Bed and breakfast holiday rentals in Long Island Sound

Find and book unique bed & breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Long Island Sound

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

Flat in East Rock

English Garden Studio, sleeps 3, Pet Friendly

This Studio offers a peaceful light filled retreat , cathedral, ceilings, ,room darkening drapery , Hotel quality linens , sitting area w / smart tv . Hi speed WiFi and a table and chairs for a truly restful stay. A queen size bed plus Full size sofa bed .large double shower w/ seats Full kitchenette w/ coffee and teas etc for simple meals. This is a ground level queen studio, easy access to gardens,terrace and pond. a “Private Entrance “W/ Keypad , free Off street parking close by.

LocationFamilyCheckout

4.83 out of 5 average rating, 241 reviews

Guest favourite

A charming house features a light green exterior with white trim and a spacious front porch. Sheltered by large trees, the porch is adorned with hanging plants and a welcoming purple entryway, inviting guests to relax in a serene outdoor space.

Private room in Guilford

Private Upstairs Chef’s Suite at Griswold Cottage

This is a Private suite with private bath. My place is close to the Village Green, it’s shops, restaurants, Chocolatier and bookstore. It’s a half mile to the Guilford beach, 4 miles to the Hammonasett beach in Madison. The house has great light, a cozy relaxing porch, a walking location to the village. You want to take a Picnic lunch with you? talk to me... My place is good for couples, solo adventurers, business travelers, bicyclists or hiking enthusiasts, anyone who just loves history!

LocationFamilyIndoor spaces

4.75 out of 5 average rating, 299 reviews

Guest favourite

A spacious two-story carriage house is set amidst a green landscape, featuring a light-colored exterior and multiple garage doors. Large windows and a central clock provide an inviting appearance, while tall trees frame the property, contributing to a serene outdoor environment.

Cottage in Lyme

Bucolic Farm On A Country Road

Lovely private 1 bedroom apartment with shared entry. Located in bucolic Lyme Ct. which has nearby beaches, tourist attractions, nature parks, small town living, hiking etc. Sparkling clean! Fully equipped kitchen, dining and living spaces incl laundry. Enjoy the outdoor sitting area with sounds of nature and wildlife. Comfortable furnishings, include a sleeper sofa for an extra guest or 2! Private and peaceful yet close to shopping, dining, area attractions and nature pursuits.

FamilyValueBathroom

5.0 out of 5 average rating, 25 reviews

Top guest favourite

A landscaped garden features vibrant flowers in various colors, surrounded by green shrubbery. A stone pathway leads through the garden, with comfortable seating areas visible in the background. The space is shaded by trees, creating a serene outdoor atmosphere.

Private room in New Milford

"The Parsonage" 1 or 2 Bdrm Suite with full bath

A completely renovated farmhouse ( formally a parsonage) built in 1890. Beautifully landscaped gardens and sitting areas located in the backyard. Backyard amenities include a patio, fire pit, hammock and picnic table. Check in through front door ( shared by owner) to stairs leading to second floor to guest quarters, which include a Master BR, living room/dry kitchenette with mini fridge and large full bath. A 2nd bedroom is available at an additional cost of $30.00 per guest,per night.

ValueLocationSolo travel

4.91 out of 5 average rating, 374 reviews

Top guest favourite

A spacious bedroom features a large queen bed with a contrasting striped blanket. Nightstands are positioned on either side, and a lamp provides soft lighting. Two windows with light-filtering curtains allow natural light to fill the room, complemented by a beige carpet.

Guest suite in Marlboro

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

LocationValueParking

4.96 out of 5 average rating, 548 reviews

Top guest favourite

A cozy bedroom features wood-paneled walls and a large window that opens to a private deck. A flat-screen TV displays a serene landscape, while a circular table is positioned beside the bed, which is adorned with neutral-toned pillows and a textured blanket.

Private room in Valley Stream

Valley Stream House

Rustic decor in a serene quiet dead end. There is no smoking allowed in the home. The front porch and upstairs bedroom deck area is always lit up with chairs for you in the evening. There is a refrigerator, tea, and fresh coffee available in your room along with a fresh water dispenser. Conveniently located near the train station (25 min ride to NYC), 15 min from JFK Airport, food (Amazing Pizza, Chinese food, & Deli) & laundry service is up the block. No space shared

FamilyValueView

4.97 out of 5 average rating, 429 reviews

Guest favourite

Private room in Sag Harbor

Peaceful Sag Harbor Geodesic Dome home

Convenient to all of the Hamptons, Sag Harbor has an amazing harbor, fabulous restaurants, cool mom-and-pop shops, and a quaint New England vibe. The most picturesque spot in the Hamptons, Sag Harbor is truly a gem. My house is a Buckminster Fuller-designed geodesic dome home. You'll be in a quiet cul-de-sac community 1 mile from Main Street with access to the back deck. Please check out all the photos to ensure my place is perfect for you.

ValueLocationCheck-in

4.92 out of 5 average rating, 166 reviews

Guest favourite

A serene bedroom features a spacious bed dressed in white linens, accompanied by an assortment of plush pillows. A bedside table holds a lamp and a small vase of flowers. Natural light pours through sheer curtains, illuminating the artwork on the wall.

Private room in Southampton

Perfect in SH ~ Private Room Near Village Center

Bed & Breakfast Style ~ Old world charm in a turn of the century classic "Hamptons" house, one block from Southampton village and one mile from the beach. *Perfect place to work remotely with plenty of space and strong WIFI, ask about special weekday pricing for longer stays.* *I have a total of four rooms, each can be booked separately so you can come with friends or family! See all of my listings by clicking on my profile image.*

LocationFamilyHeating

4.97 out of 5 average rating, 178 reviews

Guest favourite

A serene front porch features two wooden chairs positioned next to a small side table. A vibrant blanket is draped over one chair, and a potted plant hangs from the ceiling. Natural light filters through the nearby windows, enhancing the welcoming atmosphere.

Guest suite in Hampton Bays

Beautiful, Bright 3 room suite w/private entrance

Private entrance with front porch You will have 2 private bedrooms, 1.5 private bathrooms, and a large bright and cheerful private entrance room with a large couch and TV with Roku. Mini Fridge stocked with water. Coffee maker, hot water kettle, microwave, toaster, coffee and tea provided This suite is private and not shared with hosts 4 guests maximum, after 2 guests there is a $40 fee per additional guest per night

FamilyLocationSleep quality

4.95 out of 5 average rating, 130 reviews

Guest favourite

The sleeping area features two cozy single beds, each adorned with light floral-patterned bedspreads and pillow arrangements. A serene piece of wall art depicting a tranquil landscape hangs above, adding a calming touch to the green walls.

Home in Beacon

Hiking Hideaway on the Ridge

Come and enjoy a few days in the Hudson Valley. Located on 7 acres in Beacon, NY, our place is a short ride to Main Street and family-friendly activities including art galleries, restaurants, museums, hiking and sightseeing. The nightlife is lively especially on Second Saturday, and you are only little over an hour by train to NYC. You'll love the secluded ridge location, and your friendly host and hostess.

LocationFamilyView

4.9 out of 5 average rating, 195 reviews

Superhost

The main living area showcases a cozy sofa, complemented by a vibrant throw pillow. A round coffee table sits atop a patterned area rug. Natural light filters through the windows, illuminating the space and enhancing the modern decor.

Flat in Mystic

Super Cute & Cozy Apartment in Downtown Mystic!

Live large in a small space! This lovely little one bedroom apartment in downtown Mystic packs a surprisingly big punch for its size and is walkable to almost everywhere! The Seaport, the drawbridge, the Amtrak Station are all less than a ten minute walk away. Well-behaved pets are welcome for a $60 fee. Onsite laundry is available in the garage by request.

FamilyValuePets

4.85 out of 5 average rating, 510 reviews

Guest favourite

A cozy living area features two light grey armchairs positioned around a rustic wooden coffee table. Decorative items are arranged on the table, and wood beams add character to the ceiling. A dining area with a black table and chairs is visible in the background.

Cottage in Goshen

Stuart Cottage/Minutes to Mohawk Ski Area

The Stuart Cottage is located on the grounds of the Mary Stuart House Bed and Breakfast. Owned by Mary and managed by Elizabeth, the cottage has one bedroom, wifi and plenty of charm...truly the perfect place to relax in a rustic, low-key location in the heart of the Litchfield Hills. Mohawk Mountain and Tyler lake are just a short car ride.

LocationFamilyBack garden

4.94 out of 5 average rating, 176 reviews