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Bed and breakfast vacation rentals in Middlesex County

Find and book unique bed and breakfast rentals on Airbnb

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Popular amenities for Middlesex County bed and breakfast rentals

Family-friendly bed and breakfast rentals

Top guest favorite
An open suite area is shown, featuring a red accent wall and comfortable seating. A small dining table sits near windows with natural light, while a microwave and refrigerator are positioned nearby. Light carpet enhances the spaciousness, creating a cozy atmosphere.
Private room in Hamden
5 out of 5 average rating, 30 reviews

Beautiful au pair suite - 800 sq ft

TeresaRating, 5 stars3 weeks ago
I have stayed with Laura before and it is always a good experience! Lovely accomodations, thoughtful touches and a friendly host!
A country lodge is set among lush greenery, featuring a ramp that leads to a spacious front porch. The exterior is characterized by a neutral-toned facade, surrounded by well-maintained gardens and trees, creating a welcoming entrance.
Hotel room in Cornwall
5 out of 5 average rating, 5 reviews

Cornwall Lodge - King Room (pet friendly)

RobertRating, 5 stars42 months ago
Stacey was sweet and gracious. The Cornwall Inn is a cute little inn that is a mix of inn and roadside motel. We stayed in a room in the motel part and felt comfortable. The entire place was well maintained and cleaned. Nice job Stacey and family! We will be back!
The exterior of a charming house is visible, featuring a spacious wrap-around porch adorned with potted plants. Lush greenery and mature trees provide shade, enhancing the inviting appearance of the home. The upper floor displays windows with dark shutters, contributing to the overall aesthetic.
Private room in Mystic
5 out of 5 average rating, 32 reviews

Mermaid Inn - Mermaid Room

BrittanyRating, 5 stars58 months ago
The Mermaid Inn was magical in every aspect. Josephine is the most gracious host, and her culinary skills are unmatched!
A charming lodge is set among lush greenery, featuring a wooden ramp for accessibility. The exterior showcases a combination of light-colored siding and a welcoming porch with steps leading to the entrance, offering a peaceful and serene environment.
Hotel room in Cornwall
4.94 out of 5 average rating, 17 reviews

Cornwall Lodge - Queen Room (pet friendly)

BelindaRating, 5 stars13 months ago
Lovely place, very clean. Will be back.
Guest favorite
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
5 out of 5 average rating, 26 reviews

Your own 2 Bedroom Guest Suite w/Full Bath

SvetlanaRating, 5 stars3 months ago
Virginia was a wonderful host! Everything was perfect - clean, cozy, and so peaceful. The place is in a quiet and pleasant area, making it a great spot to relax. A special thank you for the little breakfast each morning and the freshly brewed coffee - it was such a lovely touch! We truly enjoyed our stay and would love to come back.
A landscaped yard is visible, featuring a gentle slope leading to a two-story building. The house is framed by lush green trees and a gravel driveway, with large windows allowing natural light. The setting is serene, surrounded by greenery.
Private room in Cornwall

Cornwall Inn - Two beds (sorry, no pets)

GenyRating, 5 stars11 months ago
A very pleasant experience, we will be back!
Superhost
A bright bedroom features a spacious bed with a white coverlet and a decorative red-striped pillow. Nightstands with lamps are positioned on either side. Two windows with blackout shades allow for light control, complementing the soft gray carpet and pale green walls.
Private room in Shelter Island
4.85 out of 5 average rating, 20 reviews

Candlelite Inn queen room private detached bath

IanRating, 5 stars35 months ago
John's bed and breakfast / the Candlelight Inn is a wonderful experience. The room was clean, beautifully kept and just as advertised. I would highly recommend this stay and shelter island in general, as there are many beautiful beaches, stores and restaurants all 5-10 minutes away. The final night of our stay ended with our eating dinner on the porch with fireflies and other guests. We even snagged some furniture from the thrift store across the street!
The exterior of a family-run country inn is seen surrounded by lush greenery. A well-maintained lawn leads to the entrance, with a gravel parking area visible in front. The building features multiple windows and a welcoming facade, indicating a cozy atmosphere.
Hotel room in Cornwall
5 out of 5 average rating, 6 reviews

Cornwall Inn - Suite w/2 bedrooms (sorry, no pets)

DianaRating, 5 stars21 months ago
Very beautiful place and peaceful surroundings. Breakfast is really good and hosts are very nice and friendly. The rooms were very clean and spacious. We enjoyed our stay

Bed and breakfast rentals with breakfast

An outdoor seating area features four woven chairs arranged around a small glass table on a wooden deck. A vibrant patterned rug adds color to the space, complemented by blooming red flowers in nearby pots. Surrounding greenery is visible in the background.
Private room in Shelter Island Heights
5 out of 5 average rating, 4 reviews

SEVEN on Shelter - Queen Guest Room

NicoleRating, 5 stars13 months ago
What a perfect spot in Shelter Island! Beth and team were amazing - we were visiting one night for a wedding on the island and the ceremony was at 2 PM the day we were arriving. I messaged Beth and she was extremely helpful with providing early check in to ensure we could get ready prior to the event! The actual B&B is beautiful - fantastic design, super clean, cool art and the backyard area with the pool is so dreamy. There is even a little workout area near the pool with a Peloton and a Lululemon mirror. Its a short drive from the North ferry, lots of restaurants and cafes and only a short walk to the beautiful Crescent beach. It is such a serene setting and I truly feel like I am on vacation.The room was beautiful and the bed was comfy, I am OBSESSED with the hand soap and have to find it for myself because it smells SO GOOD! I would 100000% recommend staying here and I will definitely be back!
Top guest favorite
A marble fireplace serves as a centerpiece, framed by a light blue wall. Above, two portraits are displayed in round frames. Shelves with decorative items and framed photographs sit atop the mantle, while patterned curtains adorn the windows, allowing soft light to enter the room.
Private room in Colchester
4.95 out of 5 average rating, 96 reviews

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

JaneRating, 5 stars4 weeks ago
Brian and Jean were wonderful hosts. Their B&B is warm and welcoming. Our room was clean and cozy. After a delicious breakfast make by Brian, we left well rested and well fed!
A historic mansion with intricate architectural details is surrounded by lush greenery. The exterior features colorful wooden siding and multiple windows, allowing natural light to flood the interior. A welcoming porch is situated at the entrance, enhancing the overall charm of the property.
Private room in East Hampton
4.97 out of 5 average rating, 33 reviews

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

WesleyRating, 5 stars11 months ago
Brilliant! Our stay was everything I needed and more. The house and amenities were perfect for the trip and no matter the time or the request, they took care of everything. We had some amazing conversations and the lemon cupcakes are to die for!! thanks for everything
Guest favorite
A tranquil scene showcases a salt-water pool surrounded by neatly arranged garden flowers, featuring pink blooms in the foreground. A patio area with lounge chairs is visible, alongside a verdant lawn and a pergola adorned with decorative lighting in the background.
Private room in Roxbury
4.98 out of 5 average rating, 40 reviews

Mine Hill Getaway West Room

SarahRating, 5 stars8 months ago
Renee was a very nice host. The room was clean and the bed comfortable!
Top guest favorite
The exterior of the historic barn features a warm wooden facade, with large windows and a prominent circular window at the top. A welcoming yellow door opens to the entrance, complemented by seasonal decorations including pumpkins and vibrant flower beds.
Private room in Pomfret
5 out of 5 average rating, 47 reviews

Barn Swallow Suite @TONMAR

EileenRating, 5 stars1 month ago
I love this place so much that I almost wish I could keep it a secret, but then all you wonderful people wouldn't experience being hosted by Martha and Tony. Idyllic doesn't even begin to describe their gorgeous property and you'll have a separate space from the main house to stay in - a renovated barn with a generously sized suite for guests. The space is filled with antiques, and you can tell that each one has its own story. The bed is super comfy, the room has a modern split system to keep the space at the right temperature, and the bathroom is pristine and has everything you need. What makes each stay really special is the farmer's breakfast that Martha brings to her guests in the morning, filled with fresh and warm goodies for every palate. Martha herself has become a dear friend to me over the years and I look forward to staying with her again in October.
A sandy beach stretches alongside calm waters, with a wooden barrier marking the shore. Residential homes and trees line the background, complemented by gentle waves reflecting sunlight. A person walks a dog along the shoreline, contributing to the serene coastal atmosphere.
Private room in Westbrook
5 out of 5 average rating, 9 reviews

Dog Friendly Salt Island Room at The Westbrook Inn

SamanthaRating, 5 stars21 months ago
Amazing inn, so clean - great location, their team paid attention to details and I slept like a rock. Thank you Meri!
Top guest favorite
A classic Greek Revival mansion is showcased, featuring white columns and a traditional entrance. The front garden is landscaped with various plants, surrounded by vibrant flowers. Banners hang from the porch, adding a festive touch to the exterior.
Private room in Stonington
4.93 out of 5 average rating, 14 reviews

House of 1833 Bed and Breakfast...The Ivy Room

AmeliaRating, 5 stars5 months ago
One night will never be enough. When you first walk in you are immediately immersed into another world. A world of a life well lived.. a world full of stories. We didn’t want to leave and have already decided to return! Thank you Evan!
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, 5 reviews

The Seahorse

StephanieRating, 5 stars6 months ago
This was a quick overnight trip but wow, was I impressed. To have a place that welcomes dogs, and yet is so pristine and welcoming. I’m disappointed to have missed breakfast with the group. I would absolutely stay here again if I find myself on the S side of CT. Thank you for being to prompt and responsive and making check in so easy Michael!

Bed and breakfast rentals with a patio

Top guest favorite
A bright and airy bedroom features a queen size bed with a white coverlet, a wooden chest at the foot, and a vintage mirror. Natural light filters through sheer white curtains, illuminating a cozy seating area with a pink armchair. A split AC/heat unit is visible on the wall.
Private room in Stonington
5 out of 5 average rating, 18 reviews

Private Room E at Dragonfly Inn

YasminaRating, 5 stars8 months ago
My daughter and I fell in love with the Dragonfly Inn. We are huge Gilmore Girls fans, so that was our initial draw, but our expectations were exceeded before we even arrived. The hosts are so communicative and we were made to feel right at home. The property is far enough from the hustle and bustle that you can truly relax but close enough that its a quick trip to local attractions. The Inn and its surrounding property are beautiful and we were even able to peek in to see the horses! We’re already discussing with our family to visit again soon!
Top guest favorite
A vintage living room features a plush sofa and elegantly styled chairs, arranged around a glass coffee table. Warm lighting is provided by ornate lamps and a chandelier. Large windows are adorned with rich curtains, allowing soft natural light to filter in.
Private room in Putnam
4.98 out of 5 average rating, 88 reviews

The Albert C Luke House

Learner-AdamsRating, 5 stars3 weeks ago
Charles was a friendly and responsive host. The location was beautiful and close to shopping and restaurants. We loved our stay. The house was gorgeous.
Superhost
Aerial view highlights the expansive Amos Lake surrounded by lush greenery and trees, with gentle hills in the background. Visible features include a serene winery pond and spacious grounds, integrating natural beauty with open landscapes, creating a tranquil atmosphere.
Private room in Preston
5 out of 5 average rating, 3 reviews

Lake - Vineyard - Casinos Cottage Inn 2nd Flr/#2

LoriRating, 5 stars12 months ago
We stayed here recently because we had a trip at the casino planned. We felt right at home. Rooms were cozy and comfortable very clean. John was accommodating knowledgeable and very responsive. The property is beautiful and peaceful. Next time we plan on going up to the casino and spending the night, we would book again. Yes, girl.
Guest favorite
A spacious bedroom is furnished with a large bed featuring distinct vertical posts and white linens. A desk with lamps and a comfortable chair are positioned beside the bed. Natural light floods the room through large windows, complemented by a simple area rug on the wooden floor.
Private room in Southold
5 out of 5 average rating, 14 reviews

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

MichelleRating, 5 stars2 months ago
What an amazing stay and such fabulous hosts! The home has so much charm and character with exquisite detail and high end amenities. Mark and Johnny went above and beyond to make our stay incredible! When I left, I felt like I was leaving my family! I can't wait to return!
A front porch is showcased with white wicker chairs and a small table set atop a woven rug. Colorful flower pots line the railing, complementing the greenery in the background. Natural light enhances the inviting feel of this relaxing outdoor space.
Private room in New Haven
5 out of 5 average rating, 11 reviews

THE EMERALD INN AUTHENTIC BED & BREAKFAST

CharlesRating, 5 stars3 weeks ago
Nora was an exceptional host, very accommodating, helpful and friendly. She provides a great breakfast . Our private room had a private bath outside the room, which was no problem. I highly recommend Nora's BnB.
A two-story home is shown, featuring a light gray exterior and a porch with steps leading to the front door. The spacious backyard is visible, with greenery and a motorcycle parked nearby. Trees with autumn foliage are seen in the background.
Private room in West Haven

A home made comfortable for Yale university staff

DavidRating, 5 stars37 months ago
Fantastic value and location!
Superhost
An elegant dining room is visible through an open doorway, featuring a large table surrounded by wooden chairs. Natural light enters through the windows, accented by soft drapes. Antique chandeliers hang above, enhancing the classic decor with wooden trim and a serene area rug.
Private room in Windsor

Graduation season is around the corner, book now!

ChristineRating, 5 stars7 months ago
Sandra and Tom are amazing hosts. Everything is so cozy and they are incredibly warm and welcoming, it was home away from home! Sandra is an amazing cook and was so accommodating to our individual preferences. Highly recommend and definitely would stay here again!!
Superhost
An aerial view captures the expansive Amos Lake, surrounded by lush greenery and rolling hills, showcasing a peaceful landscape. The reflection of trees and sky on the water creates a calming scene, while the nearby vineyards add to the natural beauty of the area.
Private room in Preston
5 out of 5 average rating, 3 reviews

Lake -Vineyard - Casinos Cottage Inn 2nd Flr/ #3

NickRating, 5 stars11 months ago
Absolutely loved my stay at the cottage. The property is so peaceful and beautiful, it was the perfect place to escape. I stayed in room 3 and found the bed extremely comfortable, with soft, great quality sheets, blankets, pillows and towels. The AC works great and you can control the temp for your own room. The rooms do share walls with other guest rooms, but I was lucky and my neighbors were also quiet and considerate so it was not a problem at all. Coffee, bagels and cereal are always available in the nicely appointed shared kitchen, which also has full fridge, microwave and oven for you to use. Loved looking out over the vineyard with my morning coffee and taking a dip in the lake! 10/10 recommend, can't wait to come back again!

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