
Holiday rentals near Greenport Carousel
We found 3,699 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Greenport Carousel that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Greenport Carousel
Showing deals for:14 Nov - 21 Nov
Image gallery for PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

1010 out of 10 rating
Exceptional
(13 reviews)
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
East Hampton, NY
7% off
Price is AU$14,061
AU$14,061
AU$2,009 per night
includes taxes & fees
Image gallery for Sweet Cottage in Beach Community

1010 out of 10 rating
Exceptional
(11 reviews)
Sweet Cottage in Beach Community
Niantic, CT
8% off
Price is AU$3,150
AU$3,150
AU$450 per night
includes taxes & fees
Image gallery for East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly

9.89.8 out of 10 rating
Exceptional
(9 reviews)
East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly
East Hampton, NY
8% off
Price is AU$9,108
AU$9,108
AU$1,301 per night
includes taxes & fees
Image gallery for Summer in the Hamptons

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Summer in the Hamptons
East Hampton, NY
8% off
Price is AU$12,801
AU$12,801
AU$1,829 per night
includes taxes & fees
Image gallery for Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

1010 out of 10 rating
Exceptional
(29 reviews)
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Southampton, NY
12% off
Price is AU$5,899
AU$5,899
AU$843 per night
includes taxes & fees
Image gallery for Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

1010 out of 10 rating
Exceptional
(7 reviews)
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford, CT
7% off
Price is AU$2,332
AU$2,332
AU$333 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 AU$19,478
AU$19,478
AU$2,783 per night
includes taxes & fees
Image gallery for HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern

9.89.8 out of 10 rating
Exceptional
(10 reviews)
HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
Southold, NY
8% off
Price is AU$24,080
AU$24,080
AU$3,440 per night
includes taxes & fees
Image gallery for Charming East Hampton cottage w/pool, near Georgica beach

1010 out of 10 rating
Exceptional
(88 reviews)
Charming East Hampton cottage w/pool, near Georgica beach
East Hampton, NY
8% off
Price is AU$10,325
AU$10,325
AU$1,475 per night
includes taxes & fees
Image gallery for East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

1010 out of 10 rating
Exceptional
(77 reviews)
East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard
East Hampton, NY
8% off
Price is AU$15,110
AU$15,110
AU$2,159 per night
includes taxes & fees
Image gallery for One Minute to Main St. East Hampton // Private Backyard Oasis

1010 out of 10 rating
Exceptional
(20 reviews)
One Minute to Main St. East Hampton // Private Backyard Oasis
East Hampton, NY
8% off
Price is AU$28,673
AU$28,673
AU$4,096 per night
includes taxes & fees
Image gallery for Bright, open waterfront house with gorgeous sunsets and private beach

1010 out of 10 rating
Exceptional
(10 reviews)
Bright, open waterfront house with gorgeous sunsets and private beach
Shelter Island, NY
7% off
Price is AU$7,984
AU$7,984
AU$1,141 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 AU$16,653
AU$16,653
AU$2,379 per night
includes taxes & fees
Image gallery for Perfect Family home, AC, Heated Pool, 3BR 2Bath

9.89.8 out of 10 rating
Exceptional
(36 reviews)
Perfect Family home, AC, Heated Pool, 3BR 2Bath
East Hampton, NY
21% off
Price is AU$10,489
AU$10,489
AU$1,498 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 AU$41,823
AU$41,823
AU$5,975 per night
includes taxes & fees
Image gallery for Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

1010 out of 10 rating
Exceptional
(6 reviews)
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Riverhead, NY
8% off
Price is AU$4,365
AU$4,365
AU$624 per night
includes taxes & fees
Image gallery for Newly Renovated Gem on the Cedar Beach Peninsula!

1010 out of 10 rating
Exceptional
(32 reviews)
Newly Renovated Gem on the Cedar Beach Peninsula!
Southold, NY
8% off
Price is AU$11,577
AU$11,577
AU$1,654 per night
includes taxes & fees
Image gallery for Stunning Hampton Holiday Family Fantasy for your Team

9.89.8 out of 10 rating
Exceptional
(69 reviews)
Stunning Hampton Holiday Family Fantasy for your Team
East Hampton, NY
8% off
Price is AU$13,982
AU$13,982
AU$1,997 per night
includes taxes & fees
Image gallery for East Hampton village quiet family rental, heated pool, tennis, pets welcome.

1010 out of 10 rating
Exceptional
(30 reviews)
East Hampton village quiet family rental, heated pool, tennis, pets welcome.
East Hampton, NY
8% off
Price is AU$13,711
AU$13,711
AU$1,959 per night
includes taxes & fees
Image gallery for Modern New Kitchen, Heated Pool! Walk to everything in East Hampton Village!

9.89.8 out of 10 rating
Exceptional
(31 reviews)
Modern New Kitchen, Heated Pool! Walk to everything in East Hampton Village!
East Hampton, NY
18% off
Price is AU$8,089
AU$8,089
AU$1,156 per night
includes taxes & fees
Image gallery for Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!

1010 out of 10 rating
Exceptional
(11 reviews)
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Mattituck, NY
16% off
Price is AU$4,318
AU$4,318
AU$617 per night
includes taxes & fees
Image gallery for STUNNING LUXURY HOME ~ PRIVATE POOL/HOT TUB ~ PERFECT HAMPTONS GETAWAY ~ MBH

9.69.6 out of 10 rating
Exceptional
(36 reviews)
STUNNING LUXURY HOME ~ PRIVATE POOL/HOT TUB ~ PERFECT HAMPTONS GETAWAY ~ MBH
East Hampton, NY
7% off
Price is AU$10,903
AU$10,903
AU$1,558 per night
includes taxes & fees
Image gallery for Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook, CT
8% off
Price is AU$3,364
AU$3,364
AU$481 per night
includes taxes & fees
Image gallery for Minutes to East Hampton & Sag Harbor Villages

1010 out of 10 rating
Exceptional
(34 reviews)
Minutes to East Hampton & Sag Harbor Villages
East Hampton, NY
8% off
Price is AU$17,730
AU$17,730
AU$2,533 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Greenport Carousel
4-bedroom house in beautiful Shelter Island with pool, perfect for families
Sleeps 8 · 4 bedrooms · 3+ bathrooms
Charming Greenport Gem 1, 1 Mile to Ferry!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
3-bedroom house with wooded views and private, heated pool in Sag Harbor
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beautifully Renovated Estate on The North Fork of Long Island
Sleeps 18 · 8 bedrooms · 8+ bathrooms
The Village Villa Top Floor
Sleeps 6 · 3 bedrooms · 1 bathroom
- 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