Holiday rentals near Hopkins Vineyard
We found 448 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Hopkins Vineyard that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, including air conditioning and cable TV. 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 - Hopkins Vineyard
Showing deals for:3 Oct - 10 Oct
Image gallery for 100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
1010 out of 10 rating
Exceptional
(10 reviews)
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
Roxbury, CT
8% off
Price is NZ$8,811
NZ$8,811
NZ$1,259 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 NZ$11,122
NZ$11,122
NZ$1,589 per night
includes taxes & fees
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 NZ$8,748
NZ$8,748
NZ$1,250 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 NZ$2,969
NZ$2,969
NZ$424 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 NZ$5,052
NZ$5,052
NZ$722 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 NZ$6,160
NZ$6,160
NZ$880 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 NZ$4,377
NZ$4,377
NZ$625 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
11% off
Price is NZ$20,458
NZ$20,458
NZ$2,923 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 NZ$3,674
NZ$3,674
NZ$525 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
(6 reviews)
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
New Fairfield, CT
8% off
Price is NZ$25,324
NZ$25,324
NZ$3,618 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
7% off
Price is NZ$14,134
NZ$14,134
NZ$2,019 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$3,675
NZ$3,675
NZ$525 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 NZ$7,705
NZ$7,705
NZ$1,101 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 NZ$3,268
NZ$3,268
NZ$467 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$8,969
NZ$8,969
NZ$1,281 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 NZ$3,530
NZ$3,530
NZ$504 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
16% off
Price is NZ$16,885
NZ$16,885
NZ$2,412 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 NZ$7,797
NZ$7,797
NZ$1,114 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 NZ$4,984
NZ$4,984
NZ$712 per night
includes taxes & fees
Image gallery for Cozy Lakefront Bungalow w firepit/dock/kayaks
1010 out of 10 rating
Exceptional
(26 reviews)
Cozy Lakefront Bungalow w firepit/dock/kayaks
Plymouth, CT
8% off
Price is NZ$6,590
NZ$6,590
NZ$941 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 NZ$8,444
NZ$8,444
NZ$1,206 per night
includes taxes & fees
Image gallery for Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
1010 out of 10 rating
Exceptional
(33 reviews)
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Plymouth, CT
8% off
Price is NZ$5,313
NZ$5,313
NZ$759 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 NZ$6,311
NZ$6,311
NZ$902 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 NZ$11,944
NZ$11,944
NZ$1,706 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Hopkins Vineyard
Litchfield County Getaway
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Expansive, Five Bedroom House with Pool. Ideal for Multiple Family Travel
Sleeps 12 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Cozy Lake House - Lakeville/Salisbury - Near Hotchkiss and IMS
Sleeps 6 · 3 bedrooms · 2+ bathrooms
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Sleeps 3 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Charming 2-bedroom country cottage bordering on land trust in Washington, CT
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 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