Bed and breakfast vacation rentals in Middlesex County

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Middlesex County

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

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Guest favorite
Apartment in New Haven
4.83 out of 5 average rating, 233 reviews

English Garden Studio, Pet Friendly

Tucked inside a beautifully restored Carriage House the spacious Studio offers a peaceful light filled retreat with timeless, charm and thoughtful comforts , room darkening drapery , Hotel quality linens , sitting area and a table and chairs for a truly restful stay. Exceptional privacy.large double shower w/ seats Full kitchenette 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.

Superhost
Private room in Hamden
4.86 out of 5 average rating, 356 reviews

Location & Charm! minutes to Yale/New Haven/QU

Great location with old world charm and amenities galore! We are right off Pkwy, 10 min from I-91/95 and 8 minutes from New Haven,Yale, QU. Free parking in the quiet,desirable Whitneyville . Guest manual in the room. Walk to best Irish pub, stores,trail and park. Offer 1 bedroom beautifully decorated with a queen bed, cable TV, wifi on private guest floor with private bathroom with a shower and jacuzzi bath. A separate guest lounge w/fridge and microwave. Includes continental breakfast.

Guest favorite
Guest suite in Mystic
4.89 out of 5 average rating, 94 reviews

Pet Friendly King Suite 3 Min Walk Downtown, Charm

There are 2 seperate suites for rent. These are not connected but both open up to a large, private terrace surrounded by gardens. Relax and enjoy the charms of downtown Mystic. Located on the historic property of Captain William Morgan, an 18th century sea captain, this private Carriage House is situated just a 1/4 block from downtown, in the heart of Mystic, but also quiet & secluded. The larger suite sleeps 3 with a king bed and smaller full size futon. The smaller suite has a king bed.

A cozy master suite features a spacious bed with decorative pillows and a textured green accent pillow. Natural light filters through an arched window, highlighting wooden flooring. A small table holds a potted plant and candles, while artwork and a decorative statue adorn the room.
Home in Lyme
4.9 out of 5 average rating, 92 reviews

Luxurious country guest house/renovated barn

Welcome to this peaceful guest house in the country just two hours from NYC or Boston. Cook in, dine out, hike, go to the beaches, watch the sunset on the CT River, sit by the fire pit in the alpaca field or the adirondack chairs in the orchard, go for a bike ride through the hills of Lyme and across the river to Chester via the ferry... These are some of my favorite things to do here at the farm. Follow us at flatrockfarmct . c o m! For immediate responses, please call/text 212/987/0933.

Superhost
Private room in Guilford
4.74 out of 5 average rating, 277 reviews

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!

Guest favorite
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
5 out of 5 average rating, 22 reviews

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.

Top guest favorite
Private room in Stonington
4.95 out of 5 average rating, 309 reviews

Twin beds in classic New England home near the sea

Enjoy quick (10 minutes) access to some of Rhode Island's most beautiful beaches while staying in our charming home on four acres of farmland. Watch Hill and Westerly RI just minutes away. Great leaf-peeping as well during the Fall. Connecticut's Mystic Seaport, Mystic Aquarium, Mystic Shopping Village, and downtown Mystic, a 15 minute drive. PLEASE BE AWARE: THIS IS A ROOM AND PRIVATE BATH IN AN OWNER OCCUPIED HOME. YOUR HOSTS LIVE IN THE HOME.

Guest favorite
Private room in Sag Harbor
4.92 out of 5 average rating, 156 reviews

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.

Top guest favorite
Private room in Colchester
4.95 out of 5 average rating, 114 reviews

Johnston Room at The O'Connell House Inn

*Our Inn features 4 unique guest rooms to choose from! Rooms accommodate 2-4 guests. Preview them all on our website or host’s Airbnb profile. Set in the heart of Colchester’s quaint downtown Village District, and overlooking the Town Green, The O’Connell House is an 1840 Greek Revival that has been thoughtfully renovated to showcase historic character and modern amenities. Conveniently central to downtown, local and regional activities.

Guest favorite
A bright and airy living space is shown, featuring a cozy seating area with a large window, surrounded by indoor plants. A rustic dining table with metal stools occupies the center, while a small exercise bike and a television are positioned in view. Natural light illuminates the room.
Apartment in Westerly
4.93 out of 5 average rating, 30 reviews

Guest Suite Garden & Retreat

Beautiful, peaceful, 750 sqft; located between downtown Westerly & beaches. Quiet, surrounded by gardens - end of road. No cars or people passing. It has everything you need: patio, garden, queen size bed; new mattress, beautiful cotton bedding, kitchenette (air fryer, microwave, toaster, outdoor, grill, fridge-but no stove/oven), TV, WIFI, parking, and more.

Guest favorite
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.
Apartment in Mystic
4.87 out of 5 average rating, 485 reviews

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.

Guest favorite
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
4.95 out of 5 average rating, 170 reviews

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.

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