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.

Guest favourite

Home in Levittown

4.83 out of 5 average rating, 24 reviews

Romance Vacation Sweet Home

SamanthaRating, 5 stars1 week ago
Incredible home! My family and I stayed here for my wedding. The house was immaculate. Easy to get into the house. Felt safe and secure. Beautiful house and great price. Heather was amazing and so helpful!
Guest favourite

Home in Mastic

4.88 out of 5 average rating, 99 reviews

Cozy home. Comfy living

AnaRating, 5 stars3 weeks ago
Absolutely perfect stay! From the moment we arrived, Steve was very welcoming and made us feel at home. The place was very clean. The kitchen was fully stocked and the bed was super comfortable. The location was perfect too! Quiet, peaceful and close to everything. Overall it was a great experience and would absolutely recommend this place.
Superhost

Home in West Haven

4.79 out of 5 average rating, 43 reviews

Beachside Retreat

StefanieRating, 5 stars2 months ago
A quick weekend girls trip. We enjoyed the outside space, porch, corn hole and view. Beds and couch were comfy. Would stay again!
Guest favourite

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

DavidRating, 5 stars3 months ago
Ryan’s place was perfect for my parents to stay for their trip to Northport. The space was clean and comfortable, and the location was very convenient. Ryan was helpful and responsive for their entire trip.
Guest favourite

Guest suite in Branford

4.9 out of 5 average rating, 100 reviews

Granite Bay Getaway - Private Studio Apartment

MusaRating, 5 stars1 month ago
Lovely place great location near short beach and an easy walk to a great Italian restaurant
Superhost

Home in Westhampton Beach

5 out of 5 average rating, 4 reviews

Summer Main Home plus cottage close to Main Street

MeganRating, 5 stars6 months ago
This was our second stay at Deborah’s home. The home is perfect for our needs and we love the location. Being able to walk to coffee shops, town and the farmers market is a plus! Deborah is a wonderful and accommodating host!
Guest favourite

Houseboat in North Fork

5 out of 5 average rating, 10 reviews

Peconic River Boatel

JohnRating, 5 stars3 months ago
The "Boatel" house boat was very nautical, breat balcony views, lots of Avian and Aquatic wildlife on the river made for a peaceful experience.
Superhost

Home in Hampton Bays

4.82 out of 5 average rating, 65 reviews

Hamptons Indulge: Beaches, Restaurants, Wineries.

HollyRating, 5 stars4 weeks ago
Beautiful home. Perfect for a stay at home celebration of New Years with friends without the worry of travel. Couldn’t have asked for a better location for an extended “weekend” with friends. Host responded quickly when needed. Would book again. Thank you
Guest favourite

Home in Remsenburg-Speonk

5 out of 5 average rating, 40 reviews

5-Star Listing: Hamptons Oasis, Easy from NYC

AldaRating, 5 stars4 weeks ago
This was our second stay for a relaxing New Years with our dear friends. Perfect distance and location for us - Eric’s home is like going to your home…but better. For us the kitchen, dining room and two family/living rooms make this perfect for our gathering. Well equipped and beautiful kitchen gives us all a chance to cook, and the dining room is perfect for all of us. The house is as pictured- pristine and beautiful. Highly recommend and would really like to come back in the Summer to enjoy the beautiful grounds and pool!
Superhost

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

Hay Beach Getaway!

BarbaraRating, 5 stars4 months ago
This will be the 4th time I have stayed at Theresa's beautiful home. We always have a great time. The home is clean, beautifully decorated and has everything one needs to enjoy themselves on vacation.I highly recommend it.
Guest favourite

Home in North Fork

4.98 out of 5 average rating, 175 reviews

Greenport Village walking distance to all

TrishRating, 5 stars4 weeks ago
My family and I had stayed at Kristin’s house for NYE and we had a fantastic stay! The house was clean, the backyard was perfect for our dogs, we enjoyed hanging out by the bonfire and in the hot tub, and the location was so convenient! We could walk into town when the weather was nice, and really enjoyed exploring Greenport! I highly recommend for any group looking for a place to stay in Greenport!
Superhost

Home in North Fork

4.64 out of 5 average rating, 11 reviews

Queen Vic Beach House: 5 min to Vineyards & Farms

CallieRating, 5 stars3 months ago
Perfect for our girls weekend. Plenty of space for 7. We traveled mid October and the weather was beautiful! Plenty of places to sit outside and inside. There is an outside gas fireplace right on the beach, which was a great place to have an evening cocktails and relax! The house was accommodating, clean, and fully equipped. Beautiful sunrises and sunsets!

Popular amenities for Wading River holiday rentals

Stay near Wading River's top sights

King Kullen82 locals recommend
La Plage33 locals recommend
Lewin Farms17 locals recommend
Phil's15 locals recommend
Wildwood State Park15 locals recommend
The Shoppes at East Wind12 locals recommend

Other great holiday rentals in Wading River

Guest favourite

Cottage in Norwalk

4.93 out of 5 average rating, 61 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

AdelekeRating, 5 stars1 week ago
We had a great peaceful stay! Place was nice and had everything we needed. Host left detailed instructions that were easy to follow. The surrounding area is beautiful, especially in the mornings.
Superhost

Home in West Haven

4.68 out of 5 average rating, 34 reviews

Coastal Cottage.

YuchengRating, 5 stars4 weeks ago
Pretty good! We enjoyed our holiday in this beautiful and peaceful house.
Guest favourite

Apartment in Brentwood

4.79 out of 5 average rating, 24 reviews

Home away your home

JairoRating, 5 stars5 days ago
Wonderful Stay, would love to stay again
Guest favourite

Cottage in Guilford

4.99 out of 5 average rating, 129 reviews

"Red House on the Knoll" at Indian Cove

MaureenRating, 5 starstoday
Very nice stay in Guilford. We enjoyed our stay in the Red House very much, it was extremely relaxing. We loved the fireplace and lots of rooms to relax in, and the morning walks to the water were so beautiful. The house is well equipped, had everything we needed.
Guest favourite

Cabin in Rocky Point

4.89 out of 5 average rating, 464 reviews

Great little place just for a couple

AmandaRating, 5 stars1 week ago
Great place for a couple, my boyfriend and I loved the setup and it was very comfortable. Looking forward to coming back in the summer!
Guest favourite

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars1 month ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Guest favourite

Villa in Water Mill

4.96 out of 5 average rating, 28 reviews

Incredible 9+ Bedroom Watermill Home w Heated Pool

ArchieRating, 5 stars2 weeks ago
Staying at this home on Airbnb was a fantastic experience! The host was incredibly friendly and welcoming, making sure we had everything we needed for a comfortable stay. The home was beautifully decorated, clean, and spacious, with all the amenities we could ask for. The location was perfect, close to local attractions and restaurants. We enjoyed our time here and would highly recommend this to anyone looking for a memorable stay.
Guest favourite

Home in Old Saybrook

5 out of 5 average rating, 41 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

KatherineRating, 5 stars1 month ago
We had a lovely stay over the Christmas holiday. The space was decorated beautifully for the season, and the space was perfect for our multi-generational family group of 7 (including grandparents and young kids). Irina was responsive and helpful with any question I had. We'd love to stay here again.

Quick stats about holiday rentals in Wading River

  • Total rentals

    50 properties

  • Nightly prices starting at

    $16 AUD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Wading River