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Apartment vacation rentals in Sag Harbor

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Top-rated apartment rentals in Sag Harbor

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Rental unit in Sag Harbor

4.83 out of 5 average rating, 183 reviews

Pet friendly Apt. Plus cabin, EV charger & sauna.

Artists apartment and cabin located on quaint cul-de-sac just outside Sag Harbor Village, minutes from Long Beach, pet friendly beaches are even closer. Centrally located for easy commutes to all towns and even ocean beaches. Free bikes, surf boards, 3 stand up paddle boards and 2 canoes. Life vests for you and pets A large tick free, shaded, shaded dog run. The cabin is a separate sleeping space from the apartment and has a 2 person SAUNA recently installed. WIFI AC and heat but No bathroom!.

Rental unit in Sag Harbor

4.89 out of 5 average rating, 138 reviews

Whaling Captain Pierson's Apartment

Whaling Captain Pierson's Apartment is at a waterfront property. An apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets. (See my other listings of Whaling Captain Pierson's Apartment TOO and Whaling Captain Pierson's Cottage).

Rental unit in Hampton Bays

4.95 out of 5 average rating, 288 reviews

The House of the Mermaid aka La Casa della Sirena

Welcome to The House of the Mermaid! Come stay in this newly renovated and decorated basement apartment in my house in a quiet and residential area of Hampton Bays. Close to all that you could ever want; restaurants, bars, shopping, and beaches. Perfect getaway for any season. The Hamptons are known for their amazing Summers at the beach, but don't forget about all that Long Island has to offer throughout the seasons. Shopping at Tanger Outlets, apple/pumpkin picking, and the N.F. vineyards!

Rental unit in North Fork

4.96 out of 5 average rating, 140 reviews

Upscale Newly Constructed Apartment

Upscale 2- story building offers 3 bedrooms, 2 baths spacious apartment in the heart of Greenport. A vaulted ceiling in the great room (kitchen, dining & living room) with large windows and hardwood floors with plenty of natural light. Utilities included. CAC, Laundry. Less than a mile to a public beach, public transportation, restaurants, shops and Mitchell park. Off street parking for 2-3 cars. It is a week minimum during the peak season ( memorial day weekend until labor day weekend)

Rental unit in Sag Harbor

4.99 out of 5 average rating, 159 reviews

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!

Rental unit in Westhampton Beach

4.94 out of 5 average rating, 104 reviews

NEW, steps to the village 1 mile to Dune Road

Newly renovated, spacious apartment with separate entrance, on picturesque tree lined street This quaint space is steps from Main street, Farmer's Market, 1 mile to famous Hamptons Beaches. Numerous restaurants and shops are a short walk away. 42 inch HD TV with Chrome Cast for streaming TV and movies . Kitchenette stocked with all new dinner ware, glassware, coffee maker, microwave, toaster oven (no stove). We are COVID-19 compliant, wiping down all surfaces between guests.

Rental unit in Sag Harbor

4.89 out of 5 average rating, 153 reviews

Sag Harbor Village Oasis

Bright and spacious second floor apartment in historic Sag Harbor Village. 10 minute walk to historic Sag Harbor Village Main Street. Five 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 kettle. No pets - owner is allergic. No infants/children.

Rental unit in Hampton Bays

4.97 out of 5 average rating, 104 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

Rental unit in Southampton

4.95 out of 5 average rating, 192 reviews

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

Rental unit in Shelter Island Heights

4.91 out of 5 average rating, 245 reviews

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

Rental unit in North Fork

4.82 out of 5 average rating, 119 reviews

House on First

This beautiful upstairs apartment is 2 blocks from the charming Village of Greenport. It’s walking distance to many fine restaurants, beautiful beaches, antique carousel in Mitchell Park and ferry to Shelter Island. There’s a deck upstairs you can have your morning coffee before you head out on your next adventure!

Rental unit in Southampton

4.87 out of 5 average rating, 127 reviews

Southampton Village Studio

Location, Location, Location!!!! New renovated stand along Studio Apartment in the heart of Southampton Village. Private with lots of light, Cable TV and living room area. Located in wonderful Southampton Village location, only 1 mile to village shops and 2 miles Coopers Beach. Wi-Fi

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Sag Harbor apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Rental unit in Southampton

5 out of 5 average rating, 6 reviews

Sugarloaf Annex

Rental unit in Sagaponack

4.95 out of 5 average rating, 63 reviews

Hamptons elegant and comfortable apartment

Rental unit in Sag Harbor

5 out of 5 average rating, 13 reviews

Spacious Apt. Walk to Beach!

Rental unit in Hampton Bays

4.85 out of 5 average rating, 13 reviews

2BR Hampton's Serenity Getaway w/Kayaks and BBQ

Rental unit in Shirley

4.93 out of 5 average rating, 71 reviews

Boho Beach Vibez Retreat! Private entrance

Rental unit in Shirley

4.97 out of 5 average rating, 35 reviews

Welcome to Bill & Debbies AirBnb

Rental unit in Shirley

5 out of 5 average rating, 25 reviews

1 BR Zen Den Apt in Safe & Beautiful Neighborhood

Rental unit in Sag Harbor

4.69 out of 5 average rating, 55 reviews

Sag Harbor Suite by the Beach

Private apartment rentals

Rental unit in East Hampton

4.75 out of 5 average rating, 20 reviews

Total Privacy in Springs.

Rental unit in North Fork

4.97 out of 5 average rating, 38 reviews

Spacious Apt. w/ Private Deck on the North Fork

Rental unit in Shirley

4.9 out of 5 average rating, 10 reviews

Cozy Ground Floor 2BD Apartment

Rental unit in North Fork

4.97 out of 5 average rating, 64 reviews

Newly Renovated 2-BR Apartment

Rental unit in East Hampton

5 out of 5 average rating, 21 reviews

Springs Plaza

Rental unit in Sag Harbor

5 out of 5 average rating, 46 reviews

Spacious apartment in Sag Harbor

Rental unit in Center Moriches

4.82 out of 5 average rating, 65 reviews

Perfect place to visit family during holidays

Rental unit in North Fork

4.88 out of 5 average rating, 25 reviews

2 BR, with loft, Farm Hideaway

Family-friendly apartment rentals

Rental unit in North Fork

4.78 out of 5 average rating, 316 reviews

Amazing Greenport Village Apartment in CENTER!

Rental unit in Sag Harbor

4.92 out of 5 average rating, 145 reviews

Whaling Captain Pierson's Apartment TOO

Rental unit in Hampton Bays

4.96 out of 5 average rating, 375 reviews

Private & Cozy Cottage with short walk to beach!

Rental unit in North Fork

4.63 out of 5 average rating, 89 reviews

Newly Renovated Furnished - 2BR - Easy Check-in

Rental unit in Sag Harbor

4.93 out of 5 average rating, 152 reviews

Whaling Captain Pierson's Cottage

Rental unit in Bridgehampton

4.95 out of 5 average rating, 65 reviews

Studio King in the Hamptons

Rental unit in North Fork

4.88 out of 5 average rating, 66 reviews

Mattituck, #1 Winery and Beach Town !

Rental unit in Hampton Bays

4.84 out of 5 average rating, 133 reviews

Vacation at the Beach: Entire Home

Quick stats about apartment rentals in Sag Harbor

Total rentals
30 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.6K reviews
Pet-friendly rentals
10 properties allow pets
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore