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Condominiums & Home Rentals on Eastern Long Island, NY
Condos & Home Rentals
A few condos and private home rentals are somtimes available for short-term rental on the North Fork. Those listed below have been personally visited by North Fork Weddings.
Cliffside Resort Condominiums on the Sound at Greenport
61475 Route 48
Greenport, NY 11944
(800) 269-4140 or (631) 477-1818
www.TheCliffsideResort.com
This brand new condo resort is stupendously located on the North Fork of L.I, and is one of only a handful of places with water views. The sunset views are not be outdone anywhere in the world. Not only is the resort new, but this concept is rare on the East End which has mostly small motels/hotels and B&B's. Short of owning your own place or renting a house for the season, this is a very comfortable, convenient, and luxurious way to spend time out east. All condos are two bedroom/ two bath, sleep 6, have flat screen tv's, full kitchenettes (even a wine chiller!) and wi-fi. There's a heated swimming pool and laundry facilities on site and if you have a large group or family, it offers multi unit special pricing. It is located only minutes from the Village of Greenport and the Shelter Island Ferry providing traffic free access to the Hamptons. I found the pricing surprisingly affordable so if you plan a visit this summer, you may be one of the resort's first guests!
North Fork Estate
North Fork Wine Country
Southold, NY 11971
www.vrbo.com/256774
Wow! Fit for a billionaire, but you don't have to be one to experience what essentially is this private resort. This gorgeous waterfront home sits on four private acres surrounded by 100 acres of preserve and sports a heated granite pool, private three hole putting greens, and the most spectacular natural views around. And that's just the outside! Inside is a great room with Yamaha player piano, media room, exercise room, gourmet kitchen, and five bedrooms, each with private bath and a master suite perfect for brides and grooms. The house is owned by a long time North Fork resident so you will get a personalized introduction to the benefits of wine country celebrations. You can choose to have the entire wedding here (there's ample parking), or just stay here with friends, family or bridal party and have the reception at a local vineyard. You can not fully investigate weddings on the North Fork without checking out this amazing property.
The Red Barn
Herricks Lane
Jamesport, New York
(631) 722-3695
www.redbarnbandb.com
What could provide a more authentic North Fork experience than spending a summer in an 1877 farmhouse listed on the State and National Registers of Historic Places? The Red Barn has been lovingly restored and you will surely enjoy the wrap around porch, the open fields, blueberries, old fashioned gardens, and country kitchen. The master bedroom is downstairs while upstairs are three bedrooms for the kids or other friends and family. Modern amenities such as central air conditioning, computer hook ups, and even a hot tub make the house user friendly and the proximity to vineyards, beaches, and shopping make it tourist friendly too. The owners run Red Barn as a B&B throughout the year, but it is available for monthly rentals. This is an especially charming home, ideal for families or house sharing with other family members.
Southold Country Home
Soundview Avenue
Southold, New York 11971
(631) 765-5344
www.northforkweddings.com/southoldcountryhome
Located along the designated scenic byway and only a very short walk from Horton's Point Lighthouse and beach, this gorgeous center hall colonial provides wooded privacy, a heated 20X40 pool, three full bedrooms, study with computer, scanner, fax, and futon for extra guests, living room with fireplace, family room, large eat in kitchen, formal dining room and a private shade garden with hammock in which to wile away the hours. This is a privately owned home and is not available for groupies, but there is more than enough room for an extended family. It is available for monthly rental in July or August of each year, and minimum time is 3 weeks. This is the home of the owner of these websites so you can be sure it is exactly as represented! Rental Fee: $12,000.00 per month, all utilities included. House cleaning and pool maintenance also provided.
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Bed and Breakfasts
Bed & Breakfasts are plentiful on the East End. Though most don't offer "hotel" amenities such as in room phones or television, they all provide the welcoming environment for which B&B's are so noted. Some townships limit the number of rooms, so except for a few that have been "grandfathered" most have a maximum of five rooms. Many B&B's are historic and all of them are decorated beautifully. Breakfast, either hearty continental or formal sit-down, is always provided. Because the B&B's are also the homes of the owners, decor and offering vary greatly, so you really should read descriptions and check out the websites. There are stairs and there are pets! If you have never stayed in one, you are in for a treat!
Arbor View House Bed & Breakfast
8900 Main Road
P.O. Box 226
East Marion, NY 11939
(631) 477-8696
www.arborviewhouse.com
A true Victorian jewel, Arbor View House was built circa 1820 by Captain Vail when whaling was a major industry on the East End of Long Island. The historical nature of the home has been carefully maintained by innkeepers, Veda and Wilfred Joseph. With a nod to the newest industry on The North Fork, Long Island Wines, Veda and Wilfred have named their guest rooms after wine varieties such as Champagne, Merlot, and Zinfandel. This juxtaposition of the old and the new makes this charming inn the perfect location to explore the past and experience the present. The inn offers wireless internet, and whirlpool baths in a totally Victorian ambience. Spa services are available so you can have a massage in your room featuring an old fashioned red velvet headboard. Walk to the beach, sip wine in front of the fireplace, or tour the wineries after enjoying a sumptuous breakfast. This B&B is also very close to Greenport, a true harbor village, where you can ride a carousel or take a harbor cruise.
Aunt Dot's Victorian Bed & Breakfast
9625 Main Road
East Marion, NY 11939
(631) 477-5903
www.AuntDotsVictorianBandB.com
It truly will feel as though you are staying at your favorite Aunt's home when you are a guest at this B&B located near the tip of the North Fork. The three charming guest rooms have been decorated with great attention to detail with each having an old fashioned floral theme. All have private baths with two having claw foot tubs with shower and one having a stall shower. The dining room and parlor maintain the old fashioned Victorian feel also. Only minutes from the harbor village of Greenport and North Fork wineries, it is particularly well located for those arriving to the North Fork via Cross Sound Ferry. Both sandy bay beaches and LI Sound beaches are nearby and you will want to sun yourself on one of them for a bit after enjoying a full breakfast served by Aunt Dot herself.
A Walk in the Woods B&B
9680 North Bayview Road
Southold, New York, 19971
(631) 765-9197
www.walkinthewoodsbnb.com
A Walk in the Woods Bed & Breakfast in Southold is truly a hidden gem! Located on a secluded 11 acre estate, this Great Gatsby Dutch Colonial only feels like it's miles away from civilization. In fact, it is a short drive to town, an even shorter bike ride to the beach and convenient to the North Fork wineries as well as lively Greenport. A Walk in the Woods is nestled among the pines and oaks of the Bayview area of Southold with grand Victorian style accommodations that are simply luxurious. Entering the main parlor for the first time from the wrap-around porch, I felt like I stepped into Scarlett O'Hara's Tara. As grand as they are, the parlor and library are cozy, comfortable and quite welcoming. Relax with a good book and a glass of wine in the parlor or enjoy a game of pool at the regulation sized pool table in the library. Breakfast is served in the elegant formal dining room with continental style breakfast served in the adjacent butler's pantry. If you prefer some private quiet time, any of the guest rooms you choose will fit the bill. All have full private baths. The very large Vintage Rose Suite is perfect for a bride and groom to spend their wedding night and first days as newlyweds with a large king sized bed, private balcony, slipper tub and steam shower. For families and large groups the Oak Suite will do very nicely. A separate entrance brings you to a spacious apartment with a master bedroom and full bathroom as well as a sleeping loft and second full bath. It also has a bar with microwave, coffee pot and a flat screen TV. Whether you are seeking an intimate get away or accommodations for your wedding party, A Walk In The Woods will feel like your home away from home.
The Bartlett House
503 Front Street
Greenport, NY 11944
(631) 477-0371
www.bartletthouseinn.com
info@bartletthouseinn.com
The Bartlett House is so gorgeous and the location is so perfect that I wish I could own the house myself! Fortunately for its guests, this uniquely large B&B is owned by Jack and Diane Gilmore who have put their hearts and souls into an extraordinary renovation project that put their stamp on this venerable property. Diane's impeccable taste has enhanced the architectural details in a manner satisfying to the purist, and her flair for showcasing Jack's collections from his world travels will satisfy the adventurer. There are ten rooms available and Diane welcomes guests with warmth and ease. The Bartlett House is one of Greenport's finest jewels. I have no doubt that in a short time this home will be listed as one of the best small hotels around in major travel magazines.
Blue Iris Bed & Breakfast
1100 Skunk Lane
Cutchogue, NY 11935
(631) 734-7126
www.BlueIrisBedandBreakfast.com
A good wager would be that absolutely no one could pull up to this gorgeous B&B and not say "Wow!" The house sits on acres of landscaped grounds exploding with color and scents. Vignettes suitable for a cover of Life dot the gardens and in fact you will find paintings of some of them in the house. It will be hard to move past the wide front porch into the house, but enter you will and the wow factor continues. A spacious hallway is flanked by the cozy parlor with books, a piano, a fireplace, and super comfy furniture and the dining room where guests gather each morning to enjoy a sumptuous breakfast. Pride of place belongs to the caricature of owner Lorry's father, Howie Mann, band leader and drummer, drawn by Al Hirschfeld, famous NY Times caricaturist. The guest rooms, each with large private bath, show off Lorry's decorating skill to perfection. Showcasing your hosts desire to help you relax is the separate massage room! Perhaps the greatest assets to this home are owners, Jerry and Lorry, who so love running a B&B and have so many fun and interesting talents, stories, and insights to share.
A Butler's Manor
244 North Main Street
Southampton, NY 11968
(631) 283-8550
www.abutlersmanor.com
A Butler's Manor: This B&B's location within walking distance of the train station and the posh village of Southampton is not the only thing to recommend it. The rooms are decorated with such a sense of balance, charm and beauty that guests not only feel privileged but welcomed and comfortable. The common rooms are cool in summer, warm in winter, and delightful all year round. You'll have a breakfast suitable for serving at the finest NYC restaurants, and perhaps topping, but certainly matching, any memories you hold of breakfasts you had at your grandmother's or that little place in France. There's an outdoor pool framed with specimen trees and bushes, a back porch covered with wisteria, a fireplace, books, and fresh flowers everywhere. Best of all, however, are the
owners, Kim and Chris Allen. You will be especially comfortable in their presence, and after a weekend at their B&B, feel especially privileged to have met them.
The Coffey House Bed & Breakfast
5705 Main Road
East Marion, NY 11939
(631) 477-2107
www.thecoffeyhouse.com
Facebook
Located in the tiny hamlet of East Marion, a short distance from Greenport Village and minutes from the North Fork vineyards and wineries, this historic bed & breakfast is a wonderful addition to the East End of Long Island. Built in 1886 and lovingly restored by owners Ellie & Rick Coffey, this spacious, fresh, and light-filled B&B is an ideal place for the bride-to-be to relax with family and friends as she prepares for her special day. The Coffey House also provides couples with all the amenitites and ambience to complete that perfect romantic getaway. No detail has been overlooked at the inn from the four beautifully appointed guest rooms with antique furnishings to the warm and inviting living room complete with fireplace, plush chairs and sofa. All guest rooms have a full private bath, flat screen television, wireless Internet access and central air conditioning. You can check out a virtual tour of the Coffey House on their website and Facebook page. Rick & Ellie will make your next visit to the North Fork a special one.
Harbor Knoll Bed & Breakfast
425 Fourth Street
Greenport, NY 11944
(631) 477-2352
www.HarborKnoll.com
Overlooking Greenport Harbor, Harbor Knoll with its superlative landscaping and gorgeous views may well be the most elegant accommodations in North Fork Wine Country. The old fashioned main house has five beautifully decorated guest rooms, a front porch from which you can watch the ferries pass by, and a gorgeous dining room. A new addition to this beachfront B&B is The Enchanted Cottage which, as the name implies, is truly magical. Complete with window boxes and rose covered arbor, it has a spacious bedroom, living room with convertible sofa, kitchen, and small enclosed porch. Guests at the cottage may share in the sumptuous breakfasts served in the main house each morning. Shops and restaurants are all within easy walking distance of Harbor Knoll so that guests arriving via public transportation can have a great time without having a car.
Salt Air Farm Freddy's House Bed & Breakfast
1535 New Suffolk Road
Cutchogue, NY 11935
(631) 734-4180
www.HydrangeaFarmAndGardens.com
Just cause for celebration is the changes at Freddy's House Bed & Breakfast this year. Innkeepers Dan and Prudence Heston have been planting hundreds of hydrangeas, perhaps the most splendiferous of flowering shrubs, and when they are in bloom, it will be an amazing site. The exceptionally charming 1798 farmhouse has been fully restored with two guest rooms in period décor and provides an authentic and non commercial experience. Breakfast is informal, but oh so luscious with the freshest fruits and homemade jams right from the farm. If you are looking for a truly unique experience in one of the most historic homes on the East End, you really do want to stay at Freddy's House.
Orient Inn
25500 Main Road
Orient, NY 11957
(631) 323-2300
www.OrientInn-NY.com
This B&B has found its true essence through the talent and vision of its new owners. It reminds me of a beautiful chest of drawers that had been painted, but now is stripped down to its original wood and beauty. Joan, Karen and Howard saw the beauty of the architectural details at their new home and through their delightfully light touches, allowed them to stand for themselves. Since there are five rooms available, it is a wonderful choice for bridal parties as all can stay together. Every thing here is tended with great attention to detail and guests benefit from the owners' caring natures. (See Caterers/Event Planners and Activities)
Quintessentials Bed & Breakfast and Spa
8985 Main Road
East Marion, NY 11931
(631) 477-9400
www.QuintessentialsInc.com
Quintessentials is an historic and romantic B&B, full service Spa and image lifestyle retreat located in one of the most charming villages on The North Fork. The accommodations are beautiful with rooms offering private sun-decks, fireplaces, whirlpool baths, and fine amenities. The gardens overflow with flowers in all seasons and guests love to sit outside on warm afternoons. The Spa features luxurious treatments such a Caribbean river stone massages, aroma herbal wraps, and European facials. Sylvia is also trained in Reiki energy balancing and image makeovers. Quintessentials is perfect for a romantic weekend, and is also a great place for a bride.. She will be relaxed and beautiful on her big day as Sylvia also provides bridal make up services. Quintessentials B&B and Spa offers many lodging and spa packages, so be sure to visit the site for details. A visit to this unique B&B is a total experience offering proximity to all wineries and restaurants, fabulous accommodations, gourmet food, and total relaxation.
The Red Barn
733 Herricks Lane
Jamesport, NY 11947
(631) 722-3695
www.redbarnbandb.com
The simple beauty of this true farmhouse is seen not only in the wrap around porch and country kitchen, but also in all the small touches: a bunch of wildflowers in a royal blue pitcher - an antique quilt displayed on a wall. The rooms have the perfect juxtaposition of creativity and authenticity. Its views are of farms and vineyards, its scents are of wildflowers and grapes. Its feeling is timelessness. Round the corner to find historic farms, green fields with horses grazing, and working vineyards. This is the North Fork as it once was and in some places, still is.
Shorecrest Bed & Breakfast
54300 Route 48
Southold, NY 11971
(631) 765-1570
www.Northfork.com/Shorecrest/
Shorecrest Bed and Breakfast is the only B&B that has views of Long Island Sound. From its delightfully comfortable sitting room, guests can view some of the most beautiful sunsets or walk to the beach on Shorecrest's private path to the beach. The new owners of this venerable property have done an extraordinary job on the grounds and in the interior. While still maintaining the romantic feeling, the home is also now bright and airy. If you have visited this B&B in the past, you will be delighted at the changes and if you have never seen it at all, you are in for a real treat!
Vintage Bed & Breakfast
580 Skunk Lane
Cutchogue, NY 11935
(631) 734-2053
www.NorthFork.com/VintageBnB/
Guests of Vintage Bed & Breakfast are enveloped in the romance and beauty of wine country. Each of its three exquisite guest rooms represent one of the many wine varietals produced out east, and each is as lovingly tended as the vines that produce its namesake varietal: merlot, zinfandel, and chardonnay. The Genovese family has its own vineyards right on the property and Jeanne Genovese will gladly offer you samplings of her family's own vintage. Jeanne also prepares the sumptuous multi course breakfasts offered in the Italianate dining room or al fresco. Both in actuality and in spirit, you can't get more central to LI Wine Country than this lovely B&B. The owners provide impeccable services so that your escape to the North Fork is not just a jaunt, but a journey.
Perhaps you would like to investigate Hamptons Bed and Breakfasts!
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Hotels, Motels, Inns, & Resorts
There are few "chain" hotels on the North Fork. These maintain the degree of hospitality, cost, and ambience for which the corporations are known. Far more motels/hotels/inns are privately owned. Those listed below have been personally visited by North Fork Weddings.
Cliffside Resort Condominiums on the Sound at Greenport
61475 Route 48
Greenport, NY 11944
(800) 269-4140 or (631) 477-1818
www.TheCliffsideResort.com
This brand new condo resort is stupendously located on the North Fork of L.I, and is one of only a handful of places with water views. The sunset views are not be outdone anywhere in the world. Not only is the resort new, but this concept is rare on the East End which has mostly small motels/hotels and B&B's. Short of owning your own place or renting a house for the season, this is a very comfortable, convenient, and luxurious way to spend time out east. All condos are two bedroom/ two bath, sleep 6, have flat screen tv's, full kitchenettes (even a wine chiller!) and wi-fi. There's a heated swimming pool and laundry facilities on site and if you have a large group or family, it offers multi unit special pricing. It is located only minutes from the Village of Greenport and the Shelter Island Ferry providing traffic free access to the Hamptons. I found the pricing surprisingly affordable so if you plan a visit this summer, you may be one of the resort's first guests!
Dreamer's Cove Inn
15 Bay Avenue
Aquebogue, NY 11931
(631) 722-3212
www.DreamersCoveInn.com
If your idea of a fun weekend on the North Fork is to sip some Long Island wine while sitting in your comfortable room overlooking Peconic Bay, Dreamer's Cove Inn may be the answer. Every single room is waterview! Kayaks are available for use right on the inn's private beach and a wide sprawling lawn is ideal for BBQ's, weddings (it can hold a huge tent), frisbee, or just searching for four leaf clovers. A casual beachy atmosphere prevails with all rooms having beautiful light oak floors, wide windows to allow for sublime viewing, and even kitchens/kitchenettes. This is the perfect spot for groups to get away as the sixteen rooms all not only look out on the water, but are all on the same level. Imagine the fun the kids, your fraternity/sorority friends, or your wedding guests can have here. The inn is under new ownership and management and the manager Chris was raised out east. (He's also an veteran of Iraq.) The rooms are large and some are especially romantic. Do remember that this is a beach side inn and has that a seaside feel, not a Victorian B&B feel. It is very conveniently located near all the wineries and is only about 15 minutes from the last exit off LIE. If you want to hold a party, Chris will be glad to help you make it a really fabulous event. (See Venues)
Harborfront Inn at Greenport
209 Front Street
Greenport, NY 11944
(631) 477-0707
www.theharborfrontinn.com
The Harborfront Inn is a 21st century luxury hotel smack dab in the middle of a Norman Rockwell scene. The counterpoint of modern design in the lobby with its dark wooden floors and unique architectural details against the delightfully small town ambience complete with a carousel in the park and ships in the harbor balances perfectly. All rooms are spacious and have such amenities as Frette linens, flat screen televisions, CD stereo systems, high-speed internet access and massaging body sprays in the showers. (The bathrooms are just amazing, especially the Terrace Suite with its Jacuzzi tub!) The suites are truly magnificent, the largest having its own private 900-square-foot deck overlooking Mitchell Park, Greenport Harbor and Shelter Island. I just can't imagine a more romantic spot for a bride and groom. Many of the 35 rooms have similar views that are gorgeous by day or night. Every attention to your comfort and pleasure has been given: complimentary continental breakfast in the lobby in front of a fireplace and curved bar, local art in the hallways, lobby and guest rooms, a fitness center and inviting furniture. The hotel has been featured in many national publications and has received accolades from everywhere. It is convenient to all wineries, restaurants, shops, ferries, trains and buses. Truly a luxury, it is one you can't afford to miss.
The Portly Grape Inn and Restaurant
305 North Road
Greenport, NY
(631) 477-4500
www.theportlygrape.com
The Portly Grape Inn and Restaurant is what visitors to the East End have been waiting for. Opulent and stately, yet comfortable and cozy, The Portly Grape is both an elegant destination and a comfortable retreat. Each room is individually decorated, complete with a king sized bed, grand furnishings, a fireplace, and most have balconies. For a large group of family and friends looking for an extended stay The Portly Grape offers 2 and 3 bedroom suites complete with living room, dining area and outdoor patio overlooking secluded grounds and a neighboring vineyard. What could be better for a destination celebration? Continental breakfast is included with your overnight stay.
The Pridwin Hotel
Shelter Island, NY
(631) 749-0476 or (800) 273-2497
www.pridwin.com
There are very few resorts on the East End of Long Island and nowhere is there one more beautiful than The Pridwin Hotel. Located on the famous Crescent Beach on Shelter Island, this property offers guests a wide range of experiences. You can read by the pool, play a game of tennis, swim in the clear salt water, bicycle the shady twisty roads, golf, hike, kayak or kick back! The hotel is available for weddings, corporate events, and family vacations. Rooms are booked quickly in season, so be sure to make reservations early. My favorite time on Shelter Island is early fall, so be sure to ask about rates for this time of year also.
The Sound View Inn
58775 North Road (Route 48)
Greenport, NY 11944
(631) 477-1910
www.SoundViewInn.com
If you love the beach, this is the place for you! Each room overlooks the Long Island Sound and has its own private deck and beach! The rooms are decorated simply but nicely and there are suites available. Children are welcome though there are some suites that are for adults only. It has a swimming pool, tennis courts, and cocktail lounge. One of my friends always has her parents stay there as her mother is wheelchair bound and the inn is so easy to navigate for the handicapped. Parking is directly outside the rooms and there are few, if any, steps through the entire establishment. The Soundview Inn is the only real resort facility on the North Fork. (See Caterers and Restaurants)
Perhaps you would like to investigate Hamptons Hotels, Motels, Inns, & Resorts!
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