Holiday rentals in Sag Harbor

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Top-rated holiday rentals in Sag Harbor

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

Guest favourite
Home in Sag Harbor
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
Take a bike ride to Havens Beach and feel the sand in your toes. Walk to explore the shops, restaurants and bars on the quaint Main Street of Sag Harbor. Repair to your sun drenched home away from home to enjoy a relaxed meal alfresco on the deck. Unwind under the umbrellas on the expansive deck surveying the private fenced in backyard. Take in all the amenities of a newly renovated home situated in the Hampton - recent updates include a furnished basement, ping pong table, smart TVs and sound system. Extra touches include beach towels, beach chairs, bikes, cooler, games and more. This beautifully renovated 3 BR, 2 Bath home is situated on a quiet street, with a fenced half acre yard. It is located less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4 skylights and large windows to bring the outdoors in. Brand new appliances, custom kitchen cabinets, large center island with bar stools are perfect for hosting friends & family. Central AC/forced air heating controlled by the Nest ensure your complete comfort. The master BR features a king bed and ensuite Bath with custom tile shower. The guest BRs have a queen bed and full bed respectively and share the hall bathroom with tub/shower. The large deck runs the length of the home and is perfect for al fresco dining & entertaining. Totally furnished with everything you need to enjoy yourself from the second you enter the home! We have four brand new adult bikes, helmets and locks for your enjoyment. Explore the village, bike to the beach or get some exercise while you're here. If you prefer to stay in, you'll find a games console / DVD player in the front room with a good selection of games and movies. Additionally, we provide 4 beach chairs, beach towels and a small cooler for your use. Enjoy! Guests have access to the entire house, backyard, deck, garage and driveway parking. We can be reached via cell or email and are very responsive. We will also have a friend who is local to the area who will be able to assist with any issues. Sag Harbor is the coolest, most authentic town in the Hamptons. Home to household names, the town retains its small-town charm and rustic maritime vibe. Browse the artsy, eclectic stores and strike up conversations in the coffee shops and local bars. Sag Harbor is a quaint, walkable town on the wharf with great restaurants and bars. The house is located less than a mile's walk into the main street. Beaches are accessible via bike or car. The Jitney stop from Manhattan is located on Main Street less than a mile from the house. There are taxis in the area available via phone for pick up. We provide four adult bikes, helmets and locks for your use.
14–21 Sep
$713 SGD per night
4.97 out of 5 average rating, 121 reviews
Guest favourite
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.
18–25 Apr
$147 SGD per night
4.98 out of 5 average rating, 310 reviews
Guest favourite
Cottage in Sag Harbor
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.
27 Apr – 4 May
$778 SGD per night
5.0 out of 5 average rating, 27 reviews

Popular amenities for Sag Harbor holiday rentals

Stay near Sag Harbor's top sights

Baron's Cove59 locals recommend
LT Burger62 locals recommend
Page at 63 Main40 locals recommend
Sag Pizza59 locals recommend
The Dock House32 locals recommend
Dockside Bar & Grill61 locals recommend

Other great holiday rentals in Sag Harbor

Guest favourite
Guest house in Sag Harbor
Charming 2BR Cottage, Walk to Town
14–21 Nov
$803 SGD per night
4.88 out of 5 average rating, 93 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Chic Mid-Century retreat.
7–14 Jun
$803 SGD per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Sag Harbor
Sunny Sag Harbor Retreat
13–20 Apr
$736 SGD per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Sag Harbor
Private Country Studio ~Warm Fireplace
27 Jan – 3 Feb
$468 SGD per night
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Amazing Beach house Awaits!
7–14 Jan
$728 SGD per night
4.91 out of 5 average rating, 32 reviews
Guest favourite
Home in Sag Harbor
Luxurious All-Season Oasis close to Sag Harbor Village
18–25 Apr
$1,338 SGD per night
4.99 out of 5 average rating, 67 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Village Gem
17–24 Jun
$990 SGD per night
5.0 out of 5 average rating, 79 reviews
Guest favourite
Home in Sag Harbor
Secluded Modern Beach Style House
19–26 Jan
$997 SGD per night
5.0 out of 5 average rating, 91 reviews
Guest favourite
Home in Sag Harbor
Chic Cottage in Sag Harbor with Tesla Charger
1–8 May
$392 SGD per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Village Chic Historic Reno-Water-views
17–24 May
$947 SGD per night
4.8 out of 5 average rating, 49 reviews
Guest favourite
Home in Southampton
Perfect Lake Cottage weekend Hamptons special
19–26 Jan
$932 SGD per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Sag Harbor
PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
12–19 May
$324 SGD per night
4.95 out of 5 average rating, 83 reviews

Quick stats about holiday rentals in Sag Harbor

Total rentals

290 properties

Rentals with a pool

120 properties have a pool

Pet-friendly rentals

110 properties allow pets

Family-friendly rentals

220 properties are a good fit for families

Total number of reviews

6.5K reviews

Nightly prices starting at

$120 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Sag Harbor