Condo vacation rentals in Sag Harbor

we had a wonderful weekend staying at the plum! it's located in a great location walkable to town and the beach.

Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

Lovely stay in greenport! Short drive from major north fork activities. Can imagine its even better during the busy season!

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.

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.

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!

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!

Julie was nice and quick to respond.

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!

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!

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+

Adam's place was amazing and perfect for the location. I would give it five stars!

Picture perfect! Newly updated accommodations with all the comforts of home. Extremely clean and very well managed. The view from this place is incredible. The perfect oasis in Montauk. Khrisna was extremely responsive and accommodating in our needs. Will definitely be back again!

Had an amazing stay! Cannot wait to come back!

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

Angela's place was perfect. As a central hub for my son (5) and I, on our first trip to Montauk, the location could not have been better. Her condo was clean, well appointed, and exactly as described. We spent most of our time on the beach, and being directly across the street from an access point was ideal. The only drawback is that now my son wants us to live in Montuak...

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!

Tara’s place was a perfect for a weekend getaway! Close enough to town and great view of the sunset!

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!!