Boutique hotel vacation rentals in Long Island Sound

Find and book unique boutique hotels on Airbnb

Top-rated boutique hotels in Long Island Sound

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

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Superhost

Boutique hotel in Fort Montgomery

4.79 out of 5 average rating, 34 reviews

Bear Mountain Bridge Motel Room 3 (Family Room)

We are a small family owned and operated 5 room motel looking to welcome you like a long lost friend. We live in a home on the property so you will get great customer service. The motel is within walking distance of many great food options. We are 2 mi away from West Point Military Academy and 1 mi away from Bear Mountain and Harriman State Parks. There are many beautiful hiking options nearby. We offer an Appalachian Trail shuttle to and from the trail and our motel. We welcome sleepy guests!

Aug. 4 – 11

$289 CAD per night

Guest favourite

Boutique hotel in New York City

4.88 out of 5 average rating, 8 reviews

Deluxe Queen with Balcony - Wheelchair Accessible

This room rate does not include taxes and fees, which are charged upon arrival (includes New York State Sales & Occupancy Taxes, NYC Occupancy Taxes/Fees + a $20/night Urban Fee). An incidental deposit of $350 + tax (in case of damage or smoking onsite) will be charged at check-in (credit/debit-card ONLY), and returned to you upon checkout should you not accrue any additional charges. Must be 21+ to check-in. Valid credit card & ID must be presented at the front desk upon checking in.

Oct. 11 – 18

$478 CAD per night

Superhost

Boutique hotel in Southampton

4.74 out of 5 average rating, 86 reviews

Somewhere in the Hamptons

Southampton LI Hotel - Your Next Vacation Destination. Conveniently located, only minutes from the world's famous Cooper's Beach and charming Village of Southampton with numerous restaurants, cafes and boutiques - Southampton Long Island Hotel will be your favorite lodging choice in the Hamptons. Open all year long - it is perfect for the summer beach getaway, business retreat, relaxing tour of exceptional wineries or just for a well deserved relaxing weekend as a treat for yourself.

Jul. 3 – 10

$812 CAD per night

Guest favourite

Boutique hotel in Cold Spring

4.84 out of 5 average rating, 91 reviews

Room 1 Cold Spring Hotel (Main St.)

The Cold Spring Hotel charms guests at first glance with its architecture and decor. Located in the quaint village of Cold Spring, NY. With just a little over an hour from NYC on the Metro-North Hudson Line.The most beautiful hiking trails north of city, shops for antiques and more. Each room has carved mahogany queen beds and stained glass windows with a spectacular view. The bathrooms offer a walk-in shower with a ceramic tile wall, with a personalized heating and cooling system.

Dec. 4 – 11

$293 CAD per night

Superhost

Boutique hotel in Aquebogue

4.83 out of 5 average rating, 24 reviews

Aqua - Deluxe King Water View - Adults Only

Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan. You can find more than 50 wineries to enjoy and guests are in close proximity to all Hamptons and North Fork villages a. The guest has to pay taxes and resort fee, $30 per night at the check in. Semi pet friendly hotel, we accept one dog under 50 pounds and cannot be alone in the room, a $110 pet fee will be add to your final bill. Check in starts at 4pm

Aug. 27 – Sep. 3

$1,264 CAD per night

Superhost

Hotel room in Brooklyn

4.85 out of 5 average rating, 62 reviews

Superior @ Box House

Charming standard queen room @ The Box House Hotel. Located in the industrial chic area of North Greenpoint in Brooklyn, The Box House Hotel features contemporary suites and rooms with large windows. Each accommodation at The Box House Hotel is styled with bright colors, hardwood floors, antiques and contemporary art. This gorgeous room features a queen size bed, refrigerator, free wifi and 42" flat-screen HD TV with premium cable channels for your entertainment!

Jul. 31 – Aug. 7

$391 CAD per night

Guest favourite

Boutique hotel in mystic

5.0 out of 5 average rating, 15 reviews

Downtown Mystic Suite with fireplace, king, futon

Located in the heart of downtown Mystic in the Historic District, this charming suite offers everything you need for a relaxing stay. This 600 sq ft suite has a king bed, futon, fireplace, kitchenette and private bath. There is a beautiful brick terrace and gardens behind the Carriage House with a fire pit, bbq, and plenty of seating. Leave you car behind as everything Mystic has to offer is just a short 3 minute walk. There is off street parking as well.

Nov. 2 – 9

$556 CAD per night

Superhost

Boutique hotel in Greenwood Lake

5.0 out of 5 average rating, 9 reviews

Unique lakeside lodging steps from the lake

The Breezy Inn and restaurant has deep roots in Greenwood Lake. All rooms face the lake and mountains. The Breezy Restaurant can accommodate indoor or lakeside deck dining. We take great pride in our attention to our room guests as well as our dining guests. Guests will find there are opportunities to hike, visit local wineries, paddle board, boat or simply relax. This unique place sets the stage for a memorable trip.

Jul. 9 – 16

$281 CAD per night

Guest favourite

Boutique hotel in New York

4.76 out of 5 average rating, 119 reviews

The Cozy Cole room at The Harlem Flophouse

Step back in time to the height of the Jazz Age in this meticulously restored 1890s Harlem Brownstone. Famed venues like The Apollo Theater and Paris Blues are steps away, as are restaurants, cafes and museums. Internationally recognized for it's charm and beauty this townhouse has been the site of many fashion and celebrity photo shoots that have included luminaries like Sharon Jones, Neil Patrick Harris and Moby.

Mar. 18 – 25

$242 CAD per night

Superhost

Boutique hotel in Richmond

4.92 out of 5 average rating, 24 reviews

Hotel room on Wood River

River view from the room and from the large deck. Kayak and Canoe water access. Room has Gas Fireplace, cable TV, Refrigerator, Microwave and Keurig! Located only 10 miles from URI perfect for college visit or a stay after the game. Full service restaurant across the street. Multiple golf course near by. Only 24minutes to Foxwoods. Parking is included..

Jun. 14 – 21

$238 CAD per night

Guest favourite

Boutique hotel in New York

4.89 out of 5 average rating, 80 reviews

Staypineapple New York, Fashionista w/Comm.

It’s no secret. Manhattan has the best, if not the most options for dining, shopping, and entertainment on the planet. Booking a room in the hip and cozy Staypineapple in Midtown puts you right in the heart of the action so you can get the most out of your NYC vacay. An amenity fee with tax ($34.37 per day) will be charged upon arrival.

Dec. 12 – 19

$732 CAD per night

Superhost

Boutique hotel in East Hampton

4.77 out of 5 average rating, 56 reviews

Boutique Hotel - Journey East Hampton: King Room

Journey is a rustic, contemporary sanctuary that provides a perfect balance between outstandingly personable hospitality and the sophisticated vibe of the Hamptons. A resort fee of 10% of nightly rate (plus tax) will be charged upon arrival based on stay dates.

Jul. 4 – 11

$1,479 CAD per night