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Condo vacation rentals in Sag Harbor
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Top-rated condo rentals in Sag Harbor
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
Second Floor Corner Unit Overlooking the Ocean
A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.

Newly Renovated One Bedroom One Bathroom Suite
we had a wonderful weekend staying at the plum! it's located in a great location walkable to town and the beach.

Seaside Escape w Pool, Private Beach + Patio
Lovely stay in greenport! Short drive from major north fork activities. Can imagine its even better during the busy season!

Montauk Waterfront Condo w/ Sunset Views
This stay was even nicer than its pictures. Went during “off season”, so many places were closed in the area. However, the actual airbnb made up for that. It was beautiful, peaceful, and quiet. We had our own ocean view and easy beach access.

Waterfront Elevated Bungalow - Spectacular Views
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.

Endless Summer Studio Condo w Balcony Bayview
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.

"Breathtaking Waterfront Water's Edge view"
Overall relaxing stay and trip to Greenport. Sherri is very communicative and her instructions and listing is clear and accurate. The condo is well decorated and clean and has everything you need for a nice weekend. One thing to note- we were aware check in is between 3 and 5 pm based on the listing (wound up being around 4) but it would be nice for it to be earlier. Still 5 stars though!

A Unique Piece of Paradise, Water Front pool
We really enjoyed our stay. The unit was just enough space for my husband and I and our two daughters. Having a kitchen to prepare quick breakfasts in the morning before heading out for the day and having the pool and beach in the late afternoons gave us everything we needed to start and end busy days at the Hamptons Classic or visiting family. We are hopeful to visit again!
Pet-friendly condo rentals

Charming Sag Harbor Condo right in town/Main St!
Had a fantastic weekend getaway! The condo was a perfect place for my girlfriend and I located right on main st. Ended up having a terrific weekend and Alec was an awesome host. He helped with any questions and made it super easy and relaxing. Highly recommend!

Private Newly built Modern East Hampton Apartment!
We had a great time at Vanessa’s apartment with our dog. Vanessa was always responsive and very helpful along the way. Centrally located between all of the surrounding towns and the apartment had everything you needed! The nature of the complex does allow for some outside noise from neighbors but the apartment complex was very peaceful and well kept. We hope to be back in the summer time to explore more of the beaches!

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
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+

Cute cottage apartment upstairs in Sag
Adam's place was amazing and perfect for the location. I would give it five stars!
Condo rentals with a pool

Cliffside Resort Poolside Condo A204
Everything was just perfect! Just what I expected. Expect the best when you book here. They're worth every penny. Will return again.

Newly Renovated Modern Townhouse w/Pool & Tennis
Ildiko was very friendly and proactive. Her place was very clean and in a great location just a few minutes away from downtown Southhampton. She had plenty of linens and towels. The best part were the toys she had which my kids couldn't get enough of! Thank you Ildiko!

Seaside Escape w Pool, Private Beach & Patio
Julie was nice and quick to respond.
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Beautiful Waterfront Condo in Montauk!
Our second time renting a condo at Rough Riders in Montauk. Contrary to the name, there is nothing rough about this picturesque location with unobstructed views of the ocean, pier and wonderful wildlife everywhere. The condo we rented Sept 30 -Oct 2, 2023 has a well appointed kitchen with new amenities, including a pot filler faucet over the stove! Pristine/clean condo and lovely deck for lounging w/ book and coffee. The couch is very comfortable and the master bedroom has plenty of closet and bureau space for longer stays. The 2nd bedroom has bunkbeds so not ideal for two couples but perfect for small families. The television was a little tricky (if you bring tv-loving kids). Not walkable to downtown but theres at least one restaurant/bar just outside the entry to this gated community. Short drive to shops/restaurants in downtown Montauk. Horse lovers call Deep Hollow Ranch in advance to book truly memorable trail rides. Enjoy!!

Waterfront Condo C-204 at The Cliffside Resort
lovely 2 bedroom with gorgeous water views from two roomy terraces , nice to wake up to the breeze of the water and the unspoilt natural surroundings of the wild sound. Thomas was a great host and very responsive
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