Beachfront vacation rentals in Gilgo-Oak Beach-Captree

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Gilgo-Oak Beach-Captree

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

0 of 0 items showing

1 of 3 pages

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.

Jan 20 – 27

G$155,267 GYD per night

Guest favorite

Home in Shirley

4.98 out of 5 average rating, 179 reviews

Luxurious Waterfront Beachouse On The Bay ~

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Oct 3 – 10

G$108,296 GYD per night

Guest favorite

Guest suite in Bayville

4.91 out of 5 average rating, 429 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Feb 14 – 21

G$17,722 GYD per night

Guest favorite

Home in Bayport

4.84 out of 5 average rating, 156 reviews

Exquisite spacious waterfront all modern-sleeps 8

READ THE CONSISTENT FINE REVIEWS! Its heart-warming providing such a nice sanctuary! This MEMORABLE Sayville / Bayport Vacation rental home has a picturesque backyard & amazing water views. 3Br 2 full bath. Enjoy the 2-person steam shower & huge 10-person whirlpool bath for spa-like living. Perfect for quiet getaways. All new furniture w/ coastal chic decor. Feed 6 ducks, 2 swans, 2 cranes. The serenity & one-of-a kind view sets this Sayville vacation home apart from all others.

Mar 2 – 9

G$144,081 GYD per night

Guest favorite

Home in Sea Bright

4.96 out of 5 average rating, 113 reviews

FIVE STAR HOME - Beach House With Beach Badges

License number STR# 23-001 Absolutely the best location in Sea Bright with a fully stocked house!!! Amazing 3 bedroom 2 full bath house that can sleep 10 people located in a prime spot, right in the heart of Sea Bright. This house provides all the pleasures, perks and pampering of a hotel but in a fully-furnished private residence. Everything is walking distance from this house! The entire house’s amenities are included in this rental. Hosted over 1000 guests and received 5/5 stars.

Nov 7 – 14

G$142,417 GYD per night

Superhost

Home in East Patchogue

4.82 out of 5 average rating, 132 reviews

House at water next to Bellport golf course

Single standing house right at the Great South Bay and next to Bellport Beach. Paddle Boards are popular particularly in the calm morning water. You can also bath and swim directly from the house or from the beach club wearing water shoes. The water and my property is separated by a bulwark. Ladder available in garage to get up. Parking for 4 cars. Bellport village is pretty with small shops, cafes and restaurants. The owner is in New York City. No keys needed for access. Age request 25.

Jan 23 – 30

G$186,528 GYD per night

Guest favorite

Apartment in Highlands

4.96 out of 5 average rating, 112 reviews

BEACHHOUSE SUITE BEACH AND KAYAKS IN BACKYARD

The Beachhouse is the ultimate beach front retreat summer getaway . The Beachhouse consist of four private newly renovated modern apartments and tastefully furnished. The backyard is waterfront with a private beach (shared with other guests) that has a tropical feel with multiple sitting/BBQ areas with fire pits, BBQ smoker, gas grills, gazebo ,water toys, Kayaks, picnic tables, and outdoor shower. Note: The apartment is up one flight of stairs and Approximate SQ feet 350-400

Mar 19 – 26

G$54,914 GYD per night

Guest favorite

Guest suite in Long Beach

4.9 out of 5 average rating, 485 reviews

Beautiful Retreat by the Beach, La Casita Flora

Guest apartment has a private entrance and includes one bedroom, bathroom, kitchenette, office with sofa bed, and large sunny balcony. You can walk everywhere from here! It is a five minute walk to the beautiful beach and boardwalk. The train station to NYC and JFK is one block away. A grocery store, restaurants, coffee shop, brewery, pharmacy, and other amenities are minutes away. Many guests comment that I keep the space "sparkling clean".

Jan 13 – 20

G$37,384 GYD per night

Guest favorite

Home in Nyack

4.85 out of 5 average rating, 123 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more.

Sep 10 – 17

G$81,008 GYD per night

Guest favorite

Home in Centerport

4.94 out of 5 average rating, 114 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC"! Welcome to Long Island's Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!

Aug 14 – 21

G$161,896 GYD per night

Guest favorite

Home in Long Beach

4.9 out of 5 average rating, 116 reviews

Perfect Private Apartment by Beach

Relax and enjoy, 1 block from our pristine beach and boardwalk, in a perfectly located private apartment. Your own entrance, spacious living area of 1,200 sf; 2 bedrooms, 1 bath, kitchenette & washer/dryer. 3 minute walk to bars, restaurants, shopping, LIRR into Manhattan & only 14 miles from JFK airport. Beach passes, beach towels, beach chairs & outdoor shower to rinse off from the beach are all provided for your convenience!

Apr 22 – 29

G$55,075 GYD per night

Guest favorite

Apartment in Northport

4.91 out of 5 average rating, 131 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Feb 5 – 12

G$26,582 GYD per night