Holiday houses in Wading River

4.98 out of 5 average rating, 181 reviews

Quiet Canoe Lake Cottage getaway

Peaceful private home on lush green resort like compound with historical outbuildings plus an additional studio apartment available for larger groups.Ideal for couples or a small family looking to explore the North or South forks of Long Islands East End and a short drive to the Hamptons famous beaches, villages and restaurants.A true garden lovers getaway with extensive flowers, vegetable and fruits and even our own apiary providing local raw honey. Near lots of wineries, restaurants and 2 miles from Tanger outlet mall shopping & top 5 rated Splish Splash Water Park. .Adjacent to the Peconic River for canoeing, kayaking, fishing or birding. The quiet winding country roads on either side of the river are a favorite destination for walking/joggers, biking and motorcycle touring. Riverhead town is a great central location and an easy drive to bay and ocean beaches. The area is still very much a rural farming area and a foodies delight with many pick your own fields,farmers markets, farm stands, wineries, horse, buffalo, and goat farms and even a potato vodka distillery and tasting room! We have an awesome Aquarium in town and our newly reopened Suffolk Theater with nightly live music and shows. Riverhead has lots of inexpensive small cafe style eateries for those on a budget.

4.89 out of 5 average rating, 493 reviews

Cabin in Rocky Point

Great little place just for a couple

The outdoor courtyard is especially nice and private ,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton.

4.74 out of 5 average rating, 163 reviews

Apartment in Ridge

The Silver Pine Cone

Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are venturing out to the North Fork wineries or a scenic drive on the south shore beaches on your way to the Hamptons. A beautiful cozy private (not a shared space) full one bedroom downstairs lower level apartment, living room w/full size sofa sleeper, kitchen/dining room, full bathroom and a completely separate yard with patio furniture exclusively for your use. Everything you need to enjoy your stay.

Guest suite in North Fork

4.9 out of 5 average rating, 272 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.

4.95 out of 5 average rating, 129 reviews

⭐️Modern Farmhouse Long Island Wine Country🍷

Long Island’s North fork Long Island Wineries. Luxurious, clean , modern peaceful farmhouse. Top of the line fully stocked kitchen, stainless steel appliances, granite countertops. Keurig Coffee maker, Tea, Hot Coco. Coffee grinder . 2 fully stocked Spa like bathrooms w/ luxurious towels .4 Lg. Bedrooms. w/ luxurious linens .Cozy fireplace in Living room. Spacious dining room. Close to Farms, Wineries, Corn Mazes, Haunted Attractions, Sunflower Mazes. Pumpkin 🎃 Apple 🍎 Picking

5 out of 5 average rating, 17 reviews

Hang by the (Chel)SEA

Enjoy a relaxing stay with family and friends at this cozy soundview beach house. Wake up to breathtaking views of the water, where you can go right into the back yard of your very own private beach! Have a morning coffee on the front balcony of the home that overlooks the beautiful marshlands and then spend the day relaxing on the beach, or kayaking in the water! End the evening with a glass of wine on the back deck, that overlooks the water with the most spectacular sunsets!

Apartment in Port Jefferson Station

4.9 out of 5 average rating, 116 reviews

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Top Guest favourite

Guesthouse in Wading River

4.98 out of 5 average rating, 60 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.

4.94 out of 5 average rating, 110 reviews

Apartment in North Fork

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!

4.87 out of 5 average rating, 238 reviews

Home in Rocky Point

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

4.92 out of 5 average rating, 106 reviews

Home in Rocky Point

Luxury modern farmhouse with heated pool & hot tub

*pool is now open! This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

4.89 out of 5 average rating, 96 reviews

Cabin in North Fork

Muwu in Wading River

A beautiful cabin in the woods with private beach access (a short walk to the beach from the house). The cabin comes with luxurious amenities such as sauna, spacious dual shower bathroom, 12 inch memory foam king bed, radiant floor heating, and gorgeous 25 ft tall ceilings. Create your best memories here!

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Other great holiday rentals in Wading River

Home in Shoreham

5 out of 5 average rating, 4 reviews

Beach home waterfront LI amazing view 3/3 bed bath

JessicaRating, 5 stars8 months ago

I usually only stay with Superhosts but made an exception this time, since the place seemed so beautiful. 0 regrets. I am sure these folks will be Superhosts in no time. First - this place was CLEAN. The towels smelled fresh, the linens were clean, there wasn’t a lot of dust. Way better than most Airbnbs. The bed was comfortable too! Second - this is an outdoor paradise. The hosts gave instructions for the fire pit, even allowed us to use their fire wood. The outdoor fountains are so relaxing, and the VIEW is breathtaking. The furniture outside is well cared for and everything has covers so it stays dry and clean. You can hear the waves and watch the water all day from the deck, dining room, living room, or even the main bedroom. I spent a lot of time watching birds on the water with the binoculars! There are neighbors but at a distance so it’s private and quiet. This place is a slice of heaven and the hosts are absolutely wonderful. I will 100% rent again. ❤️

4.55 out of 5 average rating, 11 reviews

Beach house steps from the ocean

PennyRating, 5 stars4 weeks ago

Was a beautiful neighborhood nice and peaceful My dog loved the beach. Definitely recommend

Home in Port Jefferson

4.95 out of 5 average rating, 144 reviews

The Hidden Retreat ~ Walk to Port Jeff ~ Fireplace

AngelaRating, 5 stars8 months ago

We absolutely loved the Hidden retreat! We enjoyed all of the gathering spots. Especially the outdoor fireplace!!! Everything was wonderful! Very clean and beds were very comfortable. Short walk to excellent restaurants, shops and water. Hope to visit again!

4.82 out of 5 average rating, 11 reviews

Casa Playa - Secluded Oasis on the Northfork

JenRating, 5 stars9 months ago

Tastefully decorated house with a view of the beach and easy access to it. We enjoyed using the kitchen which comes with plenty of cookware, condiments and coffee machine.

Top Guest favourite

5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

SamanthaRating, 5 stars1 month ago

Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

4.88 out of 5 average rating, 8 reviews

Home in Coram

Luxe Home Escape

CrystalRating, 5 stars2 weeks ago

Nerlly's space was exactly how she described it. Plenty of space for my family and I of 3. We had everything we needed for our stay and more. The basement unit was very clean upon arrival and Nerlly allowed us to check in early. It was very comfortable and peaceful. Her and her husband are so sweet and very attentive hosts! Our stay couldn't have been any better. Thank you so much for being awesome hosts! We would definitely recommend them and their home to anyone looking for a comfortable, clean and friendly stay.

Top Guest favourite

Apartment in Shirley

4.98 out of 5 average rating, 50 reviews

Welcome to Bill & Debbies AirBnb

Kristen BethRating, 5 stars2 weeks ago

The apartment was fantastic! Great location, everything you need for a home away from home. This was perfect for my little family. And the VALUE?! Everywhere in this area is SO EXPENSIVE, so to find Bill's place was an absolute miracle! Highly recommend for your Long Island stay!