Condo vacation rentals in Sag Harbor

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Popular amenities for Sag Harbor condo rentals

Weekly condo rentals

Superhost
A spacious living area features natural light flowing in through large glass doors that open to a balcony with ocean views. A comfortable couch and armchair are arranged around a coffee table, with a dining table set for four nearby. Coastal-themed decor adds a relaxed ambiance.
Condo in Montauk
5 out of 5 average rating, 12 reviews

Second Floor Corner Unit Overlooking the Ocean

VishnuRating, 5 stars4 months ago
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.
Superhost
A comfortable living area is presented with a plush gray sofa and a white coffee table. Sliding glass doors offer views of the outdoors, while natural light fills the space. A television is mounted on the wall, and a small lamp provides additional illumination.
Condo in Montauk
4.83 out of 5 average rating, 29 reviews

Newly Renovated One Bedroom One Bathroom Suite

ChayaRating, 5 stars7 months ago
we had a wonderful weekend staying at the plum! it's located in a great location walkable to town and the beach.
Superhost
Four white Adirondack chairs are positioned on a vibrant green lawn, facing the calm waters of Long Island Sound. The clear blue sky provides a serene backdrop, with a few clouds gently scattered on the horizon.
Condo in North Fork
4.83 out of 5 average rating, 125 reviews

Seaside Escape w Pool, Private Beach + Patio

ShirleyRating, 5 stars3 months ago
Lovely stay in greenport! Short drive from major north fork activities. Can imagine its even better during the busy season!
Guest favorite
A serene waterfront pier extends into calm waters, framed by soft sandy beaches and lush greenery. Colorful kayaks are positioned on the shore, and a few beach chairs offer a spot to relax, while the clear sky reflects a sense of tranquility.
Condo in Montauk
5 out of 5 average rating, 218 reviews

Montauk Waterfront Condo w/ Sunset Views

PaigeRating, 5 stars1 month ago
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.
Superhost
A bright and airy living area features vaulted ceilings with skylights, providing natural light. Comfortable seating is arranged around a television, with a dining table positioned near large windows. Light curtains complement the neutral decor, enhancing the open atmosphere of the space.
Condo in Hampton Bays
4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

SteveRating, 5 stars53 months ago
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.
Superhost
A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars18 months ago
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.
Guest favorite
Chairs are arranged on a green lawn overlooking the water. The seating includes two blue and one white Adirondack chair, providing a relaxed spot to enjoy the view. A tree is positioned nearby, and clouds are visible in the sky above.
Condo in North Fork
5 out of 5 average rating, 107 reviews

"Breathtaking Waterfront Water's Edge view"

KaitlinRating, 5 stars5 months ago
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!
Superhost
A clear swimming pool is seen with a shimmering blue surface, reflecting the sky above. Loungers are arranged around the pool area, offering views of Shinnecock Bay beyond the pool, framed by a protective fence and grassy landscaping.
Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviews

A Unique Piece of Paradise, Water Front pool

ElysiaRating, 5 stars6 months ago
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

Guest favorite
A cozy living area showcases a light grey sofa facing a large TV and entertainment unit. A modern kitchen area features stainless steel appliances and a movable island with storage. Natural light streams in through two windows, enhancing the warm wooden floor.
Condo in Sag Harbor
4.9 out of 5 average rating, 30 reviews

Charming Sag Harbor Condo right in town/Main St!

DanaRating, 5 stars4 months ago
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!
Superhost
A serene sleeping area features a spacious bed dressed in crisp white linens and accented by a dark throw pillow. Framed artwork adorns the walls, while stylish side tables complement the modern aesthetic. Floor-to-ceiling curtains in a neutral tone add a touch of elegance.
Condo in East Hampton
4.83 out of 5 average rating, 75 reviews

Private Newly built Modern East Hampton Apartment!

TatumRating, 5 stars2 months ago
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!
The inviting living room features a light-colored sofa adorned with patterned cushions. A modern coffee table sits on a natural fiber rug, while a gas fireplace adds warmth to the space. Large glass doors open to a private patio with greenery beyond.
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars5 months ago
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+
Superhost
A spacious living area is fitted with a navy blue sofa and a green ottoman. A flat-screen television is mounted on the wall opposite a light wood dining table, accompanied by a reading lamp. Natural light fills the space through a nearby window.
Condo in Sag Harbor
4.89 out of 5 average rating, 72 reviews

Cute cottage apartment upstairs in Sag

MichaelRating, 5 stars1 month ago
Adam's place was amazing and perfect for the location. I would give it five stars!

Condo rentals with a pool

A heated swimming pool is surrounded by lounge chairs and umbrellas, with multiple access steps leading into the inviting, clear blue water. In the background, a two-story building features private balconies overlooking the pool area.
Condo in North Fork
4.94 out of 5 average rating, 16 reviews

Cliffside Resort Poolside Condo A204

JoyRating, 5 stars7 months ago
Everything was just perfect! Just what I expected. Expect the best when you book here. They're worth every penny. Will return again.
A spacious swimming pool is surrounded by lounge chairs and umbrellas, situated on a paved area. Lush greenery can be seen in the background, providing a serene environment for relaxation.
Condo in Southampton
5 out of 5 average rating, 12 reviews

Newly Renovated Modern Townhouse w/Pool & Tennis

BlairRating, 5 stars6 months ago
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!
Superhost
A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.
Condo in North Fork
4.9 out of 5 average rating, 113 reviews

Seaside Escape w Pool, Private Beach & Patio

MelanieRating, 5 stars4 months ago
Julie was nice and quick to respond.
Condo in Montauk
5 out of 5 average rating, 8 reviews

Beautiful Waterfront Condo in Montauk!

JamieRating, 5 stars17 months ago
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!!
Guest favorite
An outdoor pool area is bordered by lounge chairs arranged in neat rows. The pool's clear water reflects the surrounding buildings, while the sun sets in the background, creating a serene atmosphere. A paved walkway leads around the pool, enhancing accessibility.
Condo in North Fork
4.88 out of 5 average rating, 97 reviews

Waterfront Condo C-204 at The Cliffside Resort

RafaelaRating, 5 stars6 months ago
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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