
Holiday rentals with a fireplace in Shelter Island Heights
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Top-rated rentals with a fireplace in Shelter Island Heights
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Popular amenities for rentals with a fireplace in Shelter Island Heights
House rentals with a fireplace

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!

Hamptons Retreat | Pool, Volleyball, Jacuzzi
Aida’s house is very nice place to stay for a getaway in the Hamptons. Amazing outdoor area. Great for traveling with kids. Aida is a great host!

Amazing 2BR Riverfront Gem
This was the perfect romantic getaway for our anniversary! I would love to come back in the summer to enjoy the outdoor patio more and spend extra time by the beach. Ned was very responsive and helped answer our questions very quickly. While it was a private and quiet location it was still close to a lot of restaurants, breweries, beaches and things to do. Highly recommend!

Welcome To Piper's Rest
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

Riverfront Retreat in Oakdale
What an absolutely gorgeous home! Staying here truly felt like being in paradise. The house itself feels so inviting; it took no time at all to relax and feel at home. Everything that you could possibly need is here in the house. Michael’s attention to detail deserves praise! This home stands out from all others because of the minor details. Thank you, Mike, for giving me a safe, pristine, relaxing place to call home for a while. I look forward to staying here again!

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.

Private beach, fully updated house, on 2 acres.
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

Wake up to Stunning Views at a Serene Waterfront Haven
Maria's place is gorgeous, just as described. It is located in a tranquil neighborhood and right next to the lake, just 10 to 15-minute drive from the Main St of East Hampton / Sag Harbor. They have an outdoor grill and kayaks on site which is perfect for a group of friends. My friends and I had a blast there and I would recommend it !
Apartment rentals with a fireplace

Wooster SQ | Downtown Yale |Skyline Deck | Laundry
Great location. Right next to cherry blossoms and the famous pizza spots. Comfy beds

Bohemia Unit G Rental
Amazing place to stay, enjoyed my weekend stay very much!

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.

Elegant Apartment
This is my 3rd stay here. I sometimes come on my own to visit my daughter at Yamaha and I pay extra per night to stay at this comfy relaxing spot so I feel at home. I have private parking, easy entry, close to downtown Yale shopping and minutes from raved Whooster Villlage. Don’t be hesitate because it is on the corner of the busy street, it allows for spreading out of family and each bedroom with own bathroom/TV sitting area. The upstairs room can get warm but use the AC unit in room and it is cool in no time! This will be my home away from home for my daughter’s next 3 years at UNH. My only suggestion is the main floor bedroom does not have King size bed but the room Itself is gorgeous! Enjoy and highly recommend this spot!

Brand New Modern Spacious Apartment
Joanne greeted us when we arrived - wanted to make sure we were comfortable. She encouraged us to contact her with any questions. The apartment was clean, well equipped and spacious. We are native Long Islanders and this location was central to the family and friends we were visiting.

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!

Mystic Apt #1. Self contained and private.
We stayed during fall and were able to take advantage of the fire pit. There was plenty of kindling to gather nearby and the fire under the stars was very peaceful. It was starting to get chilly during our stay and the log space heater was a very nice touch. Guest book includes a number of helpful recommendations for restaurants and activities. A lot of small extra touches made our stay very comfortable. We would recommend for anyone wanting a more rural feel away from the other tourists while exploring mystic.

Charming 2 Bedroom apartment
Quite literally the best place I’ve stayed at and great host. Super clean, nice area, and felt completely comfortable! Would come again :)
Villa rentals with a fireplace

Luxe| Pool,Jeep w Beach Pass, GameRm, Movie Nights
Host was friendly, easy to work with, and responsive. Very glad the pool could be warmed up in April! Beautiful secluded home. Would stay here again.

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!

Spacious large room in Yale neighborhood
Our family had a very enjoyable stay! The home and surroundings were beautiful, everything was extremely clean and organized, our host was wonderful! We absolutely loved the tea ceremony! It was very educational! We will definitely stay here again when we return to New Haven!

Spacious Waterfront Getaway
I rented this home to accommodate my family of 6 over Christmas. Beautiful home and very comfortable beds, high quality linens and lots of space. I could tell the house was very well set up for summer guests too with plenty of outdoor gathering areas.

Luxury| 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.

Hamptons Bungalow With Pool
Wow, this has been one of the most beautiful homes I have stayed at. Straight out of Architectural Digest indeed - Jenna has a true eye for outstanding decor! Jenna is a host to dream of! Thank you we had a beautiful weekend!

Spacious Oceanview Villa (Sleeps 22)
Katie’s home was beautiful, immaculately kept and exactly as photographed and described. We rented the home for a family reunion and needed all 8 of the bedrooms that were available. Even though we were a very large group with many kids ages 10 and under, we never felt uncomfortable or on top of each other. The two living rooms and outdoor space made it so that we all could spread out but still spend time together. The large dining room table fit our family perfectly! Katie was responsive, thoughtful and so very kind! We are looking forward to our next stay at Katie’s beautiful home!

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.
Quick stats about holiday rentals with a fireplace in Shelter Island Heights
Total rentals
180 properties
Nightly prices starting at
£113 before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
80 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
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Woodmont Beach
- Blue Shutters Beach
- Clinton Town Beach
- Jennings Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Attawan Beach