Vacation rentals with a washer and dryer in Shelter Island

This is a lovely upstairs apartment about a half mile from a small marina with several good restaurants. You will want to get to the beach in Madison, a state park, rather than the Clinton beach which has high fees for non-residents. With that said, the gate is not attended after 6 pm when I sat and ate a lobster roll and then explored some of the history plaques to be found on the point. Catherine’s place was the perfect site for me to rest after a Hoffman retreat.

We had a great weekend at Nicholas’s place. It was very peaceful in the woods, and we enjoyed using the record player and looking through the books spread throughout the studio. Nicholas was very responsive when I texted with questions and we used his provided recommendations to find breakfast and dinner. We’d definitely stay here again!

We were a party of 5 women and we had a wonderful stay. The location was great, the unit was spotless and spacious, the kitchen had all the necessities, the towels and linens provided were very nice quality, and Amanda was a wonderful host and very responsive. We were able to check-in early which is always an added bonus. The only thing we would recommend being disclosed is that the train is right behind the location and came through pretty early in the morning and was quite loud. Also worth mentioning in the description would be the amount of stairs to get up to the living area of the home. This was not an issue for us, but could be difficult if you had large suitcases and heavy items to carry up. We would definitely recommend and would stay again.

This was our second stay at JoAnn's place and everything worked out great. Her place is comfortable, clean and well located for our needs.

It was wonderful place to stay in Branford!

Amazing place. Sally and Eric were great. Even gave me pointers on where to catch pickleball in the afternoons after a long beach day. 100% recommend.

Kelly and Rick’s place is absolutely beautiful and a perfect retreat for couples or anyone looking for a relaxing, scenic experience in Montauk. We’ve lived on LI our whole lives but never got to explore the east end until now, and Kelly’s place is the PERFECT location! It’s near town with great restaurants, coffee shops and grocery stores nearby, near hiking trails where we got to see seals and beautiful views of the ocean, near the lighthouse, near great fishing spots, etc., not to mention the gorgeous view of Lake Montauk right on their property. We used their fire pit and had a fire the last night of our stay as well! We had a BLAST and had such a relaxing weekend. The apartment was very clean and has everything you could need for your stay, and Kelly was super attentive and responsive when it came to answering our questions and inquiries. Thank you again for giving us such a beautiful place to stay! 10/10 recommend! We’ll definitely be back🌊❤️☀️

Danielle’s place was perfect - easy to check in, good communication, great location, super clean and comfortable. Thank you, Danielle!

Beautiful house, perfect for a getaway to the north fork. Very close to a beach. Very clean and comfortable. Elizabeth is a great host. Highly recommend.

The house was very clean, well-decorated and cozy. The appliances were all updated and nice to use. We enjoyed staying in the area as it was half way between Sag Harbor and Southampton. Would stay again. Thanks for the hospitality!

Isabel's home was in a beautiful location with easy accessibility to town and had all the necessities. Home is neat and clean and Isabel was responsive to our questions. Just a heads up.. although the post says air-conditioning it is not central air and we visited at a time when the window units were not in place as yet because the weather had been cool up to that point. We arrived on a warmer day so we could have used it and although there was a ceiling fan in the kitchen and upstairs bedroom there is none I. the downstairs bedroom. perhaps supplying a floor fan would be helpful

Truly such a cute place. Clean, spacious, well decorated. would stay again in a heartbeat

This was our second time renting Brian's place for a getaway and this stay was as excellent as the last. We love this house so much and Brian could not be a better host. His communication is stupendous; he was always immediately available to respond to any questions we had.

The house and gardens are beautiful. We enjoyed the outdoor deck with grill and pool, as well as the outdoor seating at a table with gas heating on it. Inside is wonderful, as well. Well equipped kitchen. Nicholas was very responsive and addressed our needs quickly.

our group found this place when planning a trip to Montauk, and while we did make it to Montauk as well, Greenport was also a pleasant surprise. Great community and quaint town! The place was amazing too! clean rooms, very cozy. And a complimentary wine bottle! Highly recommend!

Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!

John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

George was a wonderful host , so available and willing to help with local knowledge and suggestions. The Condo is beautiful with a stunning sea view and plenty of amenities. I would definitely recommend this place to all .

We stayed here with our infant daughter and my parents and it was the perfect space for us! Thomas was very thorough and communicative and the views from his place were spectacular! Also very easy and to take the short drive to town to grab a bite to eat and sight see. Would definitely look to stay here again if in the area.

We were very happy with our stay! Great room, cozy and comfortable! The Manor was very nice as well.