Boutique hotel holiday rentals in Shelter Island Heights

Find and book unique boutique hotel rentals on Airbnb

Top-Rated Boutique Hotels in Shelter Island Heights

Guests agree: These boutique hotel rentals are highly rated for location, cleanliness and more.

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Guest favourite

Hotel room in Bellport

4.98 out of 5 average rating, 43 reviews

Bellport Village Temperance Hall: The Ho-Hum Suite

TreyRating, 5 stars3 weeks ago

I HIGHLY recommend staying at Temperance Hall when in Bellport! Not only is the entire place beautifully charming, but so are Alison and Joanne. Perfect location (very walkable) and check-in was a breeze. My room (The Old Inlet) was huge, spotless and had a private entrance, so I could come and go as I pleased. And Alison and Joanne are amaaaaazzzzing hosts -- very responsive and highly entertaining (with great Bellport stories/history). I will definitely be back!

Hotel room in Montauk

3.83 out of 5 average rating, 6 reviews

A Wave Inn, Deluxe Studio

KarlyRating, 5 stars8 months ago

We had an amazing stay! The room was clean and they were flexible with check-in and also allowed us to park and use the amenities prior to check-in which allowed up to maximize our stay and time spent there! Walkable to all restaurants and shops and right by the beach! Would definitely stay again!

Guest favourite

Hotel room in mystic

5 out of 5 average rating, 17 reviews

Downtown Mystic Suite with fireplace, king, futon

WilliamRating, 5 stars8 months ago

We had a couple wonderful days in Mystic at the cottage. This is one of the best experiences with airbnb that I have had. A great location and a wonderfully designed space. Herman was one of the nicest dogs too. I would go back to to see him ;)

Superhost

Hotel room in North Fork

4.83 out of 5 average rating, 180 reviews

The Lin Beach House -- Jane's Suite

AndrewRating, 5 stars9 months ago

What a unique and lovely experience.. absolutely gorgeous and romantic room… spacious, high ceilings and WHAT A BATHROOM!! Beautiful walk in shower with plenty of room. Separate bathtub. Common area and shop are a must see. Check it out!

Superhost

Hotel room in Bridgehampton

4.84 out of 5 average rating, 38 reviews

A Room at Topping Rose

TriciaRating, 5 stars3 months ago

Joseph was very kind and accommodating for us as our plans took a bit to confirm due to funeral arrangements and we had to make several adjustments. He was able to provide rooms for our family and the staff were very helpful during our stay. The rooms were beautiful and the perks of wine and Tate’s cookies were a nice touch.

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Popular amenities for Shelter Island Heights Boutique Hotels

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly Boutique Hotels

Hotel room in Stonington

4.86 out of 5 average rating, 7 reviews

Mystic 2 Bedroom Townhouse

deirdreRating, 5 stars31 months ago

Clean and close to everything. The townhouse was especially roomy

Superhost

Hotel room in Southampton

4.74 out of 5 average rating, 94 reviews

Somewhere in the Hamptons

JoelRating, 5 stars3 weeks ago

This was a very easy location to get to, and the price was very good. It was everything I needed for a short trip to the Island.

Superhost

Hotel room in Bridgehampton

4.84 out of 5 average rating, 38 reviews

A Room at Topping Rose

TriciaRating, 5 stars3 months ago

Joseph was very kind and accommodating for us as our plans took a bit to confirm due to funeral arrangements and we had to make several adjustments. He was able to provide rooms for our family and the staff were very helpful during our stay. The rooms were beautiful and the perks of wine and Tate’s cookies were a nice touch.

Superhost