
Holiday rentals with outdoor seating in Sag Harbor
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Sag Harbor
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Sag Harbor outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Sun-drenched retreat with private beach pass
The house was so cozy and comfortable and well stocked. I didn't even miss not having a tv. there are games, records to play on the record player, and plenty of kitchen utensils and spices to experiment in the kitchen. I enjoyed relaxing by the fireplace and walking in the neighborhood. You will need a car to be able to access restaurants and shopping, but it was a short drive. It was exactly what I was hoping for and would return again.

Newly Renovated Sag Harbor Beach House with Pool
Our recent stay at this Sag Harbor was absolutely delightful! The house was charming . We felt at home in the beautifully decorated and its well-equipped. The kitchen had everything we needed to prepare meals, and the living area was perfect for relaxing after a day of exploring. The location was ideal – a peaceful retreat yet just a short drive to the heart of Sag Harbor village with its lovely shops and restaurants. We also appreciated the proximity to the beaches.the pool are is like a mini resort! We will be back for sure.

Your private Hamptons oasis; 1 block to waterfront
Beautiful home worth the stay

Private beach, fully updated house, on 2 acres.
The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!

Cozy Oasis in Sag Harbor
Wow! Brian's place is great. Extremely convenient location. Lots of space for guests. Brian was extremely responsive and answered all the questions I had throughout. The next time I go to Sag Harbor, I'll definitely book this place. Thank you for hosting us!

Southampton Stunner: Pool, Beach & more!
This is the second time we've stayed at Veva's home and it will not be the last. The home is nestled beautifully in a quiet neighborhood. Sitting outside is tranquil and relaxing. The home is beautifully furnished and extremely clean & well maintained. It is private with ample space to park. In a matter of minutes, you can be in Sag Harbor for dinner, at the beach, or take a short drive to Montauk. The location is perfect for anyone looking to get away from the hustle and bustle of everyday life but still close enough to all the great locations and activities the Hamptons have to offer. We will be coming back for many years to come.

Secluded Luxury: New Gunite Pool, Walk to Bay
Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!

Beach House on the Bay
We loved this beautiful house. The views and sunsets were spectacular! The only issue we had was that we never received the entry code and when we got to the house, I had trouble getting in touch with Jim because I had no internet service. I was able to call my husband who was able to get me Jim’s number. He helped us immediately and we were able to access the home. I would highly recommend this home and would absolutely stay here again.
Apartment rentals with outdoor seating

The House of the Mermaid aka La Casa della Sirena
Claudias place might be my favorite air bnb I have stayed at. She has EVERYTHING you could ever think of! The kitchen is stocked with supplies and coffee, which I really appreciated. It was extremely clean and so cozy and felt like your own little space. It is comfortable, private, and a perfect get away from the city. Great for visiting Hamptons if you have a car! Also love her recommendations. I would come back here again and would recommend it without reserve!

Spacious apartment in Sag Harbor
Thank you for the lovely accommodations! The space was well appointed and we loved the attention to detail with the decor and amenities. It was the perfect space for us with a living space, kitchen and nice bathroom. The airbnb had everything we needed and more! Thank you, Nina!

Upscale Newly Constructed Apartment
We were a party of 5 women and we had a wonderful stay. The location was great, the unit was spotless and spacious, the kitchen had all the necessities, the towels and linens provided were very nice quality, and Amanda was a wonderful host and very responsive. We were able to check-in early which is always an added bonus. The only thing we would recommend being disclosed is that the train is right behind the location and came through pretty early in the morning and was quite loud. Also worth mentioning in the description would be the amount of stairs to get up to the living area of the home. This was not an issue for us, but could be difficult if you had large suitcases and heavy items to carry up. We would definitely recommend and would stay again.

Boho Beach Vibez Retreat! Private entrance
this was my 4th time staying at this air b and b and as usual I dodnt want to leave!!. Sarah and Phil where amazing. I love going to this air b and b becouse its so peaceful and calm and its like be at home. I will be back again. if you looking for an awsome place to stay look no futher!!! this is thr place to go!! this family is wonderfully and beautiful people. I will be booking again. thank you again for being such an amazing host.. its like staying with family...thank you 😀😀😀..

Squire Chase House
This was a very comfortable place to stay. Located conveniently close to the North Ferry. It’s above the local bookshop and has a wonderful balcony overlooking the town. Beds were comfortable, showers got nice and hot with good water pressure and couches were comfortable as well. There is also a great coffee shop right across the street. We loved our stay here and we are looking forward to booking again in the future. Highly recommend.

Renovated Guest Cottage close to E.Hampton Village
Amazing place. Sally and Eric were great. Even gave me pointers on where to catch pickleball in the afternoons after a long beach day. 100% recommend.

Bright, Southold Studio Apt near beach & town
It was such a pleasure spending a weekend in Claire’s studio. The studio is very clean and comfortable, and my wife and I particularly appreciated the kitchenette, which allowed us to prepare a dinner one night and make our own pour-over coffee in the morning. We also loved hearing the birds as we woke up in the morning. And the location is terrific—an easy walk to the Southhold town center and a quick drive to other surrounding attractions like Greenport, nearby beaches, and wineries. Highly recommend!

Private 1st flr apt w/ patio 3 blocks from beach
We loved staying at Melissa’s place. It was small but perfect size for three. It was also so peaceful sitting out in the yard! Super close to the beach and downtown greenport. Would stay again!
Condo rentals with outdoor seating

Water front, sunsets, sail boats, Wi-fi, birds
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

Beautiful condo on Long Islands Northfolk
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

Montauk Waterfront Condo w/ Sunset Views
My husband and I had a great stay at Doug’s condo! The unit is in a great location with beautiful views. Parking was super convenient and Doug makes check in a breeze. We enjoyed staying bay side and visited the restaurants nearby which are walking distance! We would definitely return and stay here again.

Beautiful Waterview Condo on the North Fork of LI
Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would stay here again!

Endless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

Seaside Summer Escape –2BR Waterfront Condo w/Pool
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.
Quick stats about holiday rentals with outdoor seating in Sag Harbor
Total rentals
100 properties
Nightly prices starting at
$231 NZD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
50 properties have a pool
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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- TPC River Highlands
- Shinnecock Hills Golf Club
- Ocean Beach Park
- Walnut Public Beach
- Woodmont Beach
- Amagansett Beach
- Groton Long Point Main Beach
- Seaside Beach
- Silver Sands Beach
- Blue Shutters Beach
- Groton Long Point South Beach
- Quotonset Beach
- Heckscher State Park
- Outer Beach at Smith Point County Park
- Ninigret Beach
- Connetquot River State Park Preserve
- Cedar Beach