
Vacation rentals in Wading River
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Top-rated vacation rentals in Wading River
Guests agree: these stays are highly rated for location, cleanliness, and more.

Great little place just 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.

Cozy Apartment with King Bed - Separate Entrance
Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

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!

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.

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.

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.

Cozy Country Cottage #2
Relax and get away from it all at this newly renovated cottage in historic Miller Place. Enjoy your private fenced in backyard with your own deck, picnic table and BBQ. You can walk across the street to the historic Miller Place Pond or walk 2 blocks to the famous McNulty's Ice Cream Parlor. Take your beach gear 2 miles to Cedar Beach or go 4.5 miles to Port Jefferson for the best food and entertainment. So many options for dinning and entertainment. You are at the foot of wine country!

Harborfront Star
Hang up your car keys and your worries and come visit this beautiful, stylish, coastal gem. Everything that Port Jefferson Village has to offer -- the marina, Harborfront Park, restaurants, clubs, shops, galleries, skating rink, green market, Danfords -- is all within easy walking distance. So come enjoy being in the middle of the action -- and the cool breezes off Long Island Sound -- at the Harborfront Star. We are dog friendly and have a pet fee of $65 per dog (max of 3 dogs).

Modern Farmhouse Retreat North Fork Wine Country
Escape to this modern farmhouse retreat in North Fork Wine Country. Enjoy a luxurious stay with a fully stocked kitchen, cozy fireplace, Spacious bedrooms, and spa-inspired bathrooms. Relax in peaceful surroundings close to farms, beaches, pumpkin & apple picking, Tanger Outlets, Splish Splash Water Park, and top wineries. Outdoor dining, private fire pit, scenic views, and nearby hiking trails make it perfect for families, couples, or friends.

Luxury modern farmhouse with heated pool & hot tub
*pool closes end of October 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.

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.

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.
Popular amenities for Wading River vacation rentals
Other great vacation rentals in Wading River

Coastal Farmhouse Getaway • LI Wine Country

Lake Panamoka Bliss 3BR High End Home, Lakeside

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

Tranquil country garden retreat

Newly built cottage near the bay and hamptons

RP modern cozy cabin

Cozy Sound-side Cottage steps from beach

North Country Cottage
When is the best time to visit Wading River?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 | $336 | $347 | $347 | $300 | $383 | $365 | $415 | $352 | $214 | $203 | $250 |
| Avg. temp | 32°F | 33°F | 40°F | 50°F | 60°F | 69°F | 75°F | 74°F | 67°F | 56°F | 46°F | 37°F |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Wading River?
Four-legged friends are welcome in Wading River. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wading River?
Yes! Work meets play with ease at over 30 vacation rentals in Wading River featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Wading River have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Wading River. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Wading River?
Wading River has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Wading River have wifi?
Absolutely! We offer over 30 house rentals with wifi in Wading River. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Wading River?
Experience the best of Wading River with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Wading River have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Wading River. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Wading River?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 30 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Wading River

Total vacation rentals
Explore 50 vacation rentals in Wading River

Nightly prices starting at
Wading River vacation rentals start at $10 per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Wading River vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Wading River rentals

4.8 Average rating
Wading River stays are highly rated by guests—averaging 4.8 out of 5!
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