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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
Private room in Hamden
4.86 out of 5 average rating, 348 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.

Superhost
Hotel room in Madison
5 out of 5 average rating, 3 reviews

The Town View

What a rare treat to delight in a large and roomy space all to yourself in a quaint historical home. Be surrounded by five sunny windows that offer a panoramic view from so many different vantage points. The cozy nook with sofa bed, chairs, and desk with chair are perfect for sharing wine and cheese or to read a book. Slumber in the comfy queen sized bed and enjoy the bright bathroom with Jacuzzi tub and gentle rain shower that complete this guest room. This guest room is not pet friendly.

Guest favourite
Private room in New Haven
4.88 out of 5 average rating, 114 reviews

The Cozy Top Floor Room in Yale Neighborhood

Th house is in Yale neighbourhood. Spacious bedroom with shared bath in more than one hundred years old house with a big backyard and front yard off Prospect Street. Off-street Parking. Close to downtown New Haven and Yale campus. 10-25 minutes walk to Yale campus or downtown. 1-min walk to Yale free Shuttle Blue Line. This is a mix of American and Chinese culture family and have a sense of home feeling. Rentals are also available for long staying guests. Weekly and monthly prices are cheaper.

Guest favourite
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.

Guest favourite
Apartment in New Haven
4.82 out of 5 average rating, 228 reviews

English Garden Studio, in the Carriage house

Tucked inside a beautifully restored Carriage House the spacious Studio offers a peaceful light filled retreat with timeless, charm and thoughtful comforts . Hotel quality linens , sitting area and a calming pallet of neutrals and blues for a truly restful stay. Exceptional privacy. Easy access to Nearby attractions, dinng & culture This is a ground level queen studio, a “Private Entrance “W/ Keypad ,steps free Off street parking ,lg closet private bathroom , well equipped kitchenette

Guest favourite
Private room in Guilford
4.75 out of 5 average rating, 273 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!

Top Guest favourite
Private room in Colchester
4.95 out of 5 average rating, 111 reviews

The Johnston Room at The O'Connell House B&B

Set in the heart of Colchester’s historic downtown Village District and overlooking the Town Green, The O’Connell House B&B is an 1840 Greek Revival that has been thoughtfully renovated with historic touches and modern hospitality. Conveniently close to downtown amenities and local/regional activities. All reservations include complimentary continental breakfast. *Our B&B features four unique guest rooms to choose from! Rooms can accommodate 2-4 guests. Preview them all on our website.

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, 21 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 Southold
5 out of 5 average rating, 19 reviews

Vine + Sand Southold, NY's Newest B&B-Room 3

CHECK OUT OUR LOW SEASONAL RATES 50% OFF PEAK SEASON PRICES 6 WINERIES IN UNDER A MILE NO CLEANING FEES NO EXTRA PERSON FEES FREE BIKES FREE BEACH PASSES We're a genuine, licensed B&B. Experience this Insta-ready, newly renovated 1820 farmhouse. Your comfort and relaxation are our goal; designer flourishes are inside and out, filled with unique all-new furnishings. Our Salon features the latest in the arts: sculpture, painting, poetry, readings. Nothing has been overlooked.

Top 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

Guest favourite
Private room in Harwinton
4.86 out of 5 average rating, 77 reviews

SunnyCozyRoom/Clean/Quiet/Comfortable

A sunny clean second fl private room in a contemporary owner occupied two stories single-family house, charming garden, 2h NYC/Boston, 35min Hartford, 8 min golf course Self-check-in. cotton bedding FULL size SOFT mattress Required shoes off No pets allowed No smoking permitted No pets and service animals due to allergies and lack of experience Parties upon requesting A visible camera is installed in the shared kitchen not facing private areas. See "Safety" section for full details

Guest favourite
Private room in Manchester
5 out of 5 average rating, 29 reviews

2 BR Suite, perfect for 2 to 4 guests, full bath

Guests love the space and privacy of this 2nd floor two Bedroom Suite w/ Full Bath in a well cared for home, surrounded by acres of tall oak and pine. Queen Bed in one bedroom & Full Bed & Desk in the other. Portacrib available. Enjoy morning coffee at the breakfast bar or privately on the patio or screened porch, Easy access to Colleges and City via I-384. Tell us who will accompany you & why you are visiting this area so that we can be sure to meet your needs.

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