
Vacation rentals with a fireplace in Shelter Island
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Top-rated accommodations with a fireplace in Shelter Island
Guests agree: these accommodations with a fireplace are highly rated for location, cleanliness, and more.
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Popular amenities for Shelter Island accommodations with a fireplace
House rentals with a fireplace

Sag Harbor 3 bedrooms, Heated Pool
Just stayed for one night but was a beautiful place. Nice and private, set back from the road so it felt like you were completely secluded. The house was nice and cozy and clean!

Cozy Springs Getaway
We had a wonderful stay in the Hamptons during the off-season, which is our favorite time to visit. The house was fantastic—exactly as described, and the photos matched perfectly. It was well-stocked with essentials like cookware, towels, and more. Lindsay was very responsive to the few questions I had, even though they weren’t related to the home (surfing advice). The check-in instructions Lindsay provided were clear and detailed, covering everything we needed for our stay. We highly recommend this Airbnb!

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

Peaceful Guesthouse
Very nice house with lots of room to relax and a well-stocked kitchen to cook. The house was clean and the beds were comfortable. The neighborhood is quiet and close to so much! When we had a question, Ellen answered with a call within minutes. She was the perfect host!

modern 3 bedroom home with fireplace
What a lovely place! Kitchen was a pleasure to use. Location was great for wineries and Greenport restaurants/bars. Spacious.

Sophisticated and Sweet
This location was exactly like the picture but only better. The location is great and there's a lot to do in the area. The Kitchen was well stocked with essentials and had many appliances. All of the towels and linens were included and clean. Worth your visit.

Hampton Bays Hideaway!
We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!

Charming Home in WestHampton Beach
Jenny's home was perfect for our family reunion in Quogue. Super clean and comfortable. If you like to cook, the kitchen has plenty of high quality pots and pans, dishes, sharp knives , wine glasses etc. Beautiful and private backyard was perfect for early morning coffee. I highly recommend and will definitely come back.
Apartment rentals with a fireplace

Sugarloaf Annex
Really cute and clean place, so happy we stayed here! It was perfect little place for a getaway to relax, even in the winter months. Everything inside was up to date and it had everything we needed. It even looked better in real life than the photos. Highly recommend!

Whaling Captain Pierson's Cottage
Paris is a wonderful host. His property and cottage is a perfect retreat for two. Charming accommodations with a beautiful view and an easy walk to town. We’ll be back soon! Angelo C.

Vacation at the Beach: Entire Home
We had a great stay! This was our first time in the Hamptons and the space was welcoming, well located to the beach, and a nice place to chill with a beautiful garden. Check in was smooth and all instructions were clear.

Stedley Creek
We have stayed at many AirBNB’s across America and this house and its host, amenities and home are just in another league. What a perfect place to stay. We have a number of relatives in Branford and Guilford so we are familiar with the area. This location is perfect for all this area has to offer. Salestria was great with communication ect. I can’t give a higher recommendation than this! We shall be back! 😄😄😄😄

Welcome spring in this beautiful quiet studio
Very peaceful spot, responsive host, close to the highway but super quiet.

Walk to Bay and Ocean-Newly Renovated
Lovely, clean, comfortable, well-designed space. Hosts are friendly, responsive, and respectful of guests’ privacy. Would stay again!

Cozy Hideout
Had a great night in this AirBNB. It was just what we needed for a quick stay. The bathroom was great including the shower. The bed was very comfortable. We didn’t make much use of the kitchenette but it had the basics. Some pots and pans would have been helpful or microwaveable cups (I wanted to boil water for tea). The host was communicative and even gave us some recommendations. I’d definitely stay here again!

Beautiful modern retreat with wood stove by Harbor
This is a beautiful, impeccable airbnb, one of the best we have ever stayed in! Jill has thought of everything. Beautiful neighborhood, gorgeous, wonderfully decorated, pristine space with every thoughtful touch you could imagine! 10 out of 10!
Villa rentals with a fireplace

Year-Round Heated Pool Villa - 3 blocks from town
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!

Just renovated Southampton retreat w/ heated pool
Alessandro was the best host I’ve had to date. He responded almost immediately every time, was accommodating with check in and check out times. It was mid April but we wanted to use the pool. He was nice enough not to only hear the pool for us but to start heating it 1 day in advance of our stay so it was ready when we got there. The house is beautifully renovated and sparkly clean. Beds were comfortable linens were great. We brought our two young girls and he had a few toys kept away that kept them entertained. The swing set was a major draw and a huge hit with our girls. The kitchen is fantastic. So comfortable to cook and socialize around. We used the outdoor grill and the air fryer. Town was close but it was such a pleasure to cook here we just stayed in. I’d stay here again no doubt. Aside from the place being great, Having a good welcoming host really makes the experience so much better. Thank you Alessandro for an amazing stay.

Oasis Event Venue
It was perfect for the holidays it made everything better for me and my family

Luxe| Pool| GOLF Sim| HotTub| MovieTheater| Arcade
We had a lovely stay this April. House was spotless and newly refurbished. Pool area great (early in season so braved a cold plunge!!!) and appreciated the separate hot tub too. Pool furniture all brand new and special mention of the best kitted out games room I have ever seen! Location great. Very quiet but short car ride to East Hampton proper. Sammi’s beach a 10 min walk away. A fantastic stay and would not hesitate to recommend to others.

TREETOPS! An upscale, unique 5 bdrm home with POOL
Very spacious house in charming town. Right next to hiking trails.
Quick stats about vacation rentals with a fireplace in Shelter Island
Total rentals
80 properties
Nightly prices starting at
$207 CAD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
40 properties have a pool
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Seaside Beach
- Blue Shutters Beach
- TPC River Highlands
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Anchor Beach
- Attawan Beach