Holiday rentals near Greenport Carousel
We found 3,706 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:5 June - 12 June
Image gallery for Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
9.89.8 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Southampton
13% off
Price is AU$21,146
AU$21,146
for 7 nights, 1 home
AU$3,021 per night
includes taxes & fees
Image gallery for Renovated Farmhouse on Vineyard w/ Heated Pool, mins from Beach + Farm
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Renovated Farmhouse on Vineyard w/ Heated Pool, mins from Beach + Farm
Riverhead
8% off
Price is AU$13,527
AU$13,527
for 7 nights, 1 room
AU$1,932 per night
includes taxes & fees
Image gallery for Everything in Hamptons special discount available for weekly and monthly renters
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Everything in Hamptons special discount available for weekly and monthly renters
Water Mill
8% off
Price is AU$91,122
AU$91,122
for 7 nights, 1 home
AU$13,017 per night
includes taxes & fees
Image gallery for PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC W/ 6 QUEENS
1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC W/ 6 QUEENS
East Lyme
12% off
Price is AU$10,849
AU$10,849
for 7 nights, 1 home
AU$1,550 per night
includes taxes & fees
Image gallery for Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
1010 out of 10, Exceptional, (67 reviews)
Exceptional
(67 reviews)
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Westbrook
7% off
Price is AU$5,472
AU$5,472
for 7 nights, 1 home
AU$782 per night
includes taxes & fees
Image gallery for Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
9.89.8 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Sag Harbor
16% off
Price is AU$19,307
AU$19,307
for 7 nights, 1 home
AU$2,758 per night
includes taxes & fees
Image gallery for 2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT
9.29.2 out of 10, Wonderful, (55 reviews)
Wonderful
(55 reviews)
2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT
Old Lyme
8% off
Price is AU$3,583
AU$3,583
for 7 nights, 1 cottage
AU$512 per night
includes taxes & fees
Image gallery for AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN
9.89.8 out of 10, Exceptional, (73 reviews)
Exceptional
(73 reviews)
AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN
Amagansett
12% off
Price is AU$18,231
AU$18,231
for 7 nights, 1 home
AU$2,604 per night
includes taxes & fees
Image gallery for Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
1010 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Southampton
8% off
Price is AU$18,817
AU$18,817
for 7 nights, 1 home
AU$2,688 per night
includes taxes & fees
Image gallery for North Fork Family and Friends Getaway. Great Location
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
North Fork Family and Friends Getaway. Great Location
Mattituck
7% off
Price is AU$15,386
AU$15,386
for 7 nights, 1 home
AU$2,198 per night
includes taxes & fees
Image gallery for Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques
Old Lyme
8% off
Price is AU$22,395
AU$22,395
for 7 nights, 1 home
AU$3,199 per night
includes taxes & fees
Image gallery for Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
1010 out of 10, Exceptional, (181 reviews)
Exceptional
(181 reviews)
Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
Southold
8% off
Price is AU$11,518
AU$11,518
for 7 nights, 1 home
AU$1,645 per night
includes taxes & fees
Image gallery for Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
1010 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Cutchogue
8% off
Price is AU$5,587
AU$5,587
for 7 nights, 1 cottage
AU$798 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, Exceptional, (50 reviews)
Exceptional
(50 reviews)
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
Sag Harbor
8% off
Price is AU$27,214
AU$27,214
for 7 nights, 1 home
AU$3,888 per night
includes taxes & fees
Image gallery for Completely Renovated Home on ~2 Private Acres, Near Beach/Town
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Wainscott
8% off
Price is AU$33,547
AU$33,547
for 7 nights, 1 home
AU$4,792 per night
includes taxes & fees
Image gallery for Luxurious midcentury modern glass house in the woods, chefs kitchen & great art
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art
Old Lyme
8% off
Price is AU$4,730
AU$4,730
for 7 nights, 1 home
AU$676 per night
includes taxes & fees
Image gallery for PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC W/ 6 QUEENS 1 FULL BED
9.89.8 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC W/ 6 QUEENS 1 FULL BED
East Lyme
12% off
Price is AU$10,849
AU$10,849
for 7 nights, 1 home
AU$1,550 per night
includes taxes & fees
Image gallery for Southampton Village Charmer - South of Highway
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Southampton Village Charmer - South of Highway
Southampton
8% off
Price is AU$25,340
AU$25,340
for 7 nights, 1 home
AU$3,620 per night
includes taxes & fees
Image gallery for Modern Family Retreat with Heated Pool, Playground and Peloton
9.89.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Modern Family Retreat with Heated Pool, Playground and Peloton
Hampton Bays
8% off
Price is AU$11,436
AU$11,436
for 7 nights, 1 home
AU$1,634 per night
includes taxes & fees
Image gallery for Cottage near the beach
9.89.8 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Cottage near the beach
East Lyme
8% off
Price is AU$3,009
AU$3,009
for 7 nights, 1 cottage
AU$430 per night
includes taxes & fees
Image gallery for Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Sag Harbor
8% off
Price is AU$35,434
AU$35,434
for 7 nights, 1 home
AU$5,062 per night
includes taxes & fees
Image gallery for Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
1010 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Mattituck
16% off
Price is AU$4,431
AU$4,431
for 7 nights, 1 cottage
AU$633 per night
includes taxes & fees
Image gallery for Incredible Beachfront Home w/ Private Beach!
1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Incredible Beachfront Home w/ Private Beach!
Mattituck
8% off
Price is AU$10,446
AU$10,446
for 7 nights, 1 cottage
AU$1,492 per night
includes taxes & fees
Image gallery for Water View Beach House just steps to Private Sandy Beach!
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Water View Beach House just steps to Private Sandy Beach!
Southold
7% off
Price is AU$8,958
AU$8,958
for 7 nights, 1 home
AU$1,280 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Greenport Carousel
Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
104 reviews
(104 reviews)
Cornfield Point Beach. Family Friendly. Our home SHORE BEATS WORK! Summer 2026
3 bedrooms · 2.5 bathrooms
1010 out of 10
Exceptional
exceptional
14 reviews
(14 reviews)
Brand new 2 bedroom, Greenport Village, walk to town Marina Views!!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptional
exceptional
26 reviews
(26 reviews)
Relax in this light-filled home, steps from the beach and a short walk to town!
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptional
exceptional
96 reviews
(96 reviews)
Antique house, Private & Peaceful Oasis
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptional
exceptional
75 reviews
(75 reviews)
Perfect Mid-Century Private Waterfront East Hampton Retreat!
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptional
exceptional
80 reviews
(80 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