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Bed and breakfast vacation rentals in Middlesex County

Find and book unique bed and breakfasts on Airbnb

Top-rated bed and breakfasts in Middlesex County

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

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Guest favourite
A charming brick house is framed by lush greenery and vibrant blue hydrangeas. A white picket fence borders the garden, and the front porch features decorative columns, enhancing the welcoming facade of the property.
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.

Guest favourite
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 favourite
A charming exterior view showcases a garden with vibrant green plants and flowering purple blooms. A quaint birdhouse stands nearby, adding color. The light gray house features inviting front steps, decorative planters, and white picket fencing, surrounded by lush trees for a serene outdoor atmosphere.
Guest suite in Mystic
4.89 out of 5 average rating, 93 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, 276 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 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
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.

Guest favourite
Private room in Windsor
5 out of 5 average rating, 11 reviews

Breakfast is the most important meal of the day!

Foodies will love this experience! We are very serious about breakfast, your meal will be prepared specifically for you each morning of your stay. We take pride in unique and delicious offerings using locally sourced seasonal options. Your room, The Avery is an oasis in time and space with gorgeous 1920's floral wallpaper, custom drapes, & luxury bedding. State of the art environment controls and plenty of charging stations for your devices. For more details explore Reaulthouse

Top guest favourite
Private room in Colchester
4.96 out of 5 average rating, 113 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.

Superhost
A classic two-story inn features a symmetrical façade with arched windows and a welcoming front porch. Lush greenery surrounds the property, complemented by colorful flower beds. An American flag is proudly displayed, enhancing the overall charm of the well-maintained exterior.
Hotel room in Madison
5 out of 5 average rating, 6 reviews

The Seahorse

This guest room is situated in the back of the inn with a private entrance. A bright and sunny large room with queen sized bed and private bathroom with shower. There are two cozy chairs to relax in after a long day at the beach or shopping. This room comes with a small additional space and is outfitted with a small refrigerator, a microwave and table & chairs ideal for long term stays. This guest room is pet friendly.

Guest favourite
Apartment in Mystic
4.87 out of 5 average rating, 483 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 favourite
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.

Top guest favourite
A spacious bed with white linens is positioned against a rustic wooden headboard featuring a sign that reads 'Pomfret.' An antique lamp and a small side table accompany the bed, while a framed picture hangs on the wall. Natural light filters through the windows.
Private room in Pomfret
5 out of 5 average rating, 74 reviews

Barn Swallow Suite @TONMAR

Inn at Tonmar - The Barn Swallow Suite Step through the door of our 18th century barn and into the Barn Swallow Suite. This unique space offers a king bed, antique armoire, sitting area, & refrigerator. Open the door & walk onto the adjoining deck that overlooks gardens, hayfields, & a pond surrounded by wild flowers & frogs.

Popular amenities for Middlesex County bed and breakfasts

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