Vacation rentals in Orient

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Top-rated vacation rentals in Orient

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 103 reviews

Classic CT Cottage w/ Trail by Harkness Park/Ocean

Tastefully appointed! A quaint cottage in a forest setting on 6 acres bordering Harkness State Park. A peaceful & serene setting where you can hear nature by day and the lighthouse sound signal at night. The cottage is fully equipped & very comfortable for your stay. The Waterford beach is a short drive away...less than 2 miles through the forest...as are beautiful hikes along the coast. Centrally located near Historic Mystic, Niantic, Conn College, US Coast Guard Academy & the US Naval Base.

Apr 12 – 19

€ 175 per night
Guest favorite

Condo in Greenport

4.91 out of 5 average rating, 107 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

May 12 – 19

€ 235 per night
Guest favorite

Guest suite in Greenport

4.92 out of 5 average rating, 275 reviews

The Greenport Suite—private entry + near the beach

Welcome to The Greenport Suite! With its separate entrance, secluded outdoor patio space and ideal location, this newly-redesigned private suite in our contemporary Village home is perfect for enjoying a North Fork getaway. We are located just a few short blocks from bay beaches, the harbor, and public transport, while the area's celebrated wineries are a short drive or bike ride away. Come see why Forbes named Greenport one of the 11 prettiest villages in the United States!

Oct 31 – Nov 7

€ 230 per night

Popular amenities for Orient vacation rentals

Stay near Orient's top sights

Orient Point Ferry20 locals recommend
Orient Point County Park5 locals recommend
Duryea's Orient Point20 locals recommend
Orient Country Store13 locals recommend
Latham Farms5 locals recommend
Oysterponds Historical Society4 locals recommend

Other great vacation rentals in Orient

Guest favorite

Home in Greenport

4.98 out of 5 average rating, 85 reviews

Designer's Dream - Charming Boathouse

Jan 12 – 19

€ 418 per night
Guest favorite

Home in Greenport

5.0 out of 5 average rating, 10 reviews

The Sandy Shack - Coastal Escape

Mar 7 – 14

€ 628 per night
Superhost

Cottage in Greenport

4.84 out of 5 average rating, 38 reviews

Newly Renovated 2-Bedroom Home on the LI Sound

Apr 26 – May 3

€ 541 per night
Guest favorite

Home in Greenport

5.0 out of 5 average rating, 17 reviews

Walk to Beach or to Town …

Apr 6 – 13

€ 378 per night
Guest favorite

Home in Greenport

5.0 out of 5 average rating, 18 reviews

The Corwin House

Apr 24 – May 1

€ 477 per night
Guest favorite

Home in East Marion

4.95 out of 5 average rating, 99 reviews

Quiet, Upscale Retreat by the Beach

Jun 20 – 27

€ 479 per night
Guest favorite

Home in Greenport

5.0 out of 5 average rating, 32 reviews

Beachfront Greenport Villa

Nov 7 – 14

€ 746 per night
Guest favorite

Home in East Marion

4.86 out of 5 average rating, 14 reviews

Waterfront NoFo Cottage w/ public beach access

Apr 25 – May 2

€ 389 per night
Guest favorite

Home in Greenport

5.0 out of 5 average rating, 68 reviews

Beach House in L.I. Wine Country

Sep 24 – Oct 1

€ 545 per night
Guest favorite

Home in Greenport

5.0 out of 5 average rating, 29 reviews

Historic Stunner in Heart of Village

Nov 11 – 18

€ 535 per night
Guest favorite

Home in Greenport

4.96 out of 5 average rating, 24 reviews

Water front 3 bedrooms 2 bathrooms beach house

Nov 1 – 8

€ 751 per night
Guest favorite

Guest suite in Greenport

5.0 out of 5 average rating, 45 reviews

Private Suite in Greenport Historical District

Aug 23 – 30

€ 335 per night

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