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Our top choices for Orient holiday homes

1. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is HK$670
HK$1,805 total
includes taxes & fees
10 Nov - 11 Nov
The SandPiper

2. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (52 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is HK$745
HK$1,899 total
includes taxes & fees
9 Nov - 10 Nov
Aqua Vista

3. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is HK$1,023
HK$2,727 total
includes taxes & fees
9 Nov - 10 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

4. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is HK$1,529
HK$3,358 total
includes taxes & fees
19 Nov - 20 Nov
Beach Block Hideaway

5. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is HK$1,560
HK$2,275 total
includes taxes & fees
10 Nov - 11 Nov
American Beech in Greenport - Petite King Room 7

6. NEW private studio 1.1 miles to beach in East Lyme

NEW private studio 1.1 miles to beach in East Lyme
East Lyme
The price is HK$847
HK$1,068 total
includes taxes & fees
9 Nov - 10 Nov
NEW private studio 1.1 miles to beach in East Lyme

7. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$574
HK$10,625 total
includes taxes & fees
9 Nov - 10 Nov
Year round Jacuzzi - Blackberry East Hampton Home

8. The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (8 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is HK$834
HK$2,560 total
includes taxes & fees
2 Dec - 3 Dec
The Bay Cottage · Rocky Neck Park, Beach & Niantic

9. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (9 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is HK$1,730
HK$4,100 total
includes taxes & fees
10 Nov - 11 Nov
Northfork Townhouse walk to all

10. Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
The price is HK$1,871
HK$4,289 total
includes taxes & fees
10 Nov - 11 Nov
Renovated Townhouse walk to all

11. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Cute little house with excellent amenities. Perfect for our cousins getaway!"
United States
Karol T.
The price is HK$1,646
HK$3,437 total
includes taxes & fees
8 Nov - 9 Nov
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

12. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is HK$1,146
HK$3,207 total
includes taxes & fees
9 Nov - 10 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

13. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (4 reviews)
"Very lovely home! We very much enjoyed our stay and hope to be back again!"
United States
Morgan M.
The price is HK$1,406
HK$4,042 total
includes taxes & fees
10 Nov - 11 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green

14. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (31 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is HK$684
HK$1,788 total
includes taxes & fees
9 Nov - 10 Nov
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

15. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
The price is HK$3,986
HK$7,357 total
includes taxes & fees
11 Nov - 12 Nov
Beachfront Greenport Villa

16. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is HK$2,328
HK$4,304 total
includes taxes & fees
16 Nov - 17 Nov
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

17. American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is HK$1,795
HK$2,571 total
includes taxes & fees
8 Nov - 9 Nov
American Beech in Greenport - Deluxe King 6

18. Stunning shingled Water Mill estate featuring a private heated pool and...

Stunning shingled Water Mill estate featuring a private heated pool and...
Water Mill
10.0 out of 10, Exceptional, (2 reviews)
"House was very well maintained. Back pool area was spacious and great for entertainment."
United States
Michael C.
Stunning shingled Water Mill estate featuring a private heated pool and...

19. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is HK$4,111
HK$8,503 total
includes taxes & fees
7 Nov - 8 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

20. Lakeside Bliss

Lakeside Bliss
East Lyme
9.6 out of 10, Exceptional, (32 reviews)
"Lovely house - excellently equipped and fun decor. The owner was gracious and flexible and the location is beautiful. "
United States
Brenda M.
The price is HK$2,815
HK$4,113 total
includes taxes & fees
18 Nov - 19 Nov
Lakeside Bliss
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Orient

Nestled on the North Fork, this charming hamlet offers pristine beaches and vineyards with spectacular Long Island Sound views. Explore the historic Orient Point Lighthouse or catch the ferry to adventure, stopping at farm stands for local oysters along the way.

An aerial view of a coastal area with a sandy beach, a small settlement, and a clear blue sea.