Another Fabulous Place to Stay in the North Fork, Long Island Plus Even More Amazing Things to Do!

If you’re a regular reader you probably read about my new obsession with  Long Island’s North Fork I had been before but it was usually for bachelorette parties or day trips. When we came out for the weekend we discovered just how many wonderful places exist out here. The reason we hadn’t stayed before was truly because we didn’t know where to stay. There are very few hotels and to be honest the Bed & Breakfasts didn’t really excite me. Plus, everything always seemed to be booked. I’m always apprehensive to rent cottages or apartments because I’m always a little weary of what you may be faced with when you arrive but after our last experience, which was amazing, I was a little more open to the idea. We rented another cottage in Cutchogue, which was decorated by the same woman, a famous garden designer, Conni Cross, behind the gorgeous decor at the Shades of Grey cottage from our last visit. It was just as charming and we had a wonderful stay. If you’re looking to stay on Long Island’s North Fork and are a party of 4, this post is my review of Long Road Cottage! Here goes nothing!

It takes a little maneuvering once you turn off at the address but Conni will help you find the cottage on the massive property. Once you pull into the drive you’ll see all the beautiful gardens and lots of other adorable country-looking stuff. There is a driveway with parking for two cars. Once you reach the house someone from the property will greet you to give you a tour and get you settled.

We loved our experience here. Location was convenient to everything we wanted to do – vineyard hopping, exploring the town of Greenport, and of course all the adorable farms. Oh and they give free WiFi! Hooray!

Luxury Cottage Long Island Backyard

There’s a lovely porch–it’s very quaint and looks out onto a massive backyard. Perfect for relaxing in the summer, spring or fall!

Front Entrance

The Living Room

Here is where you enter. So quaint and lovely, yes? It’s a 1200 square foot cottage. Nice and roomy! Whereas Shades of Grey is modern romance, this is more “away from it all.”

Living Room

Here is what you’ll see when you come inside. Everything was very clean and beautifully decorated. It was a little less modern than the Shades of Grey cottage that we stayed in last time (the sister property) but still charming and I felt very comfortable–which means alot. I felt like the couches and chairs were very clean and comfortable. There are tons of books around the house, two flatscreen televisions, a DVD player as well as Satellite/Cable TV.

Best place to Stay North Fork

Living Room

Here is a close-up of the couch. Very homey and warm. I love the coffee table and all the little touches–these are Conni’s specialty. She shops around at tons of little antique markets to find the stuff she uses to decorate.

View from the 2nd Bedroom

Here is a view of the living room from the stairs that lead to the second bedroom.

Downstairs Bedroom

The Bedrooms

The house sleeps six total. There are 2 bedrooms and 1 sleeper sofa (but that isn’t exactly private–more suitable for children).

This is the downstairs bedroom. This one is a bit more private than the second bedroom just because it has a door that closes.

Upstairs Bedroom

Here is the second bedroom, which was amazing, it is lofted and doesn’t have a door but it was still private enough. We were with our friends and you could still change upstairs without being seen.

The Kitchen

The living room opens into the fully-equipped eat-in kitchen. And you may really want a kitchen out here because there are tons of local farms, wineries and cheese shops that going to each and picking up stuff to cook with is super fun and a great way to experience all the goodies North Fork has to offer. The kitchen was lovely but not quite as modern as the Shades of Grey cottage. It was a little less modern as well but still nice and clean.

If you’re looking for somewhere laid back to take a family or friends where you can be secluded and relax this is it. It’s a little less fancy than our last experience, but still very nice.



The owners stock the kitchen with food for a great continental breakfast. They pick up things from all of the local markets and bakeries. This time we had banana bread, fresh peanut butter, two jams, cookies, granola and a loaf of bread. Amazing.


The Bathroom

The house only had one bathroom and while it was much bigger than the bathroom at Shades of Grey cottage, the shower here was a little complicated. Be sure to ask for a demonstration of how it works because the four of us couldn’t crack the code and ended up showering by holding the showerhead up. There were plenty of fresh towels, washcloths, etc. They were nice, clean and fluffy. The only other thing I could complain about is that I think they should have a hairdryer–the one stocked here was from 1975. I actually would have been afraid to plug it in. Also, while they do provide soap (Ivory), you may need to bring your own shampoo/conditioner, though after a conversation with the owner I think they’re going to start stocking it for guests.


The Grounds


Here is a shot of the backyard from the porch. I can totally picture sunbathing back here in the summer.

Firepit and View of the House

For the winter, guests can make use of a fun fire pit! There was also a little playground out back (pictured behind the fire pit) if you have children. Though, in full disclosure, it kind of creeped us out. It may have just been because it was the holiday season but something about it reminded me of a ghost story gone awry.

Gardens on Property

On Sunday morning our friends took a bike ride around the area and my husband and I took a walk around the gorgeous property. There were beautiful gardens, little sheds, all kinds of interesting things to discover! Like a pen full of roosters! No one else heard them at 5am except me but I heard them cock-a-doodle-do-ing all morning long!

More of the Picturesque Property

What Does It Cost?

Rates for this cottage start at $400/night (Winter) $525 (Winter). There are weekly rates starting at $2400 and monthly rates start at $7,000. There is a 2 night minimum in Spring/Summer/Fall. 1 night stays considered for additional fee. Rates are for 4 adults. Additional adults are $25/ person/night. $75 cleaning fee for all rentals.

Booking the cottage is extremely easy – you can book via email and pay through Paypal.

To book a stay click HERE


And some more North Fork fun!

For a full list of fabulous things to do, check out this post about my Top things to do in the North ForkHere were a few more fun things we did this time around though that I highly recommend!

Living it Up in the Vineyards


Orient Point

Orient Point, the furthest point on the North Fork, was lovely! Enjoy a light picnic or just enjoy the views!

Sparkling Pointe Vineyard

Sparkling Pointe is one of my favorite vineyards–as you can guess, they only serve sparkling wine.

Harbes Family Farm

Harbes Family Farm is an amazing stop! Not only is there a corn maze, pumpkin patch and more–there is also some of the best corn I’ve ever had and also fantastic apple cider donuts!

And a great way to to end your weekend is with a fab brunch at Love Lane Kitchen! Absolutely delicious!!

And finally, if you’re planning to head to the North Fork for Christmas, check out the Christmas in Cutchogue Holiday House tour. I’m dying to try it out! Four beautifully decorated homes will open their doors for this event. Guests will enjoy wine tasting, appetizers /desserts at four of the homes, which will be paired with a vineyard and restaurant. Also visit two Historical Houses and Farm tour with local business as well as local merchants offering specials on the day of the tour for ticketholders. For more information on tickets, click here.

*I was given a repeat customer discount of about 10% but we paid for our cottage rental this weekend and I was not given compensation to write this post.*

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