Bed and breakfast holiday rentals in Middlesex County

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 the room. Walk to best Irish pub, stores,trail and park. Offer 1 bedroom beautifully decorated with a queen bed, cable TV, wifi on private guest floor with private bathroom with a shower and jacuzzi bath. A separate guest lounge w/fridge and microwave. Includes continental breakfast.

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.

Pet Friendly King Suite 3 Min Walk Downtown, Charm

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.

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.

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!

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.

SunnyCozyRoom/Clean/Quiet/Private/Nature

A sunny clean second fl private room in a contemporary owner occupied two stories single-family house, charming garden, 2h NYC/Boston, 35min Hartford, 8 min golf course Self-check-in. cotton bedding FULL size SOFT mattress Required shoes off No pets allowed No smoking permitted No pets and service animals due to allergies and lack of experience Parties upon requesting A visible camera is installed in the shared kitchen not facing private areas. See "Safety" section for full details

Johnston Room at The O'Connell House Inn

*Our Inn features 4 unique guest rooms to choose from! Rooms accommodate 2-4 guests. Preview them all on our website or host’s Airbnb profile. Set in the heart of Colchester’s quaint downtown Village District, and overlooking the Town Green, The O’Connell House is an 1840 Greek Revival that has been thoughtfully renovated to showcase historic character and modern amenities. Conveniently central to downtown, local and regional activities.

English Garden Studio, Pet Friendly

This Studio offers a peaceful light filled retreat , room darkening drapery , Hotel quality linens , sitting area and a table and chairs for a truly restful stay. A queen size bed plus Full size sofa bed .large double shower w/ seats Full kitchenette for simple meals. This is a ground level queen studio, easy access to gardens,terrace and pond. a “Private Entrance “W/ Keypad , free Off street parking close by.

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.

The Garden Rooms

Welcome 2026! 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.

Stuart Cottage/Minutes to Mohawk Ski Area

The Stuart Cottage is located on the grounds of the Mary Stuart House Bed and Breakfast. Owned by Mary and managed by Elizabeth, the cottage has one bedroom, wifi and plenty of charm...truly the perfect place to relax in a rustic, low-key location in the heart of the Litchfield Hills. Mohawk Mountain and Tyler lake are just a short car ride.