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 SepIndividual Host,
€ 593 per night
4.97 out of 5 average rating, 121 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 MayIndividual Host,
€ 578 per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Guest suite in Sag Harbor
Artists Sag Harbor Village Retreat
January special -book second night for $125! This light and spacious Sag Harbor Village studio apartment is a 10 minute walk from historic Main St. 5 minutes to Village beach. French doors open onto outdoor sitting area. Ideal for a fall or winter visit to explore the area during the quieter season. Main Street is lively and all restaurants are open. Central heat & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking. Fully self contained and private.
14–21 NovIndividual Host,
€ 232 per night
4.88 out of 5 average rating, 308 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
Flat in Sag Harbor
PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
12–19 MayIndividual Host,
€ 269 per night
4.95 out of 5 average rating, 83 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Chic Mid-Century retreat.
14–21 SepIndividual Host,
€ 626 per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Southampton
Bay View Stunner, Modern 6 Bedroom w Heated Pool
10–17 AprIndividual Host,
€ 367 per night
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Sag Harbor
Luxurious All-Season Oasis close to Sag Harbor Village
18–25 AprIndividual Host,
€ 1,098 per night
4.99 out of 5 average rating, 67 reviews
Guest favourite
Home in Sag Harbor
Luxury Home in Sag Harbor, NY
18–25 NovIndividual Host,
€ 658 per night
4.94 out of 5 average rating, 49 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Amazing Beach house Awaits!
5–12 JanProfessional Host,
€ 638 per night
4.91 out of 5 average rating, 32 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Village Chic Historic Reno-Water-views
16–23 MayIndividual Host,
€ 786 per night
4.8 out of 5 average rating, 49 reviews
Guest favourite
Home in Sag Harbor
Secluded Modern Beach Style House
18–25 JanIndividual Host,
€ 800 per night
5.0 out of 5 average rating, 91 reviews
Guest favourite
Flat in Sag Harbor
Private Country Studio ~Warm Fireplace
26 Jan – 2 FebIndividual Host,
€ 379 per night
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Sag Harbor
Modern Residence in Sag Harbor
28 Apr – 5 MayIndividual Host,
€ 495 per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Southampton
Perfect Lake Cottage weekend Hamptons special
18–25 JanIndividual Host,
€ 745 per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Sag Harbor
Sunny Sag Harbor Retreat
31 May – 7 JunIndividual Host,
€ 971 per night
5.0 out of 5 average rating, 9 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

€ 83 before taxes and fees

Destinations to explore

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