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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Guest favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 150 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.

Guest favourite

Private room in New Haven

4.88 out of 5 average rating, 114 reviews

The Cozy Top Floor Room in Yale Neighborhood

Th house is in Yale neighbourhood. Spacious bedroom with shared bath in more than one hundred years old house with a big backyard and front yard off Prospect Street. Off-street Parking. Close to downtown New Haven and Yale campus. 10-25 minutes walk to Yale campus or downtown. 1-min walk to Yale free Shuttle Blue Line. This is a mix of American and Chinese culture family and have a sense of home feeling. Rentals are also available for long staying guests. Weekly and monthly prices are cheaper.

Top guest favourite

Guest suite in Mystic

4.89 out of 5 average rating, 83 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.

Home in Lyme

4.9 out of 5 average rating, 92 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 favourite

Cottage in Lyme

5 out of 5 average rating, 18 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 New Haven

4.82 out of 5 average rating, 207 reviews

Amadeus "English Garden Studio"

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

Guest favourite

Private room in Hamden

4.86 out of 5 average rating, 318 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.

Guest favourite

Private room in Manchester

5 out of 5 average rating, 26 reviews

Your own 2 Bedroom Guest Suite w/Full Bath

Guests love the space and privacy of this 2nd floor two Bedroom Suite w/ Full Bath in a well cared for home, surrounded by acres of tall oak and pine. Queen Bed in one bedroom & Full Bed & Desk in the other. Portacrib available. Enjoy morning coffee at the breakfast bar or privately on the patio or screened porch, Easy access to Colleges and City via I-384. Tell us who will accompany you & why you are visiting this area so that we can be sure to meet your needs.

Guest favourite

Private room in Tolland

4.94 out of 5 average rating, 150 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.

Top guest favourite

Private room in Coventry

4.99 out of 5 average rating, 196 reviews

Jan's Phoenix Nest Lakefront B&B

15 minutes from the University of Connecticut on pristine Coventry Lake. Our B&B has all modern amenities. We offer a second floor bedroom and a private bath in our recently built home. Also a private sitting room and balcony overlooking the lake. Come and enjoy beautiful Coventry Lake and delicious breakfasts each morning. Food allergies? No worries, we are happy to provide wonderful gluten, egg, and/or dairy-free breakfasts. Hosted by Jan & Tom.

Guest favourite

Private room in New London

4.97 out of 5 average rating, 174 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.

Guest favourite

Flat in Westerly

4.93 out of 5 average rating, 27 reviews

Guest Suite Garden & Retreat

Beautiful, peaceful, 750 sqft; located between downtown Westerly & beaches. Quiet and surrounded by acre+ gardens at the end of the road. No cars or people passing. It has everything you need: patio, garden, queen size bed; new mattress, beautiful cotton bedding, kitchenette (air fryer, microwave, toaster, outdoor, grill, fridge-but no stove/oven), TV, WIFI, parking, and more.