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Orient Village — Historic Bayfront Cottage — 2025 Season

Beachfront cottage for sun and fun

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Photo gallery for Orient Village — Historic Bayfront Cottage — 2025 Season

Terrace/patio
Terrace/patio
Property grounds
Interior
Exterior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61500 sq ft

Popular amenities

  • Beach view
  • Pet friendly
  • Parking available
  • Dryer
  • Washer
  • Fireplace

Explore the area

View in a map
Orient, NY
  • Place, Kontokosta Winery
    ‪8 min drive‬
  • Place, 67 Steps Beach
    ‪9 min drive‬
  • Place, Orient Beach State Park
    ‪17 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪133 min drive‬

Room options

About the neighborhood

Orient

This cottage places you next to Oysterponds Historical Society and within a mile (2 km) of Island's End Golf & Country Club. The cottage includes a kitchen, a fireplace, and a balcony.
View more Cottages in OrientOpens in a new window

What's nearby

  • Orient Point County Park - 8 min drive - 4.4 miles
  • Kontokosta Winery - 8 min drive - 4.9 miles
  • Eastern Long Island Hospital - 8 min drive - 4.9 miles
  • 67 Steps Beach - 9 min drive - 5.3 miles
  • Orient Beach State Park - 17 min drive - 6.2 miles

Getting around

  • Greenport Station - 14 min drive
  • East Hampton, NY (HTO) - 73 min drive

Restaurants

  • ‪Porto Bello - ‬8 min drive
  • ‪Lucharitos - ‬10 min drive
  • ‪Duryea’s Orient Point - ‬6 min drive
  • ‪Claudio's Restaurant - ‬10 min drive
  • ‪1943 Pizza Bar - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Orient Village — Historic Bayfront Cottage — 2025 Season

BAYSIDE COTTAGE is available from 11 April 2025. Minimum rental period is two weeks, which can be split over two stays. Discounts available for monthly and longer rental periods.

The Real Thing... the lull of lapping waves, private beach, on the Bay... Simple, plain, authentic, uncorrupted and unadorned “Summer of ‘42” beach cottage for those discerning few who recognize and appreciate the difference. Located in Orient’s National Historic District, and formerly part of Bay House Cottages. Adjacent to Orient Yacht Club. 2-minute walk to Orient Village and Oysterponds Historical Society. Deep-draft boat mooring available.

Upstairs: 3 Bedrooms, Bathroom, Bayfront Balcony
Downstairs: Parlor (w/Franklin Stove as heat source), Kitchen, Bathroom

Inside: Simple, Plain, Authentic & Uncorrupted
Outside: Covered Porch, Shower, Picket-fenced yard, WW1 Monument

Photos provide views of exterior and surroundings of Bayside Cottage, as well as an interior “walk through” and some items from the historical archives.
The cottage is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine, a fireplace, and a fenced private yard.

Similar properties

Property grounds
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
  • Kitchen
  • Washer
  • Dryer
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9.8 out of 10, Exceptional, 101 reviews
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Property amenities

Beach

  • On the beach
  • Beach loungers

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room
  • Wood stove

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near the marina
  • On the bay
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Motor boating nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Unit size: 1,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 23

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Pets may be a much loved member of your family; however, they are allowed only after discussion, review and approval by the owner.

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (20 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 23

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Property is also known as

Village Bayfront Summer Cottage
Orient Village Bayfront Summer
Village Bayfront Summer
Cottage Orient Village Bayfront Summer Cottage Orient
Orient Orient Village Bayfront Summer Cottage Cottage
Cottage Orient Village Bayfront Summer Cottage
Orient Village Bayfront Summer Cottage Orient
Village Bayfront Summer
Orient Village Bayfront Summer Cottage
Orient Village Bayfront Summer Cottage (ca.1887) Orient
Orient Village Bayfront Summer Cottage (ca.1887) Cottage
Orient Village Bayfront Summer Cottage (ca.1887) Cottage Orient

Frequently asked questions

What is there to do close to this cottage?

This cottage is located in Orient, just steps from Oysterponds Historical Society. You'll also find Orient Point County Park and Kontokosta Winery within a short drive.

Is parking available on site at this cottage?

No, this cottage doesn't offer parking.

Is this cottage adjacent to a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

Is Orient Village — Historic Bayfront Cottage — 2025 Season good for couples?

Amenities that appeal to couples at this beachfront cottage include a fireplace and a kitchen in each accommodation with some featuring beach views.

Are there hot tubs at Orient Village — Historic Bayfront Cottage — 2025 Season?

No, there isn't a spa tub at this cottage.

Does this cottage include breakfast service?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this cottage.

Does this cottage have connecting rooms?

No, this cottage doesn't feature connecting guestrooms.

How close is the airport from this cottage?

The closest major airport to this cottage is East Hampton, NY (HTO), which is 19.6 mi away (73 minutes by car). Another top airport is New London, CT (GON-Groton - New London), which is located 28.4 mi away (114-minute drive).

Can I book a room with a balcony at Orient Village — Historic Bayfront Cottage — 2025 Season?

Yes, every accommodation at Orient Village — Historic Bayfront Cottage — 2025 Season comes with a balcony with some featuring beach views.

Reviews

Orient Village — Historic Bayfront Cottage — 2025 Season Reviews

10

Exceptional

9.6/10

Cleanliness
Rating 10 - Excellent. 21 out of 23 reviews
Rating 8 - Good. 2 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

Reviews

8/10 Good

Diane C.

Stayed 30 nights in Jul 2025

10/10 Excellent

Jennifer G.

Liked: Cleanliness

Lovely Stay!

Step away from your busy schedule, step back in time, and step down to the beach. Bayside Cottage is an idyllic, charming, and rare place -- one increasingly harder to find as grandiose properties populate many parts of the Island. Thankfully the North Fork has retained much of its character since we began visiting some 20 years ago, and Orient is beautifully preserved with a lot of tender loving care, especially towards nature. It was turtle season in June! At Bayside, circa 1887, one doesn't need chic and glamor to enjoy the beautiful bay view, sailboats, rose bushes and occasional bunny, just a good book with afternoon tea or a glass of wine on the balcony, to the tune of lapping waves and mockingbirds. The bend where the picket-fenced, gray-shingled house sits could have been drawn from Harper Lee, but furnishings tell another story -- pictures of sailors, rowers, boats, shells, maps, needlepoints, even old tools -- thoughtfully collected over time. The main dock and marina are right next door, and you will observe a few apprentice sailors as lessons are available.This lovely cottage is situated in an historic and peaceful hamlet, complete with a general store, post office, and small cafe. The cottage is delightfully old and comfortable, and perfect for relaxing, enjoying simplicity and family time. Nicely there is no TV, but there are board games and wifi -- and your most gracious, welcoming, and attentive host is but a stone's throw away.Thank you for having us!
Stayed 7 nights in Jun 2025

10/10 Excellent

William W.

Liked: Cleanliness

Lovely spot

Beautiful place with great views and a private beach! Great food and nature nearby, and very accommodating host!
Stayed 4 nights in Apr 2025

10/10 Excellent

Bruce K.

Liked: Cleanliness

Fall 2024

We had an amazing time enjoying the house and exploring the area. Fishing wasn’t fantastic, but that’s nobody’s fault. Would definitely go back!
Stayed 6 nights in Sep 2024

10/10 Excellent

Sally L. B.

Liked: Cleanliness

Those sunsets

You don't go to this house for the latest in home decor. You go for the beauty of the place. Drinking coffee and staring at the water. Swimming in the water and then drinking wine and staring at the water. A place I know very well and a pleasure to be back. It helps a lot that Tim is right across the street and always happy to answer a question. A very relaxed, welcoming host
Stayed 7 nights in Sep 2022

10/10 Excellent

Joanie G., Redwood City

Liked: Cleanliness

Family Vacation

Three generations of our family couldn't have asked for a better cottage by the water. Sunsets incomparable, neighborhood friendly, ice cream perfect. We will be back. Thank you for welcoming us. Joanie and Mark
Stayed 14 nights in Aug 2022

10/10 Excellent

Terry B.

Liked: Cleanliness

A little slice of heaven

The Bayside cottage is the quintessential beach cottage. If you're looking for a luxurious fully equipped house this place is not for you. If you're looking for a gorgeous view of the sunset walk out your door to the beach, this is the place for you. This is a rustic style cottage 15 paces from the beach. See the sunset every night from the porch and from the master balcony or the beach.Walk to the ice cream store or the general store. Bike through the neighborhood, or just sit on the porch and stare at the water.
Stayed 7 nights in Jun 2022

8/10 Good

Dawn K.

Liked: Cleanliness

Bayside Cottage Fall Getaway

the location on the bay and town of Orient was excellent. The weather was great, but when the wind a couple nights got cold without heat but a fire made it cozy. The home has everything we needed with great views, towels, bedding, kitchenware and walking access to the market and 2 small take out restaurants. Overall a great place.
Stayed 7 nights in Oct 2021

10/10 Excellent

Adrienne B., Jupiter, Fl

Liked: Cleanliness

Vintage cottage

The property’s greatest asset is its location. The cottage itself is in no way luxurious, and it all fairness it is not advertised as such. It is definitely a step back in time. A “Summer if 42” is an excellent description of the property. Would I go back? No. Am I glad I went? Yes! Vacations are about experiencing new things and sometimes those things are old. Orient Village is a great little town, a gem. If you want to feel more like part of the scene and not a tourist, this is a great place to stay.
Stayed 7 nights in Sep 2021

10/10 Excellent

Simon H., Knoxville, TN

Liked: Cleanliness

Very Special Home

Great host, could not ask for a better location, view, charm and experience. Thank you!!
Stayed 7 nights in Jun 2021

10/10 Excellent

haley p.

Liked: Cleanliness

Amazing time!!!

We had such a wonderful, relaxing time at the Bayhouse. Not only was the town so beautiful but the view from the house was perfect. Hearing the waves at night as I fell asleep was magic! The house itself was great - clean, charming and had everything we needed. Tim was an excellent host - quick to respond and so friendly. We wish we could have stayed all summer!!! We hope to be back someday to enjoy the serenity of the Bayhouse.
Stayed 7 nights in Jun 2021

10/10 Excellent

Sandy P., Port Chester

Liked: Cleanliness

Perfect location, breeze, and views

This cottage is such a peaceful getaway with the sound of the water lapping on the shore and beautiful views every way you look. It's a rustic but well maintained cottage on your own private beach, with the very responsive host right across the street in case you have any questions. We rented bikes for the week from Dan's Bike Rental and they drop off and pick up the bikes whenever you want. I highly recommend this; it's the best way to check out all the beautiful scenery and beaches that Orient has to offer. The kitchen is small but well equipped with everything you'd need to cook and serve any meal. There is also a small grill outside. The master bedroom was our favorite spot in the house. The bed faces the balcony overlooking the beach, so get ready to be lulled to sleep with the lovely breeze and beach sounds.
Stayed 6 nights in Jun 2021

10/10 Excellent

Philip C., Brooklyn

Liked: Cleanliness

The perfect spring getaway

My wife, our friends and I had a really wonderful time at the bayside cottage. It was the perfect escape from the city—quiet, pleasant, peaceful. Tim was very kind and easy to communicate with. Though the weather in April was surprisingly nice, the wood stove was appreciated for the cooler mornings and evenings. Some of the furniture and decor is a bit older and worn, but for me that was part of the comfortable charm. I am hoping we can return again soon.
Stayed 7 nights in Apr 2021

10/10 Excellent

Susan M., New York City

Liked: Cleanliness

Marvelous

The location of this modest cottage directly on the bay is spectacular- with breathtaking sunsets. Its an outside place with a huge covered porch - The town is simple and lovely. Owner of the property is always accommodating and quick to respond. The interior is very basic with everything you need in the kitchen and good beds and linens.
Stayed 14 nights in Sep 2020

10/10 Excellent

wesley t.

Liked: Cleanliness

Just what the doctor ordered: A relaxing change of scenery for telework!

Tim is a great host and very close to the rental cottage for easy communication and a warm welcome. The house was built in 1887 so your expectations must be adjusted for the reality of some minor limitations (bathrooms were dated, but there were TWO!!!). We don't look for luxe accommodations, so it suited our tastes well. If you want sleek and new, look elsewhere. That is not a knock, just preference. Orient is all about old beachtown charm. We didn't have many needs besides beds, wifi, and access to the beach. We got that plus the charm of a nice home, and the best bay view. I don't think I've ever woken up to the sound of waves, even in my travels to tropical places. The weather was just right to leave the doors open at night and enjoy the air. (there is A/C if you need it). My recommendation for families is that if you are going to stay for more than a day or two, bring your own kitchen spices etc to cook with. There are the essentials (plates, coffee maker/grinder, large fridge/freezer), but bring anything else you need beyond salt and pepper. I like to cook a lot so it wasn't a problem to run to the IGA 15 minutes away and get whatever I needed. I used the grill a lot and also the stove. Tim was wonderful to chat with and we hope to be back next year.
Stayed 4 nights in Aug 2020

10/10 Excellent

Melissa S.

Liked: Cleanliness

Lovely home, great location.

Exactly what I was looking for in a beach cottage. Can’t wait to return.
Stayed 12 nights in Jun 2020

10/10 Excellent

Gerald M.

Liked: Cleanliness

Bayhouse

Semi rustic, cottage with historic roots. Provides excellent water scenery, pleasant breeze with that classic, open water smell.
Stayed 7 nights in Jun 2019

10/10 Excellent

Colin M., New York, New York, USA

Liked: Cleanliness

Perfect summer spot...

This cottage was perfect for our small group (two couples and one toddler). The location can’t be improved upon, and the cottage was as charming as possible. Bring sunscreen because if the weather is even halfway decent you’re going to want to be outside most of the time, enjoying the view....
Stayed 4 nights in May 2019

10/10 Excellent

Harvey F.

Beautiful getaway for your busy life

Five of our family stayed here for most of a week in mid-springtime. If you are familiar with the Long Island Southold, Greenport Harbor area, you know that Orient is close by these but in a quieter area nearer the end of the North Fork. This gives it a very nice balance of peace and calm and with easy access to things to do. When we were at the cottage, we enjoyed the bay view and breeze, sounds of waves and birds and some glorious sunsets from the porch. Osprey where frequent flyers by the bay. Bayside Cottage is on the beach and has no immediate neighbor house on one side, helps with the feeling of a place just for you. A short walk down the street brings you to the Orient Country Store for easy breakfast or tasty lunch sandwiches and salads. Don't miss some of their selection of house made cookies for desert. We enjoyed the attractions of the area for oysters (Little Creek Oyster Farm); clams, fresh fish, oysters and IGA bought onion rolls filled seafood salad (shrimp-crab-lobster) from Southold Seafood Market, good times beer and food at Greenport Harbor Brewery (Southold), and tastings at a select few of the many excellent local wineries. Nearby nature preserves we visited included Orient Point State Park and Mashomack Preserve. The latter features a system of trials with viewing of wildlife and local flora (labelled for your interest). Tim, our host, was very helpful and likeable, easily accessible whenever we needed something, more of a friend than a host in the way we were treated. I'd like to go back to Bayside Cottage for my next visit to the North Fork area just to see the sunsets again.
Stayed 7 nights in May 2019

10/10 Excellent

ted k.

Wonderful getaway

We had a great time in this charming cottage. The owner was so unbelievably accommodating! Beautiful location!
Stayed 4 nights in Oct 2018

10/10 Excellent

Liz & paul M.

beachy

It had a very beachy feel. Not luxury but comfortable. It was right on the water with a beautiful deck at the side of the house. Plenty of chairs to sit and enjoy the view. The bedrooms were roomy enough. The bathrooms could stand an upgrade but they were clean.
Stayed 4 nights in Oct 2018

10/10 Excellent

Joanne G.

Great Place!

We loved Bayside Cottage, we came here for a weekend fishing trip for my husbands birthday and had a great time. Wood burner was a plus!. Owner was very nice and accommodating also. We cant wait to come back to Orient.
Stayed 2 nights in Sep 2018

10/10 Excellent

Jon B.

Great little get away. Cute older beach cottage. The owner was awesome.

My family and 4 freinds all had a great time exploring and golfing some very nice golf courses in the area! Great place to stay no complaints at all!
Stayed 3 nights in Aug 2018