
Holiday houses in Wading River
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Top-rated holiday 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.

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!

Fire Island Pines: Studio Cabin
Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

Cozy, quiet studio by beaches/North Fork wineries
Making a winery trip to the North Fork & need a place to crash? A day trip to explore the trails, beaches & dining the North Fork has to offer? We are just a 20min direct drive to the start of the No/Fo where you can see this wonderful underrated area of LI. A 5min walk takes you to the shore & plenty of dine in/take out options are super close in case you come back hungry. Whether you make this a head start for the next day or come here after to crash, we're happy to help in your experience!

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.

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.

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.

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.

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!

North shore Guest Room.
This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.
Popular amenities for Wading River holiday rentals
Other great holiday rentals in Wading River

Waterfront Home w Private Beach & Firepit

Coastal Farmhouse Getaway • LI Wine Country

Beach home waterfront LI amazing view 3/3 bed bath

Tranquil country garden retreat

Quaint Cottage on Long Island's South Shore.

RP modern cozy cabin

Classic Coastal Retreat: Larsson House

Hang by the (Chel)SEA
When is the best time to visit Wading River?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $360 NZD | $576 NZD | $594 NZD | $594 NZD | $514 NZD | $656 NZD | $625 NZD | $711 NZD | $603 NZD | $545 NZD | $495 NZD | $637 NZD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
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 10 vacation rentals in Wading River featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
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 40 house rentals with air conditioning in Wading River. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wading River have wifi?
Absolutely! We offer over 40 house rentals with wifi in Wading River. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Wading River

Total holiday rentals
Explore 50 holiday rentals in Wading River

Nightly prices starting at
Wading River holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Wading River holiday 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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- Waterfront rentals Wading River
- Rentals with beach access Wading River
- Family-friendly rentals Wading River
- Rentals with a fireplace Wading River
- Rentals with a fire pit Wading River
- Rentals with outdoor seating Wading River
- Rentals with a washing machine and dryer Wading River
- House rentals Wading River
- Pet-friendly rentals Wading River
- Rentals with a patio Wading River
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