Whereyoustayin.com

For Families and Travelling Professionals

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Where You Stay In Rental

THE PERFECT VENUE FOR YOUR VACATION

Imagine soaking in relaxation and tranquility in the heart of nature with our exquisite cedar wood-burning hot tub. Nestled among the whispering trees and rugged beauty of our property, this hot tub isn’t just a place to soak; it’s an experience that redefines the concept of luxury. Heating our wood-burning hot tub is no ordinary task; it’s a labor of love. Engage your inner woodsman as you stoke the flames, patiently watching the water temperature rise. In just a few hours, your effort will be rewarded with a warm haven, and the rich, aromatic scent of cedar. A true testament to the age-old art.

OUR PROPERTIES

HAND-PICKED SELECTION OF QUALITY PLACES

The A-Frame on Pudding Hill

Stamford, New York, United States

COMING SOON!!!

Villa Paradise Punta Cana

Punta Cana, La Altagracia Province, Dominican Republic

COMING SOON!!!

The Newington Pool House

Newington, Connecticut, United States

Highlights

WHAT WE OFFER

THE PERFECT PLACE TO STAY

Feel at Home

All of our vacation rentals accommodation is furnished with the comforts of home in gorgeous surroundings. You’ll find fully equipped kitchens, soft bed linens, bath linens and toiletries, WiFi, TVs, and much much more.

Feel the Savings

Save an average of between 10-20% on our vacation rentals by booking direct! Our site is always up to date so if the calendar is open, you may book!

Feel Considered

An excellent experience from the beginning of the daydreaming search to the reminiscing of your perfect stay. We offer excellent communication, self service check-in, a fresh clean space, and even concierge service add-ons!

Flexible Cancellation Policy

We offer a more flexible cancellation policy than if booking our homes through Airbnb or VRBO.

Fully Stocked Kitchen

Our kitchens are stocked with every amenity you can think of. Whether preparing a small intimate meal or big family dinner, you will find everything you need.

Streamlined Check In

Check in times are flexible and check in is contactless. No more worrying about losing keys.

VACATION RENTALS LOCATIONS

Escape to the charming town of Stamford and unwind at The A-Frame on Pudding Hill. Nestled on 5 wooded acres, this A-frame offers a secluded and serene retreat for friends, families, and couples alike. Take in stunning views of foliage, hike nearby trails, and cozy up by the crackling fire for family game night or karaoke. With endless activities like indulging in a wood-burning hot tub or channeling your inner child with our new rope swing.

HEAR FROM OUR HAPPY GUESTS

Dhaval

Lenny’s place is just pristine. Its located through a private road that takes you to the end of the road - on a higher elevation. The home is curated with the little things kept in mind and is very cute. The attic, kitchen, bedroom, living room with record player all were just perfect for the staycation we had. We enjoyed staying at this cute A frame cabin and will come here again anytime!!

Emily Kate

This was one of my favorite airbnbs I have ever stayed in. I felt so at peace and it was so beautiful and cozy. Everything in the house was new and in pristine condition. Couldn’t have loved it more! Lenny was also a wonderful host, helpful, and always quick to reply! Will be staying again soon 🙂

April

A delightful A-frame perched at the top of a hill. We wanted for nothing—every potential amenity was thoughtfully provided. Check in and check out was flawless. Pudding Hill is the perfect place to unwind and reconnect—if you are looking for a special destination filled with warmth and whimsy, congratulations. You’ve found it. ♥️ Tara

Erica

The home was wonderful. Plenty of room, very private and they cleaned the pool every day and brought fresh towels. Also, any questions I had, Mairely was quick to respond.

Alexis

Thank You Mairely's For your outstanding Hospitality During my stay at your house! You left no stones unturned to make me feel right in my comfort zone! This place was beyond beautiful and Mairely's such a amazing host. The place is located right in the middle of everything.

Sharon Designation

The place was clean and had everything we needed. Extra sheets and blankets. Towels for the pool and home were fresh and clean. The beds were comfortable and the rooms were nice and large. They had a kerig and a nice size fridge. The backyard was spacious and we loved the BBQ space. It was a great place to vacation!!

April

If you’re looking for a the perfect home to stay at - this is it! It was equipped with everything we needed, house was very clean from the floors, countertops to the bedding. Very spaces/spacious rooms. Outside set up was perfection! Deck is right off the kitchen, easy in and easy out. Pool is perfect, pool guy came to put chemicals in so it’s definitely well maintained! Highly recommended for anyone looking in this area!

BENEFITS OF BOOKING DIRECT

We have provided everything you need and what’s more, book direct and you’ll enjoy the best rates for our holiday home.

The Best Rates

Flexible Cancellation
Policy

Deluxe Service