Holiday rentals near Jamesport Vineyards
We found 2,846 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Jamesport Vineyards that can be your home away from home. 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, which might include a garden and Wi-Fi. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Jamesport Vineyards
Showing deals for:26 Sept - 3 Oct
Image gallery for Coastal Retreat: Waterfront, Deck, Awesome Views
1010 out of 10 rating
Exceptional
(18 reviews)
Coastal Retreat: Waterfront, Deck, Awesome Views
Wading River, New York
7% off
Price is NZ$12,905
NZ$12,905
NZ$1,844 per night
includes taxes & fees
Image gallery for Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
East Hampton, NY
16% off
Price is NZ$47,973
NZ$47,973
NZ$6,853 per night
includes taxes & fees
Image gallery for Private Waterfront Home: Dock, Kayaks
9.29.2 out of 10 rating
Wonderful
(16 reviews)
Private Waterfront Home: Dock, Kayaks
Southold, New York
7% off
Price is NZ$8,027
NZ$8,027
NZ$1,147 per night
includes taxes & fees
Image gallery for NEW LISTING! Chic, Affordably Priced Southampton home, convenient location.
1010 out of 10 rating
Exceptional
(6 reviews)
NEW LISTING! Chic, Affordably Priced Southampton home, convenient location.
Southampton, NY
7% off
Price is NZ$13,045
NZ$13,045
NZ$1,864 per night
includes taxes & fees
Image gallery for Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
Southampton, NY
16% off
Price is NZ$21,921
NZ$21,921
NZ$3,132 per night
includes taxes & fees
Image gallery for Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
1010 out of 10 rating
Exceptional
(8 reviews)
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Southampton, NY
7% off
Price is NZ$17,603
NZ$17,603
NZ$2,515 per night
includes taxes & fees
Image gallery for Hamptons Oasis with Heated Pool
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Hamptons Oasis with Heated Pool
Hampton Bays, NY
8% off
Price is NZ$21,937
NZ$21,937
NZ$3,134 per night
includes taxes & fees
Image gallery for New and Modern Bridgehampton Accommodations
1010 out of 10 rating
Exceptional
(8 reviews)
New and Modern Bridgehampton Accommodations
Bridgehampton, NY
6% off
Price is NZ$5,066
NZ$5,066
NZ$724 per night
includes taxes & fees
Image gallery for WALK TO BEACH - HAMPTONS WITHOUT THE HASSLE
1010 out of 10 rating
Exceptional
(5 reviews)
WALK TO BEACH - HAMPTONS WITHOUT THE HASSLE
Hampton Bays, NY
8% off
Price is NZ$9,643
NZ$9,643
NZ$1,378 per night
includes taxes & fees
Image gallery for Heated Pool + Hot Tub - Luxe 7BR Villa
1010 out of 10 rating
Exceptional
(18 reviews)
Heated Pool + Hot Tub - Luxe 7BR Villa
Hampton Bays, NY
9% off
Price is NZ$41,893
NZ$41,893
NZ$5,985 per night
includes taxes & fees
Image gallery for Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street
1010 out of 10 rating
Exceptional
(8 reviews)
Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street
Sag Harbor, NY
8% off
Price is NZ$22,177
NZ$22,177
NZ$3,168 per night
includes taxes & fees
Image gallery for Westhampton quintessential waterfront 2 acres w/ tennis, dock.
1010 out of 10 rating
Exceptional
(11 reviews)
Westhampton quintessential waterfront 2 acres w/ tennis, dock.
Westhampton Beach, NY
8% off
Price is NZ$12,477
NZ$12,477
NZ$1,782 per night
includes taxes & fees
Image gallery for Newly Renovated and Private Hamptons Home
1010 out of 10 rating
Exceptional
(26 reviews)
Newly Renovated and Private Hamptons Home
Westhampton Beach, NY
7% off
Price is NZ$13,140
NZ$13,140
NZ$1,877 per night
includes taxes & fees
Image gallery for Westhampton Beach Town and Country
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Westhampton Beach Town and Country
Westhampton Beach, NY
8% off
Price is NZ$15,472
NZ$15,472
NZ$2,210 per night
includes taxes & fees
Image gallery for Poppy's Hampton House: Big Yard, Beach, Renovated
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Poppy's Hampton House: Big Yard, Beach, Renovated
Hampton Bays, New York
7% off
Price is NZ$9,211
NZ$9,211
NZ$1,316 per night
includes taxes & fees
Image gallery for Incredible Location, Family and Dog Friendly , minutes to flying point
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Incredible Location, Family and Dog Friendly , minutes to flying point
Water Mill, NY
7% off
Price is NZ$29,287
NZ$29,287
NZ$4,184 per night
includes taxes & fees
Image gallery for Bridgehampton Breeze
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Bridgehampton Breeze
Bridgehampton, NY
13% off
Price is NZ$25,735
NZ$25,735
NZ$3,676 per night
includes taxes & fees
Image gallery for Hampton Retreat near the Beach
1010 out of 10 rating
Exceptional
(5 reviews)
Hampton Retreat near the Beach
Remsenburg, NY
15% off
Price is NZ$5,918
NZ$5,918
NZ$845 per night
includes taxes & fees
Image gallery for 125+Acre Nature Preserve Enveloped Sag Harbor Home, 5 BED, 5.5 BATH, POOL
1010 out of 10 rating
Exceptional
(9 reviews)
125+Acre Nature Preserve Enveloped Sag Harbor Home, 5 BED, 5.5 BATH, POOL
East Hampton, NY
7% off
Price is NZ$26,487
NZ$26,487
NZ$3,784 per night
includes taxes & fees
Image gallery for Close to everything! Steps to water and beach, hiking, kayaking, sailing.
1010 out of 10 rating
Exceptional
(5 reviews)
Close to everything! Steps to water and beach, hiking, kayaking, sailing.
Sag Harbor, NY
8% off
Price is NZ$12,328
NZ$12,328
NZ$1,761 per night
includes taxes & fees
Image gallery for Everything in Hamptons special discount available for weekly and monthly renters
1010 out of 10 rating
Exceptional
(7 reviews)
Everything in Hamptons special discount available for weekly and monthly renters
Water Mill, NY
8% off
Price is NZ$113,851
NZ$113,851
NZ$16,264 per night
includes taxes & fees
Image gallery for Spacious Contemporary Home with Pool and Tennis
8.48.4 out of 10 rating
Very good
(10 reviews)
Spacious Contemporary Home with Pool and Tennis
Sag Harbor, NY
36% off
Price is NZ$22,061
NZ$22,061
NZ$3,152 per night
includes taxes & fees
Image gallery for Life is a breeze by the bay
1010 out of 10 rating
Exceptional
(6 reviews)
Life is a breeze by the bay
Hampton Bays, NY
8% off
Price is NZ$11,030
NZ$11,030
NZ$1,576 per night
includes taxes & fees
Image gallery for Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock
Shelter Island, NY
8% off
Price is NZ$10,438
NZ$10,438
NZ$1,491 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Jamesport Vineyards
Harbor Heights
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
2 Bedroom Apartment in Historic Home with private yard (WBH)
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
MATTITUCK, #1 Winery and Beach Town !
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
104 reviews(104 reviews)
NORTHFORK COTTAGE with POOL & HOT TUB
Sleeps 6 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
Stylish and Rustic Decor, Vineyard Tours, Tasting Room
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
'OUR NANTUCKET - PRIVATE NORTH FORK LOCAL
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 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