Vacation rentals in Deep Pond

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Deep Pond

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

$650 per night
Guest favorite

Apartment in Port Jefferson Station

4.97 out of 5 average rating, 141 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -queen sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

Nov 10 – 17

$116 per night
Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 144 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Sep 7 – 14

$104 per night

Popular amenities for Deep Pond vacation rentals

Other great vacation rentals in Deep Pond

Superhost

Home in Port Jefferson

4.95 out of 5 average rating, 133 reviews

The Hidden Retreat ~ Family friendly Walk to Beach

Apr 8 – 15

$387 per night
Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 582 reviews

Walk to Vineyards, Beaches, Farms & Town

Aug 27 – Sep 3

$141 per night
Guest favorite

Apartment in Northport

4.92 out of 5 average rating, 126 reviews

Harbor Studio - Across from historic Northport doc

Oct 13 – 20

$111 per night
Guest favorite

Apartment in Center Moriches

5.0 out of 5 average rating, 18 reviews

Modern Private Studio Perfect for Relaxing Getaway

Feb 3 – 10

$113 per night
Guest favorite

Home in Ridge

4.9 out of 5 average rating, 41 reviews

Lilac Stays

Jul 26 – Aug 2

$135 per night
Guest favorite

Guest suite in Shirley

4.83 out of 5 average rating, 29 reviews

JD Cozynest

Jan 18 – 25

$94 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

$122 per night
Guest favorite

Guest suite in Sound Beach

4.92 out of 5 average rating, 99 reviews

Charming fully equipped apt near Farms & Beaches!

Sep 6 – 13

$92 per night
Guest favorite

Apartment in Medford

4.88 out of 5 average rating, 24 reviews

Blue apartment in Long Island, Ny

Oct 4 – 11

$96 per night
Guest favorite

Cottage in Wading River

4.86 out of 5 average rating, 84 reviews

Cozy Sound-side Cottage steps from beach

Sep 26 – Oct 3

$291 per night
Guest favorite

Cottage in Yaphank

4.84 out of 5 average rating, 45 reviews

Beautiful Waterfront Cottage

Dec 25 – Jan 1

$128 per night
Guest favorite

Apartment in Medford

4.89 out of 5 average rating, 87 reviews

Cozy Apartment with King Bed - Separate Entrance

Aug 14 – 21

$92 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Wading River
  6. Deep Pond