Vacation rentals with a patio in Sag Harbor

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Top-rated patio rentals in Sag Harbor

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Top guest favorite

A spacious living area is filled with soft natural light, featuring a curved sectional sofa and a modern coffee table. A stylish armchair and decorative items are present. The background reveals an elegant staircase leading to an upper level, enhancing the room's contemporary design.

Cottage in Sag Harbor

5 out of 5 average rating, 52 reviews

Luxury Gem At The Heart of Sag Harbor Village

An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.

Superhost

A bright living area features large windows that offer views of the nearby pond. Comfortable seating includes a white sofa, patterned chairs, and a coffee table, all arranged on a natural fiber rug. Light from the windows enhances the serene atmosphere.

Home in Sag Harbor

4.87 out of 5 average rating, 102 reviews

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

Relax with friends / family at this home in a magical setting overlooking Lily pond Completely private but 5 mins to Sag Harbor downtown / restaurants / Havens beach, and 10 mins to Bridgehampton. Location, location! And Views! - 3 Beds and 2.5 baths + pool house - Pool house with twin sofa bed + full bath - 50ft heated Gunite pool (125/d extra to heat) - Outdoor deck overlooking pond - Amazing views! - Fire pit with Adirondack chairs Unique house to unwind while being close to the action

Guest favorite

An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.

Villa in East Hampton

4.99 out of 5 average rating, 100 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Top guest favorite

A spacious sleeping area is featured with a large bed adorned with a colorful blanket. Two bedside lamps are placed on sleek nightstands, and a full-length mirror leans against the wall. An entertainment unit with a TV is positioned opposite the bed, complemented by light wood flooring.

Apartment in East Hampton

4.95 out of 5 average rating, 22 reviews

Newly renovated, private studio.

Enjoy a tranquil, private retreat in a natural, rustic setting < 1 mile from 2 bay beaches, @ 5 miles from East Hampton, and @ 4 miles from Sag Harbor. This studio has a separate entrance with a deck and garden, an attached bathroom, a cooking alcove, a sitting area, a bar/work station, individual climate control and a Roku tv. The owners live on premises but often travel for work. While everything in this studio is brand new, the setting is fairly rustic—not your typical Hamptons mansion.

Guest favorite

A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.

Home in North Fork

4.97 out of 5 average rating, 159 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Guest favorite

A spacious living area features high ceilings and natural light streaming through large windows. A white sofa is paired with wooden chairs, while a glass coffee table sits on a woven rug. An elegant dining area is visible in the background with a large table.

Cottage in Southampton

4.96 out of 5 average rating, 147 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Top guest favorite

The sleeping area features a plush bed with white bedding and two neatly arranged pillows. Warm light from the wall-mounted lamps illuminates the space, while green foliage is visible through the large windows on either side, creating a soothing atmosphere.

Apartment in East Hampton

5 out of 5 average rating, 10 reviews

The Hideaway | Clearwater Beach

Your private retreat in the heart of Clearwater Beach, East Hampton! Escape to this serene, design-forward suite nestled in one of the most peaceful corners of the Hamptons. Just minutes from the bay, this luxury hideaway offers the perfect balance of comfort, style and convenience. The space features a plush king bed and all the amenities you need for a relaxing stay. Sip your morning coffee in your private outdoor space before heading off for a swim at Clearwater Beach.

Guest favorite

A tranquil outdoor space features a heated pool surrounded by neatly manicured grass and various lounge chairs. The stylish home in the background showcases a spacious deck with striped umbrellas, creating inviting areas for relaxation and enjoyment amidst lush landscaping.

Home in Sag Harbor

4.93 out of 5 average rating, 15 reviews

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Kindly familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property are smoke-free.

Top guest favorite

The beachfront home features a wrap-around balcony and large windows that provide views of the shore. The exterior is surrounded by a stone wall and sandy beach, with a staircase leading down to the water from the deck.

Home in North Fork

5 out of 5 average rating, 14 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

Guest favorite

A serene beach scene is captured at sunset, featuring soft, warm hues in the sky blending with the calm water. The sandy shore curves gently along the edge, with distant islands visible on the horizon, creating a peaceful coastal atmosphere.

Home in Sag Harbor

4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water| Fireplace|Firepit

Kick back and relax in this calm, stylish beach cottage in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, firepit/BBQ area, and my own tiny cottage “Bouy Cottage” is across the lawn so I (or other guests may be there in August/September/October stays).

Superhost

A spacious dining area features a large wooden table surrounded by white chairs. Natural light streams through multiple windows, highlighting the warm tones of the decor. Stylish woven pendant lights hang from the ceiling, creating an inviting atmosphere for gatherings.

Home in East Hampton

5 out of 5 average rating, 3 reviews

Tasteful Hampton 4 Bedroom w Heated Pool EH / Sag

Nestled on a serene half acre, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 4 delightful bedrooms, 3.5 sleek bathrooms, and a pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Top guest favorite

A shaded patio area features a large umbrella over a seating arrangement that includes two wicker chairs and a table. Lush greenery surrounds the space, providing a secluded atmosphere while natural light filters through the leaves above.

Apartment in Sag Harbor

5 out of 5 average rating, 19 reviews

Spacious Apt. Walk to Beach!

This light-filled, airy apartment with a private entrance and reserved parking spot for one (more space if requested), is perfect for a couple or solo traveler. Just a 5-minute walk from the private beach where you can swim, paddleboard, kayak, etc., this is your perfect getaway! Main Street is accessible by foot in about a 25 pleasant minutes either by a walk on the beach or drive/bike down the road. See you soon :)