Bed and breakfast holiday 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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Top guest favourite

Guest suite in Fairfield

4.93 out of 5 average rating, 163 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; exclusive use of kitchen (was the main kitchen of the house); private entrance to space thru side door of the house. Two large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Superhost

Guest suite in Mystic

4.89 out of 5 average rating, 91 reviews

Carriage House at 26 Pearl Street

There are 2 seperate suites for rent. These are not connected but both open up to a large, private terrace surrounded by gardens. Relax and enjoy the charms of downtown Mystic. Located on the historic property of Captain William Morgan, an 18th century sea captain, this private Carriage House is situated just a 1/4 block from downtown, in the heart of Mystic, but also quiet & secluded. The larger suite sleeps 3 with a king bed and smaller full size futon. The smaller suite has a king bed.

Guest favourite

Home in Lyme

4.9 out of 5 average rating, 92 reviews

Luxurious country guest house/renovated barn

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 favourite

Private room in Guilford

4.74 out of 5 average rating, 260 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!

Top guest favourite

Private room in Colchester

4.95 out of 5 average rating, 102 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. All reservations include complimentary continental breakfast. *Our B&B features four unique guest rooms to choose from! Rooms can accommodate 2-4 guests. Preview them all on our website.

Guest favourite

Private room in Preston

5 out of 5 average rating, 5 reviews

Casino Lake Vineyard The Cottage Inn 1st Flr/ #5

The Cottage Inn is just minutes to Foxwoods / Mohegan Sun Casinos, Mystic , Groton, Stonington and Rhode Island. After a day exploring wineries, breweries, and farms or taking an enchanting day trip experiencing the rich history of the area. We created the ideal retreat for those seeking tranquility yet the convenience of the casinos, restaurants and local attractions. Indulge in the perfect getaway where every detail is designed to exceed your expectations and create lasting memories.

Top guest favourite

Cottage in Lyme

5 out of 5 average rating, 20 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.

Guest favourite

Private room in Hamden

4.86 out of 5 average rating, 331 reviews

Location & Charm! minutes to Yale/New Haven/QU

Great location with old world charm and amenities galore! We are right off Pkwy, 10 min from I-91/95 and 8 minutes from New Haven,Yale, QU. Free parking in the quiet,desirable Whitneyville . Guest manual in each room. Walk to best Irish pub, stores,trail and park. Offer 2 lovely BRs (separate listings) each beautifully decorated with queen beds, cable TV, wifi on private guest floor: guests share bath w/jacuzzi, and lounge w/fridge and microwave. Includes continental breakfast.

Top guest favourite

Private room in Columbia

4.96 out of 5 average rating, 220 reviews

Waterfront B&B with Hot Tub, Kayaks & Fire Pit

Hello and welcome to the Moss Island Bed & Breakfast. We are a waterfront B&B located on a peaceful State Park Reserve. The B&B offers water views from almost every room and is picturesque during all 4 seasons. It is the perfect place to relax, rejoice and reconnect. Here guests can soak in the indoor hot tub, roast smore’s by the fire, enjoy a glass of wine by the water, go for a kayak ride, hike a nearby nature trail, explore the private island, take a nap on the hammock, etc...

Guest favourite

Private room in Tolland

4.94 out of 5 average rating, 155 reviews

Hot Tub Suite on Historic Town Green 7 ml to UCONN

Welcome to The Old Tolland Inn Hot-tub Suite! This gorgeous queen bedroom is offered with its own ensuite bath, complete with 2-person hot tub! The home is circa 1700s and is a registered Historic Property. It previously operated as a Bed & Breakfast for over 25 years. Private entry, private outdoor sitting area for morning coffee overlooking the Historic Tolland Green. Convenient to I-84 and UCONN. Great location for Brimfield, Old Sturbridge Village, and Hartford.

Guest favourite

Private room in New Haven

4.82 out of 5 average rating, 215 reviews

Amadeus "English Garden Studio"

Totally private! This is a ground level studio, totally self contained. Off street parking close to door 1 queen bed We have a common entrance as well as a “Private Entrance “, W/ Keypad ,steps free Visiting Yale , SOM, Peabody , Cathedral ceilings, skylights, French doors A large table with two arm chairs loveseat, dresser,lg closet Private Bath ,W/ double shower kitchenette w/ kurgic coffee maker Great Wi. laundry room in main house Terrace & pond

Superhost

Private room in New London

4.94 out of 5 average rating, 179 reviews

The Garden Rooms

Welcome 2025 We've been through a snowy, cold and gray Winter but 48 Vauxhall is ready to welcome you warmly. New linens, new pillows, new porch details and as always, sparkling clean. We've added some new items to our breakfast menu - think chocolate, pastry cream and fresh raspberries with our usual yummy scones, fresh fruit and a delicious entree. So looking forward to meeting you.