Holiday rentals near North Main Street Historic District
We found 1,635 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:3 Oct - 10 Oct
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$46,968
NZ$46,968
NZ$6,710 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$26,822
NZ$26,822
NZ$3,832 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$13,624
NZ$13,624
NZ$1,946 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
(9 reviews)
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Southampton, NY
7% off
Price is NZ$20,179
NZ$20,179
NZ$2,883 per night
includes taxes & fees
Image gallery for Relax in Hampton Bays...
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Relax in Hampton Bays...
Hampton Bays, NY
8% off
Price is NZ$6,988
NZ$6,988
NZ$998 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$22,580
NZ$22,580
NZ$3,226 per night
includes taxes & fees
Image gallery for Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
1010 out of 10 rating
Exceptional
(25 reviews)
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Southampton, NY
7% off
Price is NZ$14,538
NZ$14,538
NZ$2,077 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$9,608
NZ$9,608
NZ$1,373 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$32,220
NZ$32,220
NZ$4,603 per night
includes taxes & fees
Image gallery for Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
Southampton, NY
8% off
Price is NZ$10,869
NZ$10,869
NZ$1,553 per night
includes taxes & fees
Image gallery for Southampton Luxury Waterfront Villa Rental
9.29.2 out of 10 rating
Wonderful
(18 reviews)
Southampton Luxury Waterfront Villa Rental
Southampton, NY
32% off
Price is NZ$19,678
NZ$19,678
NZ$2,811 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$111,466
NZ$111,466
NZ$15,924 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$28,673
NZ$28,673
NZ$4,096 per night
includes taxes & fees
Image gallery for Poppy's Hampton House: Big Yard, Beach, Renovated
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Poppy's Hampton House: Big Yard, Beach, Renovated
Hampton Bays, New York
7% off
Price is NZ$8,532
NZ$8,532
NZ$1,219 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$21,712
NZ$21,712
NZ$3,102 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$13,832
NZ$13,832
NZ$1,976 per night
includes taxes & fees
Image gallery for Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court
1010 out of 10 rating
Exceptional
(93 reviews)
Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court
Sag Harbor, NY
7% off
Price is NZ$17,502
NZ$17,502
NZ$2,500 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$18,575
NZ$18,575
NZ$2,654 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
7% off
Price is NZ$11,509
NZ$11,509
NZ$1,644 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$21,599
NZ$21,599
NZ$3,086 per night
includes taxes & fees
Image gallery for Swim in a sea of hydrangeas on this peaceful, bucolic property.
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Swim in a sea of hydrangeas on this peaceful, bucolic property.
Water Mill, NY
8% off
Price is NZ$25,984
NZ$25,984
NZ$3,712 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$22,244
NZ$22,244
NZ$3,178 per night
includes taxes & fees
Image gallery for Luxury, private, gated heated pool, hot tub, fenced in property! Child friendly!
1010 out of 10 rating
Exceptional
(30 reviews)
Luxury, private, gated heated pool, hot tub, fenced in property! Child friendly!
East Hampton, NY
8% off
Price is NZ$54,430
NZ$54,430
NZ$7,776 per night
includes taxes & fees
Image gallery for Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
1010 out of 10 rating
Exceptional
(45 reviews)
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
Sag Harbor, NY
8% off
Price is NZ$30,164
NZ$30,164
NZ$4,309 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - North Main Street Historic District
Showing deals for: 29 Sept - 2 Oct
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Sleeps 28 · 9 bedrooms · 9+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The current price is NZ$15,652
NZ$15,652
for 3 nights, 1 home
NZ$5,217 per night
includes taxes & fees
Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor
Sleeps 10 · 5 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
The current price is NZ$6,563
NZ$6,563
for 3 nights, 1 home
NZ$2,188 per night
includes taxes & fees
Fairy Tale Guest Cottage in Magic Garden by Pool
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
The current price is NZ$2,020
NZ$2,020
for 3 nights, 1 cottage
NZ$673 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
49 reviews(49 reviews)
The current price is NZ$1,751
NZ$1,751
for 3 nights, 1 home
NZ$584 per night
includes taxes & fees
Charming Waterfront Cottage with Sunset Views!
Sleeps 7 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$6,095
NZ$6,095
for 3 nights, 1 home
NZ$2,032 per night
includes taxes & fees
Architects' Own Perfect Hideaway With Pool
Sleeps 4 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The current price is NZ$3,824
NZ$3,824
for 3 nights, 1 home
NZ$1,275 per night
includes taxes & fees
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