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Apartment vacation rentals in Sag Harbor

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Quick stats about apartment rentals in Sag Harbor

  • Total vacation rentals

    Explore 20 vacation rentals in Sag Harbor

  • Nightly prices starting at

    Sag Harbor vacation rentals start at G$18,830 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,640 verified reviews to help you choose

  • Wi-Fi availability

    20 of Sag Harbor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sag Harbor rentals

  • 4.9 Average rating

    Sag Harbor stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated apartment rentals in Sag Harbor

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Guest favorite
A charming view is displayed through a large window, overlooking a green lawn that leads to a serene waterway. A decorative piece resembling a swan rests on a small table, casting a soft shadow as sunlight streams in.
Apartment in Sag Harbor

Whaling Captain Pierson's Cottage

Whaling Captain Pierson's Cottage is at a waterfront property. A unique environmental experience, nestled in nature but only a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets and a private low-tide beach. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)

4.91 out of 5 average rating, 182 reviews
Top guest favorite
A cozy living area is shown with two comfortable sofas and a coffee table. Natural light enters through two windows adorned with bamboo shades. A flat-screen television is mounted on the wall, and a decorative rug adds warmth to the wooden flooring.
Apartment in Sag Harbor

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

4.98 out of 5 average rating, 244 reviews
Top guest favorite
A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.
Apartment in Hampton Bays

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

4.97 out of 5 average rating, 449 reviews
Guest favorite
A bright living area features two windows, allowing natural light to fill the space. A white sofa and an accent chair are positioned around a small coffee table. Artwork adorns the walls, complementing the light color palette. A dining table with two chairs is visible in the corner.
Apartment in Sag Harbor

Sag Harbor Village Oasis

Bright and spacious second floor apartment in historic Sag Harbor Village. 12 minute walk to historic Sag Harbor Village Main Street. Ten minute walk to Bay beach. Super comfy king bed. Fully self contained with private entrance and hallway. Parking on street close to entrance. Kitchen with stovetop, refrigerator, sink, coffee and tea maker. Air conditioned. Bedroom and large living area. Strictly 2 person max. Not suitable for infants/children No pets - owner is allergic.

4.9 out of 5 average rating, 188 reviews
Guest favorite
A vibrant pool scene is captured, featuring a colorful unicorn float positioned on the water. Lush hydrangea blooms frame the area in shades of pink, complementing the surrounding greenery and the wooden fence that provides privacy.
Apartment in Southampton

Swimming pool wIth Fire Pit /Coffee Bar

Relax in this cozy loft filled with amenities that will create lasting memories. Recently renovated so fresh and clean. Located on a wooded lot. Large fenced in landscaped yard with hammocks and firepit.. We are just minutes from the beach. 10 min to Southampton village. 15 min to Sag Harbor. Centrally located. Fresh farm (home of Tate’s Cookies) around the corner with fresh meats and produce. A tasty restaurant near by and a deli too.

4.96 out of 5 average rating, 110 reviews
Guest favorite
Apartment in Hampton Bays

Charming Apt in the Heart of the Hamptons

Welcoming studio apartment with queen bed, living room and spacious full bathroom. Kitchenette complete with laundry. Small deck with delightful creek-side views. And this unit includes cable TV and Wi-Fi. Please note that there is an extra fee of $75. per stay for each pet, There is a queen sofa bed in living area for quests at $75 additional fee. This unit is attached to the main house.

4.96 out of 5 average rating, 107 reviews
Guest favorite
A wide sandy beach stretches towards the horizon, where soft waves gently lap at the shore. Tall lifeguard stands are positioned along the beach, with a few distant figures walking. The sky features a gradient of muted colors as the sun sets, creating a serene atmosphere.
Apartment in Shinnecock Hills

Sunny Southampton Studio

Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

4.96 out of 5 average rating, 245 reviews
Top guest favorite
The main bedroom features a spacious bed with a white comforter and dark accent pillows. Sunlight filters through sheer white curtains covering French doors, leading to the outdoors. Bright wooden floors add warmth, while a ceiling fan offers comfort.
Apartment in Greenport

Lovely 2-bedroom apartment in a historic home

Restored apartment in a Victorian home, centrally located in the Village of Greenport. Short, few minutes walk to restaurants, shops, cafes in town. Also, conveniently located (10 minute walk) to the Hampton Jitney bus stop, LI Railroad and Shelter Island Ferry as well as local beaches. Enjoy the charm of a historic home, with all the convenience of modern amenities!

4.97 out of 5 average rating, 138 reviews
Superhost
A round wooden dining table is surrounded by four metal chairs. Natural light enters through two large windows, with framed black-and-white photographs arranged on the wall beside them. A decorative centerpiece is placed on the table, offering a rustic touch to the space.
Apartment in Shelter Island Heights

Squire Chase House

Wide open loft like space in the heart of the Heights walking distance to North ferry and Marie Eiffel market Many antiques including 1930s leather club chairs and a wonderful 1850 Swedish gustavian sofa in the living room many original pieces of art work Note :the bath tub in the master bedroom is for decoration only Shelter Island license B Zone

4.9 out of 5 average rating, 273 reviews
Superhost
A bright bedroom features white shiplap walls and large windows allowing natural light. A spacious bed is adorned with a textured white blanket and colorful decorative pillows. A vibrant area rug adds warmth, alongside a small table, a cozy armchair, and decorative plants.
Apartment in Greenport

Quiet Neighborhood and only steps to Town

Walk the 5 min into town with restaurants and bars, shops and cafes or enjoy the quiet neighbourhood and take a stroll down the block to watch the sailboats cruise into Sterling Harbor. This sunny apartment is situated on the second floor of a 1860's house on one of Greenport's prettiest streets. Its the true couples getaway!

4.84 out of 5 average rating, 204 reviews
Top guest favorite
A bright living area is depicted, featuring a sleek sofa, a wooden coffee table, and a round dining table surrounded by red chairs. The space incorporates a large potted plant, and light streams through a nearby window, illuminating the whitewashed wood floors.
Apartment in East Hampton

Renovated Guest Cottage close to E.Hampton Village

This modern beach guesthouse has white washed wood floors, all new stainless steel appliances , central air, and very conveniently located . We are a short walk to East Hampton Village and 1.9 miles to the nearest beach.There is a private back patio with a cedar outdoor shower and sitting area in a serene setting .

4.97 out of 5 average rating, 152 reviews
Top guest favorite
Apartment in Southampton

Oasis Hampton getaway

Located in the heart of southampton. 3miles away from main shopping areas.Room is newly remodeled and furnished . All upscale Ammenities. Electric toilet ,free WiFi, free Netflix , use of pool and bbq grill, fire pit, living room with 52”flat screen tv, kitchenette and dining area and driveway parking .

4.9 out of 5 average rating, 131 reviews

Popular amenities for Sag Harbor apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.
Apartment in Hampton Bays

Walk to Bay and Ocean-Newly Renovated

4.97 out of 5 average rating, 148 reviews
Superhost
Apartment in Hampton Bays

Charming Maritime Apartment Steps from the Beach

4.9 out of 5 average rating, 534 reviews
Guest favorite
A serene beach scene captures a golden sunset reflecting on calm waters. The sandy shore leads to gentle ripples, while distant land silhouettes frame the horizon. A tranquil ambiance is created as the sun descends, providing a peaceful setting for evening strolls.
Apartment in Southold

Bright, Southold Studio Apt near beach & town

4.95 out of 5 average rating, 159 reviews
Guest favorite
A cozy living area features a brown sectional sofa adorned with patterned throw pillows. A black coffee table sits on a striped area rug, providing a neutral contrast to the light hardwood flooring. Natural light filters through multiple windows, enhancing the welcoming ambiance.
Apartment in Greenport

Harbor Heights

4.94 out of 5 average rating, 248 reviews
Guest favorite
A welcoming living area features a plush gray sofa and a light-colored armchair, accompanied by a rustic wooden coffee table. A dining table is visible in the background, and a well-equipped kitchen area is accessible. Natural light filters through multiple windows, enhancing the space.
Apartment in Greenport

Greenport Village View - Walk Downtown 2BR/1BA

4.95 out of 5 average rating, 275 reviews
Guest favorite
The exterior of a three-story house features light grey siding with turquoise shutters. A welcoming front porch contains multiple windows, and the entrance is accentuated by a small flight of stairs. Lush greenery surrounds the property, enhancing its appeal.
Apartment in Greenport

House on First

4.83 out of 5 average rating, 134 reviews
Guest favorite
Apartment in Flanders

Hamptons Waterfront Suite | Private Hot Tub

4.94 out of 5 average rating, 106 reviews
Guest favorite
Apartment in Sag Harbor

Spacious apartment in Sag Harbor

5.0 out of 5 average rating, 68 reviews

Private apartment rentals

Guest favorite
An open living area features a comfortable gray sofa facing a flat-screen TV. A black coffee table sits on a textured rug, while a wooden dining table with chairs is positioned nearby. Sunlight filters through the blinds of the dual doors leading to the outside.
Apartment in Greenport

Junior 1-BR in the heart of Greenport Village

4.95 out of 5 average rating, 130 reviews
Top guest favorite
Apartment in Bridgehampton

Hamptons Elegant and Comfortable Apartment

4.97 out of 5 average rating, 98 reviews
Superhost
A garden archway adorned with climbing greenery frames a stone pathway. The path leads through a flower-filled area, featuring a small seating arrangement made of natural stone and flowerpots. Lush foliage surrounds the space, contributing to a serene outdoor atmosphere.
Apartment in Southampton

Southampton Village Apartment

4.89 out of 5 average rating, 44 reviews
Guest favorite
Apartment in Sag Harbor

Lily Pond View

5.0 out of 5 average rating, 20 reviews
Superhost
A clean and inviting sleeping area is presented with a spacious bed adorned with white bedding. Two decorative pillows are arranged on the bed, adding a touch of texture. A floor-length mirror and a slender arrangement of decorative branches enhance the modern aesthetic of the space.
Apartment in East Hampton

NEW Private, modern centrally located Apartment!

4.92 out of 5 average rating, 38 reviews
Top guest favorite
Apartment in Hampton Bays

Hamptons Getaway

5.0 out of 5 average rating, 48 reviews
Guest favorite
Apartment in Mattituck

Mattituck 2BR: Open Layout, Deck, BBQ, Near Vines

5.0 out of 5 average rating, 13 reviews
Top guest favorite
Two bright orange chairs are positioned beside a small wooden table adorned with a potted plant and books. A cozy atmosphere is created in a well-lit space featuring light-colored flooring and natural light from the nearby window.
Apartment in Hampton Bays

Hampton Studio

5.0 out of 5 average rating, 89 reviews

Family-friendly apartment rentals

Guest favorite
An expansive ocean view is showcased from the studio, featuring calm waters that reflect the sunlight. Soft waves gently lap at the sandy shore, while lush greenery lines the foreground, contrasting with the clear blue sky above.
Apartment in Montauk

Ocean View Studio with King Bed

4.89 out of 5 average rating, 142 reviews
Guest favorite
Apartment in Montauk

Recharge at our Renovated ocean front unit

4.88 out of 5 average rating, 144 reviews
Top guest favorite
Apartment in Montauk

Renovated Oceanfront Montauk Studio Retreat

5.0 out of 5 average rating, 29 reviews
Superhost
A cozy living area features a dark sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, topped with a lantern and fresh flowers. A dining table with wooden chairs is positioned beside a window, allowing natural light to enter the space.
Apartment in Southampton

Cozy Hideout

4.74 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Flanders

Stylish & Modern Touches Move-In-Ready

4.79 out of 5 average rating, 48 reviews
Guest favorite
A spacious bedroom is furnished with a large bed featuring a light-colored striped duvet. Soft blue walls complement the natural wood accents, while a chandelier adds elegance. A mounted television is visible, and sliding glass doors lead to a private balcony surrounded by trees.
Apartment in North Fork

Waterfront Greenport Getaway

4.89 out of 5 average rating, 28 reviews
Guest favorite
A cozy living area features a yellow sofa and a comfortable seating arrangement with diverse cushions. Natural light filters through the window, illuminating the wooden floors and layered textures. Decorative art pieces adorn the walls, contributing to the personal and eclectic aesthetic.
Apartment in Southampton

Vintage Village Apartment

4.92 out of 5 average rating, 25 reviews
Guest favorite
The charming two-story building features a light-colored exterior with shingle accents. A covered porch spans the front, supported by tall white columns. Large windows invite natural light, while blooming trees enhance the inviting street view.
Apartment in Greenport

Newly Renovated 2-BR Apartment

4.97 out of 5 average rating, 98 reviews

Destinations to explore