Holiday rentals near North Main Street Historic District
We found 1,619 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:21 Nov - 28 Nov
Image gallery for Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
East Hampton, NY
8% off
Price is NZ$54,201
NZ$54,201
NZ$7,743 per night
includes taxes & fees
Image gallery for New Fully Remodeled Post Modern Home, Perfect getaway for a family!
1010 out of 10 rating
Exceptional
(15 reviews)
New Fully Remodeled Post Modern Home, Perfect getaway for a family!
Water Mill, NY
7% off
Price is NZ$12,744
NZ$12,744
NZ$1,821 per night
includes taxes & fees
Image gallery for Relax in Hampton Bays...
9.89.8 out of 10 rating
Exceptional
(72 reviews)
Relax in Hampton Bays...
Hampton Bays, NY
8% off
Price is NZ$7,601
NZ$7,601
NZ$1,086 per night
includes taxes & fees
Image gallery for Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Southampton, NY
12% off
Price is NZ$23,170
NZ$23,170
NZ$3,310 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$13,903
NZ$13,903
NZ$1,986 per night
includes taxes & fees
Image gallery for Sag Harbor Sleeps 10 ……5 min drive to town.
1010 out of 10 rating
Exceptional
(23 reviews)
Sag Harbor Sleeps 10 ……5 min drive to town.
Sag Harbor, NY
34% off
Price is NZ$22,280
NZ$22,280
NZ$3,183 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
(10 reviews)
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Southampton, NY
7% off
Price is NZ$20,712
NZ$20,712
NZ$2,959 per night
includes taxes & fees
Image gallery for Cozy Seaside Cottage
1010 out of 10 rating
Exceptional
(37 reviews)
Cozy Seaside Cottage
New Suffolk, NY
11% off
Price is NZ$9,233
NZ$9,233
NZ$1,319 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$114,734
NZ$114,734
NZ$16,391 per night
includes taxes & fees
Image gallery for Heated Pool + Hot Tub - Luxe 7BR Villa
1010 out of 10 rating
Exceptional
(19 reviews)
Heated Pool + Hot Tub - Luxe 7BR Villa
Hampton Bays, NY
9% off
Price is NZ$27,003
NZ$27,003
NZ$3,858 per night
includes taxes & fees
Image gallery for Hampton Private Retreat - last minute offer June 23-
1010 out of 10 rating
Exceptional
(19 reviews)
Hampton Private Retreat - last minute offer June 23-
Southampton, NY
8% off
Price is NZ$20,165
NZ$20,165
NZ$2,881 per night
includes taxes & fees
Image gallery for Hamptons Oasis with Heated Pool
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Hamptons Oasis with Heated Pool
Hampton Bays, NY
8% off
Price is NZ$22,049
NZ$22,049
NZ$3,150 per night
includes taxes & fees
Image gallery for Contemporary East Hampton Getaway
1010 out of 10 rating
Exceptional
(5 reviews)
Contemporary East Hampton Getaway
East Hampton, NY
8% off
Price is NZ$7,228
NZ$7,228
NZ$1,033 per night
includes taxes & fees
Image gallery for Newly Renovated Modern Home With Beach Access and Pool!
1010 out of 10 rating
Exceptional
(20 reviews)
Newly Renovated Modern Home With Beach Access and Pool!
Laurel, NY
9% off
Price is NZ$7,869
NZ$7,869
NZ$1,124 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 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$22,292
NZ$22,292
NZ$3,185 per night
includes taxes & fees
Image gallery for Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
1010 out of 10 rating
Exceptional
(6 reviews)
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Sag Harbor, NY
8% off
Price is NZ$48,096
NZ$48,096
NZ$6,871 per night
includes taxes & fees
Image gallery for Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Southampton, NY
8% off
Price is NZ$18,764
NZ$18,764
NZ$2,681 per night
includes taxes & fees
Image gallery for Luxury 7BR Hamptons Estate – Prime Central Location, Mins to Beach & Horse Show
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury 7BR Hamptons Estate – Prime Central Location, Mins to Beach & Horse Show
Water Mill, NY
8% off
Price is NZ$51,674
NZ$51,674
NZ$7,382 per night
includes taxes & fees
Image gallery for August Deal: Luxe w/ Pool, Private, Amazing Garden, Outdoor Kitchen, Game Room
1010 out of 10 rating
Exceptional
(6 reviews)
August Deal: Luxe w/ Pool, Private, Amazing Garden, Outdoor Kitchen, Game Room
Southampton, NY
5% off
Price is NZ$14,654
NZ$14,654
NZ$2,093 per night
includes taxes & fees
Image gallery for Traditional Immaculate Updated Home- Heated Pool, Gym, Yard- Close to EH and Sag
1010 out of 10 rating
Exceptional
(9 reviews)
Traditional Immaculate Updated Home- Heated Pool, Gym, Yard- Close to EH and Sag
East Hampton, NY
16% off
Price is NZ$17,804
NZ$17,804
NZ$2,543 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$22,175
NZ$22,175
NZ$3,168 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$22,840
NZ$22,840
NZ$3,263 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$11,236
NZ$11,236
NZ$1,605 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - North Main Street Historic District
Hamptons 5 bedroom Hideaway w Pool
Sleeps 11 · 5 bedrooms · 4+ bathrooms
Hampton Gem: Heated Pool, BBQ, 5 Min to the Beach
Sleeps 14 · 3 bedrooms · 2+ bathrooms
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Sleeps 12 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Village gem walk to Main Street fenced in property
Sleeps 6 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
4 reviews(4 reviews)
Stunning Beachfront Home ~ 5BR/3BA Family Friendly
Sleeps 10 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Historic Luxury Seaside Getaway
Sleeps 16 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
34 reviews(34 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