,371
NZ$3,371
NZ$482 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 NZ$7,471
NZ$7,471
NZ$1,067 per night
includes taxes & fees
Image gallery for Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent

9.89.8 out of 10 rating
Exceptional
(52 reviews)
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Cornwall Bridge, CT
8% off
Price is NZ$9,187
NZ$9,187
NZ$1,312 per night
includes taxes & fees
Image gallery for An acclaimed photographers country estate, arts community, near private schools!

9.49.4 out of 10 rating
Exceptional
(23 reviews)
An acclaimed photographers country estate, arts community, near private schools!
Sharon, CT
16% off
Price is NZ$7,151
NZ$7,151
NZ$1,022 per night
includes taxes & fees
Image gallery for Berkshire Lake at the Pillow, and EV!

9.49.4 out of 10 rating
Exceptional
(15 reviews)
Berkshire Lake at the Pillow, and EV!
Lee, MA
8% off
Price is NZ$4,909
NZ$4,909
NZ$701 per night
includes taxes & fees
Image gallery for Fun Getaway Lakehouse in the Hudson Valley

1010 out of 10 rating
Exceptional
(15 reviews)
Fun Getaway Lakehouse in the Hudson Valley
Craryville, NY
12% off
Price is NZ$5,378
NZ$5,378
NZ$768 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 NZ$9,588
NZ$9,588
NZ$1,370 per night
includes taxes & fees
Image gallery for Catamount, Zip Line, Private Setting, Book Now!

1010 out of 10 rating
Exceptional
(6 reviews)
Catamount, Zip Line, Private Setting, Book Now!
Great Barrington, Massachusetts
7% off
Price is NZ$5,634
NZ$5,634
NZ$805 per night
includes taxes & fees
Image gallery for Waterfront oasis in heart of Berkshires

1010 out of 10 rating
Exceptional
(17 reviews)
Waterfront oasis in heart of Berkshires
Sandisfield, MA
8% off
Price is NZ$7,610
NZ$7,610
NZ$1,087 per night
includes taxes & fees
Image gallery for Serene Berkshires Home On 5+ Acres, Rustic & Chic

8.88.8 out of 10 rating
Excellent
(6 reviews)
Serene Berkshires Home On 5+ Acres, Rustic & Chic
Otis, Massachusetts
14% off
Price is NZ$5,429
NZ$5,429
NZ$776 per night
includes taxes & fees
Image gallery for Mountain Luxury Retreat-Amazing Views/Saltwater Pool/Family Friendly/Berkshires

1010 out of 10 rating
Exceptional
(46 reviews)
Mountain Luxury Retreat-Amazing Views/Saltwater Pool/Family Friendly/Berkshires
Copake Falls, NY
8% off
Price is NZ$13,127
NZ$13,127
NZ$1,875 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Chalet
Find the best place to stay - Connecticut Railroad Historical Museum
Showing deals for: 12 Oct - 15 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 NZ$1,181
NZ$1,181
for 3 nights, 1 chalet
NZ$394 per night
includes taxes & fees
Villa with Access to Amazing Amenities!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
127 reviews(127 reviews)
The current price is NZ$1,508
NZ$1,508
for 3 nights, 1 villa
NZ$503 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 NZ$2,571
NZ$2,571
for 3 nights, 1 home
NZ$857 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 NZ$1,206
NZ$1,206
for 3 nights, 1 cabin
NZ$402 per night
includes taxes & fees
Cozy Cottage on the Lake
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
The current price is NZ$1,790
NZ$1,790
for 3 nights, 1 cottage
NZ$597 per night
includes taxes & fees
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
The current price is NZ$2,072
NZ$2,072
for 3 nights, 1 cabin
NZ$691 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