Bed and breakfast vacation rentals in Middlesex County

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Top-rated bed and breakfast rentals in Middlesex County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Superhost

A historical home is set amidst lush greenery, featuring a well-maintained garden with vibrant flowers in the foreground. The house's welcoming facade includes multiple windows and a classic porch, while a flag gracefully flutters by the entrance, enhancing the overall charm of the property.

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.

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.

A rustic porch area is featured, with a wooden deck hosting an inviting seating arrangement. Decorative cushions are placed on the chairs, and a small table sits in front. Natural greenery surrounds the outdoor space, creating a peaceful atmosphere.

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

A charming house features a light green exterior with white trim and a spacious front porch. Sheltered by large trees, the porch is adorned with hanging plants and a welcoming purple entryway, inviting guests to relax in a serene outdoor space.

Private room in Guilford

4.73 out of 5 average rating, 242 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

An aerial view of a spacious carriage house is presented, surrounded by lush greenery. The building features a long driveway with multiple garage doors and a wide porch area with seating. Soft clouds drift across a blue sky above, enhancing the serene setting.

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.

A wooden dock extends over calm waters, featuring a light blue kayak resting on one side. Lush greenery surrounds the serene environment, with a few houses visible in the distance against a clear blue sky.

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.

Top guest favorite

The image depicts a spacious in-ground heated pool surrounded by a paved deck. A white picket fence borders the area, providing a sense of privacy. Lush greenery can be seen in the background, contributing to the tranquil country setting.

Private room in East Hampton

5 out of 5 average rating, 76 reviews

The Yuletide pool and water front

Direct waterfront OWNER OCCUPIED property. Three upstairs bedrooms in a colonial home in a country setting with river and wood ed views.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.

Top guest favorite

A front porch is framed by blooming pink flowers, providing a vibrant backdrop. Two dark wooden chairs are positioned on the porch, facing the serene view. The light-colored siding and elegant windows enhance the welcoming entrance of the historic house.

Private room in Colchester

4.95 out of 5 average rating, 94 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. *Our B&B features four unique guest rooms to choose from! Rooms can accommodate 2-4 guests. Preview them all on our website.

Guest favorite

The exterior of The O’Connell House features a classic white façade with large windows and a front porch adorned with hanging plants. A flag can be seen prominently displayed. The grounds are landscaped with large trees and grassy areas, providing a welcoming atmosphere.

Private room in Colchester

4.98 out of 5 average rating, 45 reviews

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

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

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.

Superhost

A classic two-story home is framed by lush greenery and well-maintained lawns. The exterior features a prominent front entrance with a covered porch, large windows, and the American flag displayed. Colorful flowers and neatly landscaped shrubs add to the inviting atmosphere.

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.