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House vacation rentals in Wading River

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Popular amenities for Wading River house rentals

House rentals with a pool

Superhost
Home in Hampton Bays
4.78 out of 5 average rating, 101 reviews

Jacuzzi & pool. Fenced in property.

Christine Rating, 5 stars3 weeks ago
Beautiful, clean property! Bedrooms were spacious and the beds were so comfortable. We enjoyed the hot tub while the snow fell...its a perfect weekend getaway house. I wish I could come back in the summer to enjoy the pool. AJ was very responsive and provided easy instructions for easy check-in.
Guest favorite
Home in East Hampton
4.88 out of 5 average rating, 104 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

KathrynRating, 5 stars1 month ago
I stayed at Ashton's place by myself on a visit to see my parents, who also live in Springs. It was everything I could have hoped for. So peaceful, and such a beautiful space. Amazing high ceilings and natural light. The yard is gorgeous, so I can only imagine how lovely it is when the weather is warm. Ashton himself is very responsive and accommodating. I was sad to leave!
Guest favorite
Home in East Hampton
5 out of 5 average rating, 5 reviews

The Hideaway

NikkiRating, 5 stars6 months ago
Dorina’s home was the calm, peaceful reprieve from the city we were looking for. Her home was so comfortable and she went above and beyond to make sure we had everything we needed. The backyard was a little oasis with a large pool (with floats!), several (6 I think) lounger chairs, two 6 top tables in different areas and a functioning grill. We spent most of our time here! Dorina was fast to respond, helpful with recommendations and overall what you hope to have in a host. We would definitely come back to Dorina’s home!
Top guest favorite
Home in North Fork
5 out of 5 average rating, 11 reviews

Long Island home w/ large pool

LoreleiRating, 5 stars3 months ago
This house was fantastic! We cooked a full Thanksgiving dinner here! The house was well stocked with everything we needed, from kitchen essentials to paper products. The layout of the house was great. Jane was very accommodating and made things easy for us! The house was immaculate and met all of our needs. I hope it’s available next Thanksgiving! Perfect location! Close to town, yet quiet and private! It was my granddaughter’s first Thanksgiving and I’m so glad we had this house to celebrate in!
Guest favorite
Home in Fairfield
4.97 out of 5 average rating, 37 reviews

Fairfield! 5 bedroom, 3.5 bath on cul-de-sac

ColleenRating, 5 stars4 months ago
The host Joanna was very responsive with communication. The house was big and clean (I am extremely picky with cleanliness). We stayed there for parents weekend at Fairfield University which was about a 25minute drive to the senior beach houses which wasn't terrible. For those Sacred Heart University families it is super close to their campus. The house is in a quiet, safe, family community. Overall, we were very happy!
Guest favorite
Home in Southampton
4.96 out of 5 average rating, 164 reviews

Waterview, DogsStayFree! Kayaks, Ping-Pong

RichRating, 5 stars1 week ago
I can't say enough about Roger, Amy and their home! They were extremely responsive from start to finish, and provided clear instructions and local recommendations. The house was so easy to get to, had plenty of driveway parking, and the living space was perfect for entertaining! The views of the water from the second floor were amazing. They provided some very thoughtful options, including coffee pods and ground coffee, some welcome snacks, and bedside chocolate! Overall the house was great as far as location, size, amenities and value! I look forward to my next stay. They were also super flexible with check in and check out times!
Top guest favorite
Home in Mastic Beach
4.93 out of 5 average rating, 120 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

EricRating, 5 stars2 months ago
Five stars doesn't feel like enough, if anything I'd say everything was better than we'd expected based on the pictures and the reviews! First, as others have mentioned John was an incredible host, the place was well stocked and had all sorts of snacks and drinks (and a nice bottle of wine); he also bought us dinner and was very good about keeping in touch the whole time we were there. The house was amazing top to bottom, but I have to specifically call out the pool, which was jaw-droppingly beautiful and the perfect temperature despite cold weather outside. We loved the neighborhood and yard to walk our dogs, and the kitchen was great to cook in (made me miss having a gas stovetop). We'll definitely be visiting again, it was the kind of stay that sets a new bar for what to look for in a vacation!
Guest favorite
Home in East Hampton
4.92 out of 5 average rating, 145 reviews

Heated pool, games room, near beach, kid-friendly

ShivaRating, 5 stars2 months ago
Host is very friendly and polite. she responds to your calls and texts whenever we do, my kid 1 year she has so many things to play in the house and well spent

Weekly house rentals

Guest favorite
Home in North Fork
4.97 out of 5 average rating, 250 reviews

The Greenport Bungalow

DavidRating, 5 stars3 weeks ago
We had a pleasant stay at Jillian's place for a group of four people. It was clean, the kitchen well-equipped, and spacious enough for each of us to do our own thing. The neighborhood is walkable to downtown and local grocery store. Would stay again.
Superhost
Home in Shirley
4.87 out of 5 average rating, 137 reviews

Cope near the beach

SharonRating, 5 stars3 months ago
Location was perfect for us- easy to find and close to things that are important to us (family in area, beach, shopping). Fenced yard made bringing our little dog that much easier- especially during the rainy day! Kitchen was well stocked thankfully as we were cooking Thanksgiving dinner (but not well stocked in the casserole dish, baking tin department-- which is usually not an issue for most people!). Decent coffee was supplied with a Keurig. Beds were comfortable. Everything was clean. I liked that he didn't leave a long list of what we needed to do before leaving as that is often a hardship when trying to leave a house with kids before a long drive. I would definitely stay here again.
Top guest favorite
Home in Shelter Island
5 out of 5 average rating, 29 reviews

Family Friendly Oasis Steps to Water - Heated Pool

(Email Hidden By Airbnb)Rating, 5 stars5 months ago
Kate's place is an absolute gem! This was our first time to Shelter Island, and we loved the laid-back atmosphere. Kate's home has everything you need to have a relaxing weekend, from the amazing, heated pool to the kayaks on the beach, a 2-minute walk from the house! Having been in the hospitality business for over 25 years I tend to be super critical about cleanliness and amenities offered.....this house does not disappoint! We were a group of 10 attending a winery dinner and decided to stay for the weekend. We only left the house to attend the dinner, the rest of the time we stayed at the house, either in the pool, on the deck BBQing or inside chatting where there are two living rooms and a very well-equipped kitchen. The bedrooms were nicely decorated and comfortable! We would definitely recommend and hope to stay again. :)
Guest favorite
Home in East Lyme
4.92 out of 5 average rating, 136 reviews

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC

JaimeRating, 5 stars1 week ago
Comfortable, simple, clean weekend seaside house. Easy check in and checkout. Great host, thank you!
Guest favorite
Home in Syosset
4.9 out of 5 average rating, 51 reviews

Elegant, resort style, clean, north shore home

FredRating, 5 stars7 months ago
The inside and outside areas were meticulously maintained. The weather was great, so we were able to really enjoy the pool and deck. Michelle was extremely responsive and did a great job with instructions, recommendations, and communications. One member of our party needed to work a few days, and the office space in the basement was perfect.
Guest favorite
Home in East Lyme
4.96 out of 5 average rating, 184 reviews

Beachfront Paradise

DavidRating, 5 stars4 months ago
Our group has stayed at Patti's place twice a year for a number of years now. She has always been gracious & helpful, with a nice note and home baked cookies greeting our arrival! The location is quiet and peaceful, right on the beach, which is conducive to our desire for rest and reflection.
Guest favorite
Home in Madison
4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars5 months ago
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.
Guest favorite
Home in North Fork
4.95 out of 5 average rating, 38 reviews

Water Views Beach Greenport Getaway

CarolynRating, 5 stars6 months ago
Kait was super helpful! She texted me a few days prior mentioning we could check in early! I have never had that happen before! The house was stunning, comfortable beds, well maintained and great location. We forgot a jewelry bag at the house and she sent a photo and arranged for our family members near by to pick it up. Highly recommend!!!

Private house rentals

Superhost
Home in Trumbull
4.87 out of 5 average rating, 38 reviews

Beautiful House to relax with the Family.

KassandraRating, 5 stars3 months ago
One of the best airbnbs I’ve stayed at! The house is so beautiful and clean! Beds are extremely comfortable and the views of the lake is stunning!! Thanks so much again for a wonderful stay with my family!
Guest favorite
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars6 months ago
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!
Top guest favorite
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars6 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars7 months ago
Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.
Superhost
Home in East Hampton
4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars6 months ago
Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back
Top guest favorite
Home in Old Saybrook
4.97 out of 5 average rating, 120 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

RalphRating, 5 stars3 months ago
Laurie is a wonderful and generous host. Though we did not take advantage of it, she let us know that early check-in was possible on our arrival date. When we did arrive, we were greeted with a lovely care package of treats, including excellent treats for our dog. Really nice touches, and much appreciated. The space is clean and spacious, free of clutter, with a nice kitchen. We are especially grateful for pet-friendly hosts, and Laurie's place was truly excellent. Even non-pet people should find the space very suitable. There are no signs that other dogs had stayed there, the space, furniture and linens are all very clean. Great host, great place!
Guest favorite
Home in Water Mill
4.99 out of 5 average rating, 84 reviews

Pristine 5 bedroom Home - South of the Highway

JonRating, 5 stars9 months ago
Great stay! House was exactly as described / in photos. Hosts were extremely responsive and easy to communicate with.
Guest favorite
Home in North Fork
4.91 out of 5 average rating, 11 reviews

Private Beach access along the Wine Trail

Robert JRating, 5 stars6 months ago
The house and area were ideal. I had moved from the area the year before I rented Melissa’s home . My partner and I lived just a mile and 1/2 from the rental. He passed away and this was my first time back on the North Fork. Having lived in the area over 30 years it was great to be back. Melissa’s home was perfect close to all my friends and my partner’s family. The house was ideal with 3 levels it was perfectly suited for me and my two dogs to have our space and my two housemates had their own space. I look forward to possibly renting her home next year as well.

Quick stats about house rentals in Wading River

  • Total rentals

    30 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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  4. Suffolk County
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