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Bed and breakfast holiday 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, 232 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, 355 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
Private room in East Hampton
4.97 out of 5 average rating, 33 reviews

The Bevin House B&B, 2 people, Chauncey Rm

Bed & Breakfast located in East Hampton. This historic mansion was build in 1872 and has 15 Rooms including a Library with over 1200 books. The outside has a wrap around deck, in ground heated pool and a gated entrance. Located near CT wine trail, Rule of 3's brewery, Airline hiking trail & much more... Each stay includes a gourmet breakfast. The Abner & William rooms share a bathroom on the 3rd floor. The Chauncey & Stanley share a bathroom on the 2nd floor. Philo has a private bathroom.

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.

Guest favourite
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, 275 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
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 favourite
Private room in Colchester
4.95 out of 5 average rating, 111 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 favourite
A serene bedroom features a spacious bed with light linens, complemented by white bedside tables and lamps. A desk with a comfortable chair is positioned near a large window, offering wooded views. Fresh towels are neatly arranged on the bed, enhancing the room's inviting atmosphere.
Private room in Manchester
4.97 out of 5 average rating, 30 reviews

2 Bedroom Suite, Full Bath, Country Setting

B and B with 2 Bedrooms and Bath comprise a private suite on second floor in an owner occupied home. Natural setting on 3 acres of tall oak & pine. Easy drive to City or Colleges, it’s a great refuge after a busy day’s activities or sightseeing. Kitchen is open 7-10 am for coffee and continental breakfast with an outdoor patio available. Cooking privileges are not included. Tell us who will accompany you & why you chose our place.

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
A bright bedroom features a king size bed with a quilted coverlet, flanked by two bedside tables. Natural light enters through three windows, illuminating the hardwood floor. A rocking chair and wooden trunk add character to the room, complemented by green walls and tasteful decor.
Private room in Stonington
5 out of 5 average rating, 9 reviews

Private Room C at Dragonfly Inn

Deans Mill Farm, once a functioning livestock farm, is now home to a beautifully renovated 5-bedroom bed and breakfast and shares the property with Dragonfly Equestrian Center and Dragonfly Disc Golf. This 78 acre property is just minutes from I-95 and down the road from downtown Mystic and the Stonington Borough. With views of horses running in the pastures, this is for sure an experience you won't want to miss.

Guest favourite
Private room in Preston
5 out of 5 average rating, 12 reviews

Lakeview Suite | King Bed Lake & Vineyard View

Welcome to The Lakeview Suite at The Cottage Inn, a peaceful retreat with beautiful lake and vineyard views. Featuring a comfortable king bed and private ensuite bathroom, this inviting suite is just minutes from Foxwoods, Mohegan Sun, Mystic, Groton, Stonington, and Rhode Island. The perfect place to relax after a day of casinos, dining, shopping, or coastal exploring.

Popular amenities for Middlesex County bed and breakfasts

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