Vacation rentals in Eastport

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Top-rated vacation rentals in Eastport

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Mar 26 – Apr 2

R14,122 ZAR per night
Guest favorite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 311 reviews

CHARMING OCEAN BUNGALOW

My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.

Oct 23 – 30

R5,431 ZAR per night
Guest favorite

Cottage in Westhampton Beach

4.93 out of 5 average rating, 147 reviews

Cool Tiny Cottage Artist Loft!

He Loved All Things Sea & I Followed Suit. 38 Years Ago My Father Built This Very Special Artist Loft Cottage Retreat. This Tiny Home is One Of A Kind. Throughout The Years Guests & Family Have Come & Gone Creating Beautiful Memories. The Space Is Tranquil, Serene, Peaceful & Harmonious. It’s A Wonderful Romantic Space, Charming For Family Gatherings, or One For A Soul Heart In Transition. All Have Found Passion, Peace and Progress Here. The Cottage Boasts A Fully Fenced In Large Yard, Deck, Grill, Light & Airy Vaulted Ceiling In Living Room With A Chenille Slip Cover Queen Sleeper and Cool Lounger With Library Bookcase With Books And Stereo/CD/Cassette, Color TV & DVD. Staircase to Loft Full Bed & Cute Twin Bed Area. Very Clean & Decorated Adorably. Wifi. Linens & Kitchen equipped, Washer/Dryer. Dining Table for 4 W/Sliders to Deck. Outside Seating for 6 & A Gas Grill. Perfect Place for 2. Quiet At End Of St. 1.5 miles to Rogers Beach Dune Rd/Ocean. 1 Mile To Main Street Village. 15 min to North Fork Wineries & Farms. Agent owned.

Feb 25 – Mar 4

R5,154 ZAR per night

Popular amenities for Eastport vacation rentals

Stay near Eastport's top sights

Triangle Pub3 locals recommend
Marys Pizza and Pasta14 locals recommend
Trumpets on the Bay20 locals recommend
King Kullen3 locals recommend
Brewology29522 locals recommend
Original Michelangelo Pizzeria-Restaurant3 locals recommend

Other great vacation rentals in Eastport

Guest favorite

Guesthouse in Westhampton

5.0 out of 5 average rating, 18 reviews

The “Birdy” Guest house

Jun 7 – 14

R6,227 ZAR per night
Guest favorite

Apartment in Eastport

5.0 out of 5 average rating, 15 reviews

Cozy Eastport 1 BR apt 5 minutes from the Hamptons

Apr 22 – 29

R4,847 ZAR per night
Guest favorite

Tiny home in Mastic

4.95 out of 5 average rating, 63 reviews

Cozy craftsman style home close to beaches

May 7 – 14

R5,305 ZAR per night
Guest favorite

Apartment in Medford

4.89 out of 5 average rating, 87 reviews

Cozy Apartment with King Bed - Separate Entrance

Aug 15 – 22

R1,998 ZAR per night
Guest favorite

Guesthouse in Shirley

4.97 out of 5 average rating, 30 reviews

La casita J place

Oct 30 – Nov 6

R3,074 ZAR per night
Guest favorite

Home in Mastic

4.9 out of 5 average rating, 50 reviews

cozy home.comfy living room with spacious bedroom

Oct 5 – 12

R3,757 ZAR per night
Guest favorite

Home in Westhampton Beach

4.98 out of 5 average rating, 86 reviews

Luxury Hamptons Home with Heated Saltwater Pool

Apr 10 – 17

R8,388 ZAR per night
Guest favorite

Home in Center Moriches

4.83 out of 5 average rating, 6 reviews

Beach Vibes & Starry Skies

Dec 17 – 24

R10,365 ZAR per night
Guest favorite

Home in Westhampton

5.0 out of 5 average rating, 5 reviews

1940’s waterfront renovated bungalow

Nov 18 – 25

R15,480 ZAR per night
Guest favorite

Home in Westhampton Beach

5.0 out of 5 average rating, 32 reviews

Brand new house with an all year round hot tub.

Jan 1 – 8

R16,344 ZAR per night
Guest favorite

Apartment in Middle Island

5.0 out of 5 average rating, 17 reviews

Jean-Claude's Guest Lounge

Nov 13 – 20

R2,629 ZAR per night
Guest favorite

Cottage in Calverton

5.0 out of 5 average rating, 88 reviews

Riverhead Farmhouse

Nov 12 – 19

R6,531 ZAR per night

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