Holiday rentals near Connecticut Railroad Historical Museum
We found 684 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:7 Nov - 14 Nov
Image gallery for Berkshires Summer Chalet w/ Pool + Private Hiking Trails
1010 out of 10 rating
Exceptional
(7 reviews)
Berkshires Summer Chalet w/ Pool + Private Hiking Trails
Great Barrington, MA
16% off
Price is AU$7,680
AU$7,680
AU$1,097 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 AU$2,715
AU$2,715
AU$388 per night
includes taxes & fees
Image gallery for Cheerful 3-bedroom cottage with woodstove
1010 out of 10 rating
Exceptional
(39 reviews)
Cheerful 3-bedroom cottage with woodstove
Sheffield, MA
9% off
Price is AU$3,267
AU$3,267
AU$467 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
(75 reviews)
Lakefront Summer Spectacular in New England Just 2 Hours From NYC
Sharon, CT
8% off
Price is AU$2,952
AU$2,952
AU$422 per night
includes taxes & fees
Image gallery for Mountain View Getaway
1010 out of 10 rating
Exceptional
(55 reviews)
Mountain View Getaway
West Cornwall, CT
8% off
Price is AU$3,363
AU$3,363
AU$480 per night
includes taxes & fees
Image gallery for Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
1010 out of 10 rating
Exceptional
(6 reviews)
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Stockbridge, MA
8% off
Price is AU$13,283
AU$13,283
AU$1,898 per night
includes taxes & fees
Image gallery for A Country Lodge Straight Out of the Pages of a Great Novel
1010 out of 10 rating
Exceptional
(12 reviews)
A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains, NY
8% off
Price is AU$11,302
AU$11,302
AU$1,615 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
(18 reviews)
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
Sandisfield, MA
8% off
Price is AU$2,475
AU$2,475
AU$354 per night
includes taxes & fees
Image gallery for Chalet in the Berkshires, Wellness, Family, Lake, Kayaks, Sauna, EV charger & Home Office
1010 out of 10 rating
Exceptional
(5 reviews)
Chalet in the Berkshires, Wellness, Family, Lake, Kayaks, Sauna, EV charger & Home Office
Otis, MA
12% off
Price is AU$7,409
AU$7,409
AU$1,058 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
(44 reviews)
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Lee, MA
8% off
Price is AU$3,842
AU$3,842
AU$549 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$4,715
AU$4,715
AU$674 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
(40 reviews)
Beautiful retreat in a lake community to the enjoy the summer season.
Granville, MA
9% off
Price is AU$2,623
AU$2,623
AU$375 per night
includes taxes & fees
Image gallery for 5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
1010 out of 10 rating
Exceptional
(10 reviews)
5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
New Marlborough, MA
16% off
Price is AU$7,458
AU$7,458
AU$1,065 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 AU$7,605
AU$7,605
AU$1,086 per night
includes taxes & fees
Image gallery for Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
1010 out of 10 rating
Exceptional
(15 reviews)
Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
Sheffield, MA
8% off
Price is AU$6,637
AU$6,637
AU$948 per night
includes taxes & fees
Image gallery for Stonebridge Cabin: Modern Amenities, Enjoy Nature!
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Stonebridge Cabin: Modern Amenities, Enjoy Nature!
Lee, Massachusetts
15% off
Price is AU$4,571
AU$4,571
AU$653 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 AU$3,828
AU$3,828
AU$547 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$6,841
AU$6,841
AU$977 per night
includes taxes & fees
Image gallery for Hudson Valley private 70's-style cabin on five acres, five minutes to town!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Hudson Valley private 70's-style cabin on five acres, five minutes to town!
Millerton, NY
15% off
Price is AU$1,551
AU$1,551
AU$222 per night
includes taxes & fees
Image gallery for Peaceful Retreat Compound 10 Minutes to Great Barrington!
1010 out of 10 rating
Exceptional
(26 reviews)
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Great Barrington, MA
8% off
Price is AU$12,157
AU$12,157
AU$1,737 per night
includes taxes & fees
Image gallery for West Cornwall Cabin ~ 4 Mi to Covered Bridge!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
West Cornwall, Connecticut
7% off
Price is AU$2,968
AU$2,968
AU$424 per night
includes taxes & fees
Image gallery for Cozy Red Cottage on Robinson Pond nestled between the Berkshires and Catskills.
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy Red Cottage on Robinson Pond nestled between the Berkshires and Catskills.
Copake, NY
8% off
Price is AU$3,429
AU$3,429
AU$490 per night
includes taxes & fees
Image gallery for Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Great Barrington, MA
6% off
Price is AU$6,922
AU$6,922
AU$989 per night
includes taxes & fees
Image gallery for Charming Sharon Dwelling w/ Deck & Fire Pit!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Charming Sharon Dwelling w/ Deck & Fire Pit!
Sharon, Connecticut
8% off
Price is AU$4,131
AU$4,131
AU$590 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Connecticut Railroad Historical Museum
COZY LOFT w/ PRIVATE BEACH ON GORGEOUS MOUNTAIN LAKE IN THE BERKSHIRES
Sleeps 5 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
164 reviews(164 reviews)
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Sleeps 10 · 4 bedrooms · 2 bathrooms
7.27.2 out of 10
Goodgood
45 reviews(45 reviews)
The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
Sleeps 20 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
235 reviews(235 reviews)
Villa with Access to Amazing Amenities!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
127 reviews(127 reviews)
Private Island - Largest Fresh Water Reservoir in Mass....
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Top rated rentals - Connecticut Railroad Historical Museum
Lakeside in the Berkshires
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Comfortable cottage with helpful host 5 minute walk from centre of town
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
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