Holiday rentals in Deep Pond

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Deep Pond

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

1 of 1 pages1 / 1
Guest favourite
A serene beach scene illustrates a vast stretch of shoreline, with gentle waves lapping at the sand. The water is a mix of blue and green hues under a clear sky, providing a calming seaside atmosphere.
Cabin in Rocky Point
4.88 out of 5 average rating, 586 reviews

Little, cozy place near beach for a couple.

It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking free.

Guest favourite
Home in Hampton Bays
4.84 out of 5 average rating, 154 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Superhost
A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.
Cabin in Shirley
4.82 out of 5 average rating, 214 reviews

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Top guest favourite
A panoramic view captures the lush greenery of a residential area, bordered by a vibrant blue body of water. The azure expanse of the sound contrasts against the treetops, while scattered homes can be seen nestled among the trees, creating a serene landscape.
Home in Rocky Point
4.95 out of 5 average rating, 55 reviews

RP modern cozy cabin

Have fun with the whole family at this NEW all electric smart home. It's just a few minutes to the Long Island Sound, 15 minutes to Baiting Hollow Farm Vineyard and a 5000+ acre preserve just to the south. In addition we have so many local amenities including the prestigious "Fish Church of Rocky Point", food spots, Starbucks & more. The sound is known for beautiful sunsets, sun tanning, paddle boarding, bike riding and fishing. The pebble beach is great to walk on with shoes or bare feet.

Guest favourite
A bright yellow door with a window covered by blinds is framed by gray shingles. Two exterior lamps are mounted on either side, and a small porch area features a decorative mat in front of the door.
Guest suite in Wading River
4.91 out of 5 average rating, 304 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”.Walking/driving directions to local beaches,15minute walk to our community beach,Wildwood StPk(.6mi away).Niks deli nearby.Minutes by car to wineries,breweries,farm stands,EastWind,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house.NoTV but Wifi is good so bring your device for entertainment.

Top guest favourite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead
4.98 out of 5 average rating, 180 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, 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. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Guest favourite
Flat in Ridge
4.88 out of 5 average rating, 110 reviews

Private Garden Studio near Northfork and beaches

Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

Superhost
Home in Westhampton Beach
4.95 out of 5 average rating, 116 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Guest favourite
Flat in Wading River
5 out of 5 average rating, 26 reviews

Tranquil country garden retreat

Welcome to your private garden oasis in the heart of the North Fork! This unique home blends a rustic charm with lush landscape- minutes from wineries, beaches, and farm stands. Surrounded by vibrant perennials, relax beneath a vine-covered pergola besides a tranquil stream. Windows invite the outdoors in with natural light and forest views. Whether you’re here to unwind or explore, this serene retreat is the perfect base for your North Fork adventure. Pet fee is $50 per night.

Guest favourite
An outdoor dining area is visible, featuring a dark wicker table surrounded by six matching chairs. Steps lead down to a serene waterfront, framed by lush trees displaying autumn colors. The calm water reflects the clear blue sky, creating a tranquil setting.
Home in Ridge
4.94 out of 5 average rating, 33 reviews

Waterfront Home w Private Beach & Firepit

Welcome to Lake Panamoka Bliss, a true waterfront escape with direct lake access, a private sandy beach, and multiple decks overlooking the water. Spend your days swimming, kayaking, or relaxing lakeside, then gather around the firepit or enjoy dinner on the deck as the sun sets over the lake. Inside, the home is bright and updated, with comfortable sleeping for up to six guests and everything needed for an easy, relaxed East End stay close to beaches, dining, and farm stands.

Top guest favourite
A cozy living area features a sectional sofa and two armchairs arranged around a glass-top coffee table. A rug provides a soft touch to the wood flooring. The kitchenette, equipped with modern appliances, is visible in the background, alongside large windows that invite natural light.
Guest house in Wading River
4.99 out of 5 average rating, 121 reviews

North Country Cottage

Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

Guest favourite
A spacious room features a queen-size bed adorned with a light gray quilt. Bedside tables with lamps flank either side, and a decorative bench sits at the foot of the bed. Natural light filters through the sheer curtains, enhancing the calming color palette.
Flat in Calverton
4.93 out of 5 average rating, 148 reviews

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Popular amenities for Deep Pond holiday rentals