Bed and breakfast vacation rentals in Middlesex County

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Top-rated bed and breakfast rentals in Middlesex County

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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 favorite

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.

Private room in East Hampton

4.9 out of 5 average rating, 10 reviews

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

Home in Lyme

4.9 out of 5 average rating, 91 reviews

Luxurious country guest house

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 favorite

Private room in Guilford

4.73 out of 5 average rating, 243 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 favorite

Private room in East Hampton

5 out of 5 average rating, 75 reviews

The Yuletide pool and water front

Direct waterfront OWNER OCCUPIED property. Two upstairs bedrooms in a colonial home in a country setting with river views and the third upstairs bedroom has a wooded view. Guests have access to the pool (when in season) and deck areas which overlook the river. 2 full baths, the one upstairs is dedicated to the guests and the one downstairs is shared with owners and guests. Guests may prepare food in the kitchen or use the grill on the deck. TV is only in the living room, not in bedrooms.

Guest favorite

Cottage in Lyme

5 out of 5 average rating, 15 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.

Private room in Westbrook

5 out of 5 average rating, 9 reviews

Dog Friendly Salt Island Room at The Westbrook Inn

Looking for a welcoming New England experience? The Vintage Westbrook Inn Bed & Breakfast is a perfect choice. Homemade breakfast daily in our cozy dining room complete with candlelight and roaring fire in season. In warm months dine Al Fresco on our sunny patio with fire-pit. We sit on the banks of the Patchogue River and are just two blocks from the Beach. We offer Kayaks, Bikes and Beach Essentials as well as many inside and outside nooks for peaceful relaxation.

Hotel room in Madison

5 out of 5 average rating, 5 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.

Hotel room in Madison

5 out of 5 average rating, 4 reviews

Sereno's Retreat

This room is named after the homestead's original owner, Sereno H. Scranton. Tucked away in the rear of the home, this a bright and sunny gem of a room with 4 big windows looking out on to the rear gardens. You also have the beautiful view of our giant Norway Spruce which is the tallest tree in Madison. This room offers a full sized bed and a private bathroom with shower. This guest room is not pet friendly.

Hotel room in Madison

4.95 out of 5 average rating, 37 reviews

Madison Getaway

This first floor deluxe room has a fireplace, private bath, large two person Jacuzzi, rain shower and queen size bed. The back window overlook the vista of the gardens, water fountain and gazebo. A cozy sun porch, and a large porch with wicker rockers to relax with lemonade, or wine as you watch the town go by the front view of the inn. This guest room is pet friendly.