Sag Harbor vacation rentals

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Top-rated vacation rentals in Sag Harbor

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

Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 123 reviews

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.

Sep 14 – 21

€ 602 per night
Guest favorite

Apartment in Sag Harbor

4.94 out of 5 average rating, 134 reviews

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".)

Mar 14 – 21

€ 348 per night
Guest favorite

Guest suite in Sag Harbor

4.88 out of 5 average rating, 308 reviews

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.

Nov 15 – 22

€ 234 per night

Popular amenities for Sag Harbor vacation 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

Sag Harbor cottage rentals

Superhost

Cottage in Clinton

4.87 out of 5 average rating, 391 reviews

Shalom Cottage with beach rights.

Mar 12 – 19

€ 115 per night
Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Mar 26 – Apr 2

€ 710 per night
Guest favorite

Cottage in East Hampton

4.89 out of 5 average rating, 122 reviews

East Hampton Fisherman’s Cottage with Secret Room

Jan 26 – Feb 2

€ 286 per night
Guest favorite

Cottage in Montauk

4.91 out of 5 average rating, 511 reviews

Montauk Oceanview

Jul 24 – 31

€ 646 per night
Guest favorite

Cottage in Guilford

4.96 out of 5 average rating, 157 reviews

Luxury cottage by the sea with hot tub and pool

Feb 11 – 18

€ 359 per night
Guest favorite

Cottage in Montauk

4.87 out of 5 average rating, 216 reviews

Waterfront Cottage, Fort Pond MTK

Dec 11 – 18

€ 800 per night
Guest favorite

Cottage in Hampton Bays

4.9 out of 5 average rating, 109 reviews

Hamptons cottage just steps from the beach.

Apr 12 – 19

€ 423 per night
Guest favorite

Cottage in Riverhead

4.85 out of 5 average rating, 127 reviews

Affordable Wine Country Cozy Cottage

Jun 4 – 11

€ 306 per night
Superhost

Cottage in Branford

4.86 out of 5 average rating, 195 reviews

Cozy Home In Short Beach Community

Nov 4 – 11

€ 220 per night
Guest favorite

Cottage in Sag Harbor

5.0 out of 5 average rating, 27 reviews

Luxury Gem At The Heart of Sag Harbor Village

Jun 5 – 12

€ 723 per night
Guest favorite

Cottage in Sag Harbor

4.94 out of 5 average rating, 51 reviews

Steps to the Beach - Designer Cove House Cottage

Sep 11 – 18

€ 671 per night
Guest favorite

Cottage in Bridgehampton

5.0 out of 5 average rating, 49 reviews

Bridgehampton Cottage Close to Town, South of HWY

Apr 9 – 16

€ 426 per night

Other great vacation rentals in Sag Harbor

Guest favorite

Apartment in Sag Harbor

4.83 out of 5 average rating, 169 reviews

Pet friendly, artists apartment & guest cabin.

Nov 17 – 24

€ 441 per night
Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 8 reviews

Chic Cottage in Sag Harbor with Tesla Charger

May 6 – 13

€ 325 per night
Guest favorite

Home in Sag Harbor

4.96 out of 5 average rating, 26 reviews

Sag Harbor Chic Mid-Century retreat.

Apr 18 – 25

€ 374 per night
Guest favorite

Home in Sag Harbor

4.98 out of 5 average rating, 85 reviews

Designer in Sag Harbor 5 Br 1 block from water

Nov 16 – 23

€ 656 per night
Guest favorite

Home in Sag Harbor

4.84 out of 5 average rating, 45 reviews

Modern Home in Sag Harbor, NY

May 16 – 23

€ 773 per night
Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 80 reviews

Sag Harbor Village Gem

Oct 25 – Nov 1

€ 550 per night
Guest favorite

Guesthouse in Sag Harbor

4.88 out of 5 average rating, 93 reviews

Charming 2BR Cottage, Walk to Town

Dec 27 – Jan 3

€ 689 per night
Guest favorite

Home in Sag Harbor

4.91 out of 5 average rating, 32 reviews

Sag Harbor Amazing Beach house Awaits!

Jan 17 – 24

€ 639 per night
Guest favorite

Guesthouse in Southampton

4.98 out of 5 average rating, 45 reviews

Southampton Modern Barn, Private Hot Tub and Pool

Sep 8 – 15

€ 608 per night
Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 91 reviews

Secluded Modern Beach Style House

Dec 19 – 26

€ 806 per night
Guest favorite

Home in Sag Harbor

4.95 out of 5 average rating, 98 reviews

Sag Harbor Village Cottage with Pool

Apr 23 – 30

€ 566 per night
Guest favorite

Apartment in Sag Harbor

4.95 out of 5 average rating, 83 reviews

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR

May 12 – 19

€ 271 per night

Quick stats about vacation 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

Frequently Asked Questions

  • What types of vacation rentals are available in Sag Harbor?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Sag Harbor. From over 210 house rentals to over 10 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Sag Harbor?

    Yes! Work meets play with ease at over 160 vacation rentals in Sag Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Sag Harbor?

    Four-legged friends are welcome in Sag Harbor. Choose from more than 110 vacation rentals for guests traveling with pets.

  • Are there Sag Harbor vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Sag Harbor, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in cottage rentals in Sag Harbor?

    Experience the best of Sag Harbor with our cottage rentals, starting at about $190 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Sag Harbor have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Sag Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Sag Harbor?

    Sag Harbor has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Sag Harbor have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Sag Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sag Harbor have a bbq area?

    Absolutely! We offer over 120 house rentals with a bbq area in Sag Harbor. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Sag Harbor?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a gym, over 210 homes with wifi, over 120 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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