Holiday rentals near North Main Street Historic District
We found 1,624 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of North Main Street Historic District, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, such as air conditioning and a TV. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - North Main Street Historic District
Showing deals for:15 Aug - 22 Aug
Image gallery for Stunning House: Tennis & Pool in Southampton Estate section
1010 out of 10 rating
Exceptional
(32 reviews)
Stunning House: Tennis & Pool in Southampton Estate section
Southampton, NY
8% off
Price is NZ$89,881
NZ$89,881
NZ$12,840 per night
includes taxes & fees
Image gallery for Ultimate Hamptons Vacation Mansion
1010 out of 10 rating
Exceptional
(10 reviews)
Ultimate Hamptons Vacation Mansion
Wainscott, NY
16% off
Price is NZ$58,574
NZ$58,574
NZ$8,368 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$22,276
NZ$22,276
NZ$3,182 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
8% off
Price is NZ$17,357
NZ$17,357
NZ$2,480 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$29,356
NZ$29,356
NZ$4,194 per night
includes taxes & fees
Image gallery for Stunning Hamptons Beach Home for Family Vacations By The Ocean
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Stunning Hamptons Beach Home for Family Vacations By The Ocean
Hampton Bays, NY
8% off
Price is NZ$17,495
NZ$17,495
NZ$2,499 per night
includes taxes & fees
Image gallery for Sag Harbor Home: Large Heated Pool, Beach Access, Walking Distance to Town
1010 out of 10 rating
Exceptional
(5 reviews)
Sag Harbor Home: Large Heated Pool, Beach Access, Walking Distance to Town
Sag Harbor, NY
8% off
Price is NZ$18,603
NZ$18,603
NZ$2,658 per night
includes taxes & fees
Image gallery for Ultimate Hamptons Vacation Estate
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Ultimate Hamptons Vacation Estate
Sag Harbor, NY
21% off
Price is NZ$55,023
NZ$55,023
NZ$7,860 per night
includes taxes & fees
Image gallery for 8/6-8/13 special Prime Wainscott Estate South of Highway
1010 out of 10 rating
Exceptional
(7 reviews)
8/6-8/13 special Prime Wainscott Estate South of Highway
Wainscott, NY
8% off
Price is NZ$47,688
NZ$47,688
NZ$6,813 per night
includes taxes & fees
Image gallery for Newly Renovated Pristine Southampton Colonial
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Newly Renovated Pristine Southampton Colonial
Southampton, NY
21% off
Price is NZ$19,780
NZ$19,780
NZ$2,826 per night
includes taxes & fees
Image gallery for Southampton Retreat: Heated Pool, Hot Tub, Beach
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Southampton Retreat: Heated Pool, Hot Tub, Beach
Southampton, NY
7% off
Price is NZ$18,750
NZ$18,750
NZ$2,679 per night
includes taxes & fees
Image gallery for 3bed, 2bath Hamptons Home, Close to Incredible Beaches and Restaurants!
9.69.6 out of 10 rating
Exceptional
(10 reviews)
3bed, 2bath Hamptons Home, Close to Incredible Beaches and Restaurants!
Hampton Bays, NY
8% off
Price is NZ$8,861
NZ$8,861
NZ$1,266 per night
includes taxes & fees
Image gallery for Classic Southampton Home: 5BR, Pool, Jacuzzi
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Classic Southampton Home: 5BR, Pool, Jacuzzi
Southampton, New York
7% off
Price is NZ$20,494
NZ$20,494
NZ$2,928 per night
includes taxes & fees
Image gallery for Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
1010 out of 10 rating
Exceptional
(17 reviews)
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
Water Mill, NY
16% off
Price is NZ$43,521
NZ$43,521
NZ$6,217 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$115,611
NZ$115,611
NZ$16,516 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$13,021
NZ$13,021
NZ$1,860 per night
includes taxes & fees
Image gallery for Family Friendly Home W/ Pool On Pvt Cul-du-sac, Cls To Beach
9.89.8 out of 10 rating
Exceptional
(41 reviews)
Family Friendly Home W/ Pool On Pvt Cul-du-sac, Cls To Beach
Wainscott, NY
8% off
Price is NZ$16,719
NZ$16,719
NZ$2,388 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$22,402
NZ$22,402
NZ$3,200 per night
includes taxes & fees
Image gallery for New and Modern Bridgehampton Accommodations
1010 out of 10 rating
Exceptional
(7 reviews)
New and Modern Bridgehampton Accommodations
Bridgehampton, NY
8% off
Price is NZ$12,619
NZ$12,619
NZ$1,803 per night
includes taxes & fees
Image gallery for Perfect Hamptons house near the water for a casual weekend out east
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Perfect Hamptons house near the water for a casual weekend out east
Hampton Bays, NY
8% off
Price is NZ$11,763
NZ$11,763
NZ$1,680 per night
includes taxes & fees
Image gallery for Fairy Tale Guest Cottage in Magic Garden by Pool
1010 out of 10 rating
Exceptional
(65 reviews)
Fairy Tale Guest Cottage in Magic Garden by Pool
Bridgehampton, NY
8% off
Price is NZ$7,701
NZ$7,701
NZ$1,100 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
12% off
Price is NZ$23,404
NZ$23,404
NZ$3,343 per night
includes taxes & fees
Image gallery for Brand New Cozy 3-bedroom house in quaint Hampton Bays with AC, WiFi
1010 out of 10 rating
Exceptional
(19 reviews)
Brand New Cozy 3-bedroom house in quaint Hampton Bays with AC, WiFi
Hampton Bays, NY
8% off
Price is NZ$8,623
NZ$8,623
NZ$1,232 per night
includes taxes & fees
Image gallery for Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Bridgehampton, NY
8% off
Price is NZ$13,988
NZ$13,988
NZ$1,998 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - North Main Street Historic District
Showing deals for: 14 Aug - 17 Aug
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Sleeps 28 · 9 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
The current price is NZ$34,590
NZ$34,590
for 3 nights, 1 home
NZ$11,530 per night
includes taxes & fees
Beach 4 miles Town 2 miles Chef Gym Pelotons Heated Pool hot tub firepits
Sleeps 20 · 7 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is NZ$28,361
NZ$28,361
for 3 nights, 1 home
NZ$9,454 per night
includes taxes & fees
Location and views! Located directly on Shinnecock Bay!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
24 reviews(24 reviews)
The current price is NZ$3,735
NZ$3,735
for 3 nights, 1 cottage
NZ$1,245 per night
includes taxes & fees
Stunning Hampton Holiday Family Fantasy for your Team
Sleeps 10 · 5 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
The current price is NZ$45,111
NZ$45,111
for 3 nights, 1 home
NZ$15,037 per night
includes taxes & fees
Beautiful newly renovated Hampton Bays home w/heated pool close to ocean beaches
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
The current price is NZ$6,401
NZ$6,401
for 3 nights, 1 home
NZ$2,134 per night
includes taxes & fees
Designer home in a prime location - Close to wineries and Ocean Beaches
Sleeps 10 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
The current price is NZ$22,276
NZ$22,276
for 3 nights, 1 home
NZ$7,425 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
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