Vacation rentals with breakfast in Middlesex County

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Top-rated breakfast rentals in Middlesex County

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Superhost

Room in Essex

5.0 out of 5 average rating, 3 reviews

Garden View Room at the Pond House

The Pond House, a Waterfront Retreat is located in Essex a few minutes from town. Located on 3 acres in a private country setting, the property has park like grounds; stroll through the gardens, enjoy multiple fire pits with sitting areas, hiking trails, fishing, access to kayaks and row boat on the pond. This is a perfect place if you’re looking for a place to relax, have some tranquility while you’re enjoying time away — offering a retreat that’s peaceful in a quiet and relaxed environment.

Mar 16 – 23

R2,192 ZAR per night

Guest favorite

Place to stay in Middletown

4.96 out of 5 average rating, 24 reviews

A Luxury Estate, Elegant, Private~White Lion Manor

Escape the frenzy of the world in this family friendly rental, every detail is taken care of, From the stunning garden, pool, and courtyard views. With over 7,500 sq ft of opulent living space, White Lion Manor is more than a stay—it’s a unique experience tailored for those seeking the extraordinary. The 6 person hot tub, sauna, massage chair, and endless amenities will help you Indulge in the opulence of our meticulously curated mansion and immerse yourself in the lavish lifestyle you deserve.

Aug 13 – 20

R12,980 ZAR per night

Guest favorite

Room in East Hampton

4.97 out of 5 average rating, 31 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.

Jul 9 – 16

R4,300 ZAR per night

Guest favorite

Room in Guilford

4.73 out of 5 average rating, 224 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!

Mar 10 – 17

R2,082 ZAR per night

Cottage in Lyme

5.0 out of 5 average rating, 11 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.

Jul 23 – 30

R3,926 ZAR per night

Home in Higganum

4.7 out of 5 average rating, 159 reviews

Historic Mansion, Gardens & Meadow

This is a historic Italianate 1841 Mansion - original 9 foot ceilings, native white oak flooring throughout. The mansion and surrounding 4 acres of gardens, lawns, meadow and picnic area are a beautiful quiet place to relax by yourself or to plan with us your events or group gatherings. The 4th bedroom on the 1st floor is available only for groups larger than 6 people. Guest quarters are located in the main part of the house. My wife and I live in a separate part of the house.

Jun 25 – Jul 2

R2,276 ZAR per night

Home in Madison

Lovely Beach Home near Private Beach

Great home in quiet beach neighborhood. One floor ranch style living. Large glass enclosed sunroom, bright eat-in kitchen with breakfast bar, three bedrooms, two full baths. The master suite is newly renovated. Private backyard has a deck and gas grill. House has its own private beach. 2 kayaks and bikes are available. Close to downtown Madison, I-95 and train station. Home is available for July 2022. July 1-8 $5000; July 9-23 $8500; July 9-30 $12,750; July 1-30 $16,500.

Nov 20 – 27

R15,166 ZAR per night

Guest favorite

Guesthouse in Guilford

5.0 out of 5 average rating, 61 reviews

Page Guest House

Updated, private detached guest house in the center of Guilford's historic district just steps from the town center. The guest house is completely renovated. Walk to everything including shops and restaurants. Town Beach and doc are just under 1.5 miles away. The second bedroom has a twin bed. You have to walk through twin room to get to master. Apartment is one floor with no steps. Bathroom is tiled and shower is walk in with no lip or tub and is easily accessible.

Sep 25 – Oct 2

R4,729 ZAR per night

Home in Deep River

4.6 out of 5 average rating, 10 reviews

Private Lake Hideaway Nestled in the Woods

A unique and beautiful home surrounded by private woods and trailed state forests. The private lake offers exclusive access to the handful of homes enjoying lakefront property. Cast a line and hook one of the many trophy bass that abound in this serene lake; where boats powered by paddles and oars glide threw this spring fed water. The Master Suite with sliding glass doors to the solarium and deck allows for great comfort, privacy, and a breathtaking panorama view.

Jan 17 – 24

R9,261 ZAR per night

Guest favorite

Cottage in Madison

5.0 out of 5 average rating, 102 reviews

Shabby Chic Retreat

Welcome to Greenfield Cottage! We are located in a quiet neighborhood close to the town village and beaches. Hammonasset State Park & Beach is about 4 miles from us. Chatfield Hollow is also nearby. When in CT we stay in the studio apt on the lower level of the cottage. It has a separate entrance & garden space and is soundproof. PLEASE NOTE: The pet fee is $25/night, per pet (not per stay). Laundry Rm is accessible to guests and hosts.

Nov 3 – 10

R5,432 ZAR per night

Guest favorite

Home in Essex

4.97 out of 5 average rating, 124 reviews

The Cozy Nook

Our Cozy Nook is a comfortable and spacious apartment with an open floor plan. Nestled in a peaceful country neighborhood makes it a relaxing get away. Nearby we have endless hiking trails, beaches, the Connecticut River and cozy villages with delicious dining, two professional theaters, galleries and one of a kind shops. The Nook offers a warm and welcoming place to stay while enjoying the surrounding area.

Sep 9 – 16

R2,245 ZAR per night

Superhost

Home in Colchester

The O'Connell House, whole home rental

Set in the heart of Colchester’s historic downtown Village District and overlooking the Town Green, The O’Connell House is an 1840 Greek Revival that has been thoughtfully renovated with historic touches and modern hospitality. Ideal for group getaways and celebrations, intimate gatherings, wedding-day prep space or stylish film/photo shoots. Close to casinos. Breakfast is included for overnight guests.

Jul 9 – 16

R12,907 ZAR per night