Holiday rentals near Connecticut Antique Machinery
We found 453 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Connecticut Antique Machinery that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include a garden and pool. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Connecticut Antique Machinery
Showing deals for:3 Oct - 10 Oct
Image gallery for Sweetbrier Farm -- Gorgeous Views, Beautiful Home
1010 out of 10 rating
Exceptional
(28 reviews)
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Litchfield, CT
12% off
Price is AU$8,298
AU$8,298
AU$1,185 per night
includes taxes & fees
Image gallery for Tower Hill - Hilltop Country Retreat with Panoramic Views
1010 out of 10 rating
Exceptional
(15 reviews)
Tower Hill - Hilltop Country Retreat with Panoramic Views
Millbrook, NY
8% off
Price is AU$10,464
AU$10,464
AU$1,495 per night
includes taxes & fees
Image gallery for Glamping in the woods, beautiful property one hour from NYC.
1010 out of 10 rating
Exceptional
(5 reviews)
Glamping in the woods, beautiful property one hour from NYC.
Pleasant Valley, NY
11% off
Price is AU$1,610
AU$1,610
AU$230 per night
includes taxes & fees
Image gallery for Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
9.69.6 out of 10 rating
Exceptional
(66 reviews)
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bethlehem, CT
8% off
Price is AU$2,761
AU$2,761
AU$394 per night
includes taxes & fees
Image gallery for Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
1010 out of 10 rating
Exceptional
(5 reviews)
Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
New Fairfield, CT
8% off
Price is AU$4,698
AU$4,698
AU$671 per night
includes taxes & fees
Image gallery for Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
1010 out of 10 rating
Exceptional
(79 reviews)
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
New Fairfield, CT
12% off
Price is AU$17,903
AU$17,903
AU$2,558 per night
includes taxes & fees
Image gallery for Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
1010 out of 10 rating
Exceptional
(5 reviews)
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
New Fairfield, CT
8% off
Price is AU$22,125
AU$22,125
AU$3,161 per night
includes taxes & fees
Image gallery for Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
1010 out of 10 rating
Exceptional
(11 reviews)
Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
Bethlehem, CT
7% off
Price is AU$4,073
AU$4,073
AU$582 per night
includes taxes & fees
Image gallery for Litchfield County Four Season Country Paradise
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Litchfield County Four Season Country Paradise
Roxbury, CT
8% off
Price is AU$12,542
AU$12,542
AU$1,792 per night
includes taxes & fees
Image gallery for Direct Waterfront with Private Beach - Entire Home
1010 out of 10 rating
Exceptional
(33 reviews)
Direct Waterfront with Private Beach - Entire Home
Harwinton, CT
8% off
Price is AU$3,412
AU$3,412
AU$487 per night
includes taxes & fees
Image gallery for Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
1010 out of 10 rating
Exceptional
(7 reviews)
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Sherman, CT
8% off
Price is AU$5,737
AU$5,737
AU$820 per night
includes taxes & fees
Image gallery for Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
1010 out of 10 rating
Exceptional
(14 reviews)
Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
Bethlehem, CT
8% off
Price is AU$7,041
AU$7,041
AU$1,006 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 AU$3,412
AU$3,412
AU$487 per night
includes taxes & fees
Image gallery for Charming 1870 cape cottage in Litchfield
1010 out of 10 rating
Exceptional
(51 reviews)
Charming 1870 cape cottage in Litchfield
Litchfield, CT
8% off
Price is AU$3,039
AU$3,039
AU$434 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 AU$8,400
AU$8,400
AU$1,200 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$1,568
AU$1,568
AU$224 per night
includes taxes & fees
Image gallery for Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
1010 out of 10 rating
Exceptional
(5 reviews)
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
New Milford, CT
12% off
Price is AU$7,127
AU$7,127
AU$1,018 per night
includes taxes & fees
Image gallery for A BEAUTIFUL SALT WATER, HEATED POOL! THE PERFECT GET AWAY!
1010 out of 10 rating
Exceptional
(53 reviews)
A BEAUTIFUL SALT WATER, HEATED POOL! THE PERFECT GET AWAY!
Dover Plains, NY
17% off
Price is AU$15,048
AU$15,048
AU$2,150 per night
includes taxes & fees
Image gallery for Peacock Garden Cottage, A Unique Upstate Find
1010 out of 10 rating
Exceptional
(12 reviews)
Peacock Garden Cottage, A Unique Upstate Find
Pine Plains, NY
8% off
Price is AU$3,063
AU$3,063
AU$438 per night
includes taxes & fees
Image gallery for Beautiful Cottage and Waterfront Access
9.89.8 out of 10 rating
Exceptional
(104 reviews)
Beautiful Cottage and Waterfront Access
New Preston, CT
8% off
Price is AU$3,283
AU$3,283
AU$469 per night
includes taxes & fees
Image gallery for Candlewood Cabin - with Private Waterfront
1010 out of 10 rating
Exceptional
(8 reviews)
Candlewood Cabin - with Private Waterfront
New Fairfield, CT
8% off
Price is AU$4,628
AU$4,628
AU$661 per night
includes taxes & fees
Image gallery for Beautiful Lake View House Overlooking Peaceful Whaley Lake
1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful Lake View House Overlooking Peaceful Whaley Lake
Holmes, NY
8% off
Price is AU$7,705
AU$7,705
AU$1,101 per night
includes taxes & fees
Image gallery for Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
Millerton, NY
12% off
Price is AU$5,882
AU$5,882
AU$840 per night
includes taxes & fees
Image gallery for Modern Barn, NEW Luxurious Home
1010 out of 10 rating
Exceptional
(35 reviews)
Modern Barn, NEW Luxurious Home
New Preston, CT
8% off
Price is AU$10,774
AU$10,774
AU$1,539 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Connecticut Antique Machinery
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres
Sleeps 22 · 9 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Sleeps 7 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
200 reviews(200 reviews)
An acclaimed photographers country estate, arts community, near private schools!
Sleeps 10 · 5 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Summer Lake Cottage, private beach, Berkshire Hills, small village
Sleeps 18 · 5 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Pet-friendly Cottage at Historic Millbrook Farm Estate
Sleeps 5 · 3 bedrooms · 1+ bathroom
8.88.8 out of 10
Excellentexcellent
5 reviews(5 reviews)
Top rated rentals - Connecticut Antique Machinery
Lovely and homey
1010 out of 10
Exceptionalexceptional
30 reviews(30 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