Places to stay in Sagaponack

4.93 out of 5 average rating, 151 reviews

Whaling Captain Pierson's Apartment TOO

Whaling Captain Pierson's Apartment TOO 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 and Whaling Captain Pierson's Cottage)

4.96 out of 5 average rating, 156 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

4.74 out of 5 average rating, 42 reviews

Home in Bridgehampton

Cheerful 3 bed-3bath beach cottage home with pool

Heart of the Hamptons is situated this bright, beach house 5 minutes from the ocean, BH/Sag Harbor town, & Wolfer vineyards. 2 master suites w/ ensuite bathrooms and an additional guest room with adjacent bathroom that comfortably sleeps 6 -1 King, 1 queen, 2 twin. Open kitchen that adjoins the dining area and the double height living room w/ fireplace. Sparkling heated pool (OPEN MD-mid Sept) and palatial lawns with room to roam. Keep it simple at this peaceful and centrally located getaway.

Superhost

Condo in Bridgehampton

4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Beautiful duplex corner townhouse unit completely renovated in 2021 & in the heart of Bridgehampton Village. 2 min walk to shops, restaurants, main street and a bicycle ride to the beach. Situated all the way at the end of the building it provides ample privacy with Pool open July 4 - Labor Day only. Free parking (2 spots) w/ extra guest parking. Central air conditioning, private patio, ring doorbell/cam, self check in, curated kitchen w/ all supplies. Linens, towels, soap & shamp included

4.98 out of 5 average rating, 179 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!

4.95 out of 5 average rating, 80 reviews

Cottage in Sag Harbor

Steps to the Beach - Designer Cove House Cottage

All new modern interior and exterior furnishings by luxury interior designer. Enjoy fabulous water views on the expansive mahogany deck from this sweet beach cottage that was completely renovated and is a short walk to beautiful Long Beach and just a couple of miles to Sag Harbor's Main St. The home features an open floor plan, cozy gas fireplace, an updated kitchen with stainless appliances and Viking range. Three bedrooms (one with a private office) and an outdoor shower.

Guest suite in Sag Harbor

4.9 out of 5 average rating, 356 reviews

Artists Sag Harbor Village Retreat

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.

Superhost

Cottage in Bridgehampton

4.85 out of 5 average rating, 88 reviews

Cottage 3 minute walk Bridgehampton town

Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. Depending check in/out flexible. 5min. drive or less 10 min. Bike to Hampton classic. Fenced backyard. Near Hampton jitney, train. Walk to town,fitness, bike to the ocean rd. beach. Same road of nature reserve, kids museum, farmers market. 5 min. drive to commons. Grill,Bikes,beach chairs+toys,Yoga mats, SUP Boards. $50+pet fee- number, size,duration of stay.

4.97 out of 5 average rating, 30 reviews

Villa in East Hampton

SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

4.86 out of 5 average rating, 269 reviews

Home in Sag Harbor

Exclusive Sag Harbor Compound

A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

4.96 out of 5 average rating, 293 reviews

Home in Sag Harbor

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

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Other great vacation rentals in Sagaponack

Home in East Hampton

5 out of 5 average rating, 24 reviews

Walk to village and hidden from the hustle EH home

Sneha SusanRating, 5 stars14 months ago

Victors place was warm and cozy - the perfect retreat from the hustle and bustle of everyday life. It was private and made us feel right at home. Victors house is well stocked with all the required supplies. They have the Monopoly - Hampton edition which made it fun while driving around the Hamptons.

4.96 out of 5 average rating, 217 reviews

Sag Harbor Home, Perfect for the Solo Traveler

RohanRating, 5 stars4 days ago

I genuinely cannot speak highly enough of Barbara and her home. She met me at the door for check in, personally took me around the space to show me all the amenities and has many fun books and magazines to read through. Her house is beautiful and tucked away in the woods, so it feels private and has great views, but is also a less than 5 minute drive from downtown Sag Harbor. Barbara was so welcoming and we had some great conversations. It feels like a more personalized, local version of the Hamptons and it was great! And finally, she made an incredible breakfast every morning of fresh fruit, yoghurt and homemade zucchini bread, which was all excellent! Do yourself a favor and stay with Barbara because I will be doing so if possible again!

5 out of 5 average rating, 29 reviews

Designer bedroom in the heart of the Hamptons

AngelicaRating, 5 stars2 weeks ago

Great place ! Very clean and close to town! Would definitely come back here ! Hosts are super nice !! Thank you!

Private room in Bridgehampton

5 out of 5 average rating, 14 reviews

Bridgehampton King Bed

LizaRating, 5 stars1 month ago

Kevin is such a warm, gracious, and attentive host! From the moment we arrived, he made us feel completely at home. He went above and beyond—checking in on us regularly to make sure we had everything we needed, providing thoughtful touches throughout our stay, and always being incredibly kind and responsive. It’s rare to come across someone so genuinely caring. Highly recommend staying here—Kevin truly made our experience exceptional!

5 out of 5 average rating, 9 reviews

Charming Guest Bedroom Suite

MichaelRating, 5 stars3 days ago

Lovely stay at Jean’s place. Not a walkable distance from town. A lovely stay with a nice terrace and a lot of privacy. Would stay again

5 out of 5 average rating, 22 reviews

Cozy Get Away Sag Harbor Village Studio

DouglasRating, 5 stars4 days ago

Despite the elevated prices in Sag Harbor this weekend, likely due to the long Juneteenth holiday, the rate, while high, was well worth it compared to other available options. The property offered a perfect balance of peaceful and private, yet still conveniently close to the heart of town. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing escape that’s still within easy reach of the action.

4.95 out of 5 average rating, 164 reviews

Lily Pad ~In the Prettiest Cottage on Lily Pond

RuthRating, 5 stars2 weeks ago

My wife and I really enjoyed our stay. Joelle was really friendly, cheerful and vibrant. We really enjoyed meeting her and chatting. While we saw her every day she also gave us our own space and pretty much free-run of the living-room and kitchen area. Her home is lovely and true to the pictures. The view of the lily pond at the back is beautiful. The location is great, just a few minutes drive from Sag Harbor. As other reviewers have noted, there was some road-noise coming through to the bedroom at night. However, this was easily overcome by turning the fan on. We would happily stay again. thank you Joelle!