Bed and breakfast holiday rentals in Middlesex County

I have stayed with Laura before and it is always a good experience! Lovely accomodations, thoughtful touches and a friendly host!

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 Mermaid Inn was magical in every aspect. Josephine is the most gracious host, and her culinary skills are unmatched!

Lovely place, very clean. Will be back.

Virginia was very welcoming! I didn’t realize when booking that the accommodations were part of the main house (the whole second floor is the guest suite space), with the kitchen space shared. This was by no means a problem and was user error on my part. That being said staying here was the closest to a true bed and breakfast experience I’ve had using Airbnb. Virginia had a nice light breakfast with fresh fruit, pastries, bagels and coffee each morning which was delightful. It was one of the cleanest Airbnbs I’ve stayed in. Highly recommend if you’re comfortable with a partially shared space. If I’m back in the area, I would stay again!

A very pleasant experience, we will be back!

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!

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

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!

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!

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

Renee was a very nice host. The room was clean and the bed comfortable!

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.

Amazing inn, so clean - great location, their team paid attention to details and I slept like a rock. Thank you Meri!

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!

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!

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!

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.

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.

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!

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.

Fantastic value and location!

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!!

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!