Vacation rentals in Wading River

4.98 out of 5 average rating, 181 reviews

Home in North Fork

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, 492 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, 162 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, 270 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.

4.98 out of 5 average rating, 255 reviews

Home in Manorville

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

5 out of 5 average rating, 16 reviews

Home in North Fork

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, 114 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.

Guesthouse in Wading River

4.98 out of 5 average rating, 59 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.

4.93 out of 5 average rating, 107 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, 104 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 vacation rentals in Wading River

4.97 out of 5 average rating, 58 reviews

Apartment in Shoreham

Lovely Loft Apartment with Private Beach Access!!

JoeRating, 5 stars2 weeks ago

Mark was very responsive and answered any questions I had. The apartment was very clean. Neighborhood is cute and quiet. The private beach is an added bonus. Would stay again.

Home in Shoreham

5 out of 5 average rating, 4 reviews

Beach home waterfront LI amazing view 3/3 bed bath

JessicaRating, 5 stars7 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. ❤️

Guesthouse in Middle Island

5 out of 5 average rating, 10 reviews

Private newly renovated apt

WesleyRating, 5 stars2 weeks ago

Clean place everything was just like the images posted ,Arielle went above and beyond on communication made check in seamless and provided everything I needed for a comfortable stay.

Apartment in Middle Island

4.96 out of 5 average rating, 67 reviews

Modern Farmhouse Decor With Washer/Dryer

MariRating, 5 stars1 day ago

This is a lovely, bright and spotless apartment with a private entrance. It is immediately apparent the owner has made an effort to not only take care of the basic needs of the client but has also provided thoughtful amenities for their comfort as well. You will feel very comfortable. Communication was timely and all information was provided for entry. I highly recommend it.

Home in North Fork

4.55 out of 5 average rating, 11 reviews

Beach house steps from the ocean

PennyRating, 5 stars2 weeks ago

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

4.93 out of 5 average rating, 58 reviews

Home in Shirley

Beach Getaway w/ Heated Pool & Hot tub

AmyRating, 5 stars1 week ago

My husband, our dogs, and I just returned home after spending a month at Sarah's house on Long Island. we truly didn't want to leave, it was so relaxing! The lousy May weather notwithstanding, the property was absolutely perfect for us. Everything was as described and we felt right at home. Sarah was super proactive/responsive. While we were only able to use the pool a couple of times (weather), it was great and the spa was awesome, especially in the evening under the pretty lights in the backyard! There were great spaces to work (hubby didn't have the full month off like I did) and to just chill. The house is located near many conveniences (I'm looking at you, Walmart) to pick up necessities and while we didn't cook for ourselves quite a bit, we were thrilled that unlike at home, the food delivery services were fast, reliable, and everything arrived at the perfect temperature! we can't say enough good things about our stay and will definitely be returning!

4.98 out of 5 average rating, 49 reviews

Apartment in Shirley

Welcome to Bill & Debbies AirBnb

AwildaRating, 5 stars2 weeks ago

I am very happy with my stay. If you are looking for a comfy, clean and nice place I truly recommend Bill's and Debbie's. Host is very responsive and friendly.