Vitale East

Waterfront Greenport Condo

This two-bedroom, two-bathroom condo at Cliffside Resort offers a serene escape with breathtaking views of the Long Island Sound.Your stay includes access to Cliffside Resort’s fantastic amenities. Enjoy a heated swimming pool for relaxing swims, private beach access with lounge chairs for soaking up the sun, and a great lawn ideal for picnics, outdoor games, or a barbecue.

Book your stay today and explore the vibrant attractions of Greenport and the North Fork!

Exceptional check-in experience

Recent guests gave the check-in process a 5-star rating.

Beautiful area

This home is in a scenic location.

Exceptional host communication

Recent guests gave Jenna a 5-star rating for communication.

Shelter Island Home

Awesome waterfront shelter island retreat
Swim,kayak,paddle board right in your backyard,incredible sunsets ,
4 bedroom 2-1/2 baths plus office 3 sitting areas
Registration #2022-s-0007

Other things to note

House has all new central AC photos were from before installation

Luxury North Fork Estate

This condo is beautifully decorated and has a wonderful stone fire place. Gorgeous shiplap walls with Navy accents. There is also a new deck and wonderful dinning set outside. This unit has capabilities to be handicap accessible. Both bedroom have private bathrooms. The living room sectional opens up to a full sleeper making this condo able to sleep six people. All rooms have flat screen smart tv’s.

The space

The Cliffside itself has many amenities and things to offer to make this a perfect getaway. There is a heated pool and club house. It is located on the Long Island Sound and has beach lounge chairs all set up for you. The resort also has Bar-b-q’s for your use. They have morning yoga on the lawn and movies under the stars along with many other activities.
Another advantage is being so close to town. The town of Greenport has so much to offer, great restaurants, bars, and shops. Being on the Northfolk puts you so close to the wineries. Ths is a great destination

Other things to note

I will be collecting 5.5% Suffolk county for overnight lodging and this will be under Community fee on the pricebreakdown.

Waterfront Southold Home with Pool

Fully furnished,4 bedrooms
Bedroom 1 king
Bedroom 2 1 queen bed with
3 full bath. (3rd in cabana
Living room, eat in kitchen, sun room, cabana, decks ,patio, dock and built in heated pool.The kitchen is equipped dishes, utensils, pots and pans. granite counter tops and stainless steel appliances. In the yard is a heated built in pool and cabana. Inside the cabana is a full size oven, refrigerator. The washer and dryer are also located in the cabana.

The space

The water view is very tranquil. House is equipped with2 paddleboards, canoe, and 2 kayaks

Guest access

We will notify you a few days before with access information

Other things to note

maximum adults allowed are 8

no rentals to proms etc
no one under 30 being lead person can rent

no smoking
no pets

Spacious Home with Pool in Southold

Discover this sun-filled 4-bedroom Southold home, perfect for a relaxing escape. Enjoy a luxurious saltwater pool, cozy fire pit, BBQ area, and ample outdoor seating. Ideal for family getaways or group retreats, the house is just minutes from renowned wineries, beaches, and charming local farm stands. With bright and spacious living areas, this home offers a perfect blend of comfort. Whether lounging by the pool or exploring wine country, experience the ultimate North Fork retreat!

Perfect North Fork Home

Experience the best of Southold in this elegant 4-bedroom, 3.5-bath home, perfectly located just 1.0 mile from Town Beach and 2.1 miles from Kenney’s Beach. Nestled close to the area’s renowned vineyards, this home offers a serene retreat with convenient access to the best local attractions.

This Southold home is the perfect blend of luxury, comfort, and convenience. Book your stay now and enjoy all that this beautiful region has to offer!

Mattituck Hideaway/ Luxury Wine Country Retreat

Nestled in the heart of the North Fork Wine Country, Mattituck Hideaway is a luxurious retreat offering an unforgettable blend of comfort, style, and charm. Just minutes from world-class vineyards, beautiful beaches, and scenic trails, our home invites you to unwind, relax, and explore all the North Fork has to offer.

The space

Bedrooms & Sleeping Arrangements:

Master Suite:
✔️ Luxurious king-sized bed
✔️ Private en-suite bathroom, double vanity & walk-in spa shower
✔️ Spacious walk-in closet with custom finishings
✔️ Smart TV with premium soundbar
✔️ Luxury linens & extra pillows
✔️ Room-darkening shades for restful sleep
✔️ Charging stations & bedside clock

Second Bedroom:
✔️ Plush queen-sized bed
✔️ Spacious closet
✔️ Room-darkening shades for restful sleep
✔️ Charging stations for phones & bedside clock
✔️ Bedside clock

Third Bedroom:
✔️ Cozy queen-sized bed
✔️ Large closet
✔️Room-darkening shades for restful sleep

Fully Equipped Kitchen & Dining Area:
Everything you need to cook, dine, and entertain in style:

✔️ Coffee & Tea Bar: drip coffee, French roast, Keurig pods, assorted teas, and electric kettle
✔️ Wine glasses, corkscrew, cocktail shaker & blender
✔️ Professional-grade chef knives, utensils, and food processor
✔️ High-quality wooden and plastic cutting boards
✔️ Serving trays and stainless-steel beverage ice bucket
✔️ Dishwasher & microwave
✔️ Plenty of dishes, bowls, glasses, cups
✔️ Large Island & charming dining nook

Other things to note

Nearby Attractions & Local Favorites:
Vineyards:
o Macari Vineyards (1.5 miles)
o Rose Hill Vineyards (2 miles)
o Old Field Vineyards, Bedell, Pindar, Raphael – all within short drives
Local Beaches:
✔️ Veteran’s Beach (1.5 mi)
✔️ Breakwater Beach (1.5 mi)
Transportation:
✔️ Mattituck Long Island Rail Road Station (1.2 mi)
Dining & Markets:
✔️ Love Lane Kitchen(1.3 mi), Lombardi’s, North Fork Table Inn
✔️ Local farms: Harbes Farm, Wickham’s Fruit Farm nearby
Activities:
✔️ Bike rentals
✔️ Kayaking
✔️ Horseback riding

About your host:
“We fell in love with Mattituck when we married at The Old Field Vineyards in 2005. After nearly 20 years of exploring this beautiful area, we purchased our home to share our favorite place with guests. We look forward to welcoming you and making your North Fork visit truly special!”
— Gregory & Cynthia Guthenberg

Waterfront Home in Southold

Beautiful waterfront home with stunning views of Hashamomuck Pond, making it the perfect escape for a memorable family vacation. Enjoy beaches, wine country, farm stands, and excellent restaurants.Featuring 3 bedrooms and 2 full baths. 1st floor, master bedroom, a guest room, and a bonus room with a pull-out couch. The second floor offers an additional guest room with two queen beds.

BBQ, paddle boards, kayaks, fire pit, and plenty of seating to enjoy the beauty that surrounds this home.

Guest access

Whole house and property