Bed and breakfast holiday rentals in Middlesex County

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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 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

Studio apt in June rents with main 4 bdrm house only. Price incl both listings-total 5 bdrms. August weekends pricing just for Studio . 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 favourite
Private room in Hamden
4.86 out of 5 average rating, 349 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 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
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
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
4.83 out of 5 average rating, 230 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!

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.

Top Guest favourite
Private room in Stonington
4.95 out of 5 average rating, 302 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 favourite
A cozy bedroom features a spacious bed adorned with a floral comforter and decorative pillows. Two bedside lamps provide soft lighting, while a vintage mirror and framed artwork hang on the vibrant blue walls. A comfortable armchair with a patterned fabric is positioned near the window.
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 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
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
4.86 out of 5 average rating, 464 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.

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