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
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
$533 per night
4.97 out of 5 average rating, 121 reviews
Guest favorite
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.
Apr 18 – 25
$110 per night
4.98 out of 5 average rating, 310 reviews
Guest favorite
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.
Apr 18 – 25
$213 per night
4.88 out of 5 average rating, 308 reviews

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 beach vacation rentals

Guest favorite
Home in Southampton
PICTURE PERFECT SOUTHAMPTON HOME-
Jul 26 – Aug 2
$886 per night
4.9 out of 5 average rating, 209 reviews
Guest favorite
Apartment in Sag Harbor
Pet friendly, artists apartment & guest cabin.
Aug 10 – 17
$474 per night
4.83 out of 5 average rating, 169 reviews
Guest favorite
Guesthouse in Hampton Bays
WELCOME TO THE LOVE SHACK BY THE SEA
Sep 13 – 20
$409 per night
4.96 out of 5 average rating, 145 reviews
Guest favorite
Guest suite in East Hampton
Be our guest! King ensuite private pool and entry
Oct 4 – 11
$300 per night
4.96 out of 5 average rating, 142 reviews
Guest favorite
Home in East Hampton
Silver House: 3BR Home with Private Beach Access
May 16 – 23
$372 per night
4.95 out of 5 average rating, 363 reviews
Guest favorite
Home in East Hampton
Private beach Historical House with large property
Jan 15 – 22
$475 per night
4.94 out of 5 average rating, 200 reviews
Guest favorite
Guest suite in East Hampton
Private Cozy Cottage with Pool / Private Beach
May 11 – 18
$234 per night
4.89 out of 5 average rating, 222 reviews
Guest favorite
Loft in Southampton
Getaway cottage privet and quiet
Aug 11 – 18
$345 per night
4.89 out of 5 average rating, 145 reviews
Guest favorite
Apartment in Southampton
Sunny Southampton Studio
May 15 – 22
$226 per night
4.96 out of 5 average rating, 160 reviews
Guest favorite
Home in Shelter Island
Shelter island retreat
Mar 31 – Apr 7
$405 per night
4.97 out of 5 average rating, 156 reviews
Guest favorite
Apartment in Hampton Bays
Private & Cozy Cottage with short walk to beach!
Mar 23 – 30
$248 per night
4.97 out of 5 average rating, 340 reviews
Guest favorite
Home in Greenport
The Sandpiper- Apt #1
Feb 6 – 13
$120 per night
4.96 out of 5 average rating, 297 reviews

Sag Harbor cottage rentals

Guest favorite
Cottage in Southampton
Secluded Southampton Cottage w/Pool & Spa
Apr 12 – 19
$330 per night
4.96 out of 5 average rating, 162 reviews
Guest favorite
Cottage in East Hampton
East Hampton Fisherman’s Cottage with Secret Room
Oct 11 – 18
$248 per night
4.89 out of 5 average rating, 121 reviews
Guest favorite
Cottage in Laurel
North Fork Cottage
Feb 10 – 17
$156 per night
4.76 out of 5 average rating, 272 reviews
Guest favorite
Cottage in East Hampton
Cedar Cottage Springs- walk to Maidstone Beach
May 4 – 11
$244 per night
5.0 out of 5 average rating, 38 reviews
Guest favorite
Cottage in East Hampton
Chic cottage on lush, secluded acre by the beach.
Oct 27 – Nov 3
$284 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Sag Harbor
Secluded Hamptons Cottage
Jun 8 – 15
$449 per night
4.89 out of 5 average rating, 88 reviews
Guest favorite
Cottage in Southampton
Towd Point Beach Treasure | 14 min walk to beach
Mar 25 – Apr 1
$291 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Cottage in Southampton
*Gorgeous Private Hideout* Close to everything .
Nov 3 – 10
$275 per night
5.0 out of 5 average rating, 33 reviews
Guest favorite
Cottage in Southampton
Modern Southampton Cottage | Heated Pool & Peloton
Sep 19 – 26
$596 per night
4.93 out of 5 average rating, 60 reviews
Guest favorite
Cottage in Bridgehampton
Bridgehampton Cottage Close to Town, South of HWY
Apr 22 – 29
$1,000 per night
5.0 out of 5 average rating, 48 reviews
Guest favorite
Cottage in Southampton
Charming Southampton Light filled Cottage
Nov 7 – 14
$886 per night
4.97 out of 5 average rating, 97 reviews
Superhost
Cottage in Southampton
Cozy Cottage Close to the Beach
Mar 27 – Apr 3
$229 per night
4.86 out of 5 average rating, 74 reviews

Beach cottage rentals in Sag Harbor

Guest favorite
Cottage in Montauk
Montauk Oceanview
Nov 23 – 30
$195 per night
4.91 out of 5 average rating, 509 reviews
Guest favorite
Cottage in Riverhead
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Apr 26 – May 3
$650 per night
4.98 out of 5 average rating, 126 reviews
Guest favorite
Cottage in Hampton Bays
Hamptons cottage just steps from the beach.
Sep 3 – 10
$439 per night
4.9 out of 5 average rating, 109 reviews
Guest favorite
Cottage in Riverhead
Affordable Wine Country Cozy Cottage
Sep 3 – 10
$276 per night
4.85 out of 5 average rating, 127 reviews
Guest favorite
Cottage in Southold
Comfortable Cottage on the Great Pond near beach.
Jan 23 – 30
$248 per night
4.9 out of 5 average rating, 151 reviews
Guest favorite
Cottage in Sag Harbor
Luxury Gem At The Heart of Sag Harbor Village
Apr 27 – May 4
$523 per night
5.0 out of 5 average rating, 27 reviews
Guest favorite
Cottage in Sag Harbor
Steps to the Beach - Designer Cove House Cottage
Apr 19 – 26
$451 per night
4.94 out of 5 average rating, 51 reviews
Guest favorite
Cottage in Southampton
Charming Southampton Beach Cottage 3 bedroom
Mar 23 – 30
$282 per night
4.87 out of 5 average rating, 52 reviews
Guest favorite
Cottage in Sag Harbor
Charming Scandinavian Inspired Beach Cottage
May 24 – 31
$630 per night
4.98 out of 5 average rating, 49 reviews
Guest favorite
Cottage in Sag Harbor
Cozy Cottage by the Sea Sag Harbor
Mar 25 – Apr 1
$800 per night
4.95 out of 5 average rating, 86 reviews
Guest favorite
Cottage in Hampton Bays
Hamptons Cottage.
Apr 23 – 30
$206 per night
4.94 out of 5 average rating, 33 reviews
Guest favorite
Cottage in New Suffolk
Mermaid cottage
Sep 7 – 14
$160 per night
4.85 out of 5 average rating, 52 reviews

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

$90 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 10 cottage rentals to over 210 house 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 210 homes with wifi, over 30 homes with a gym, 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