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Holiday rentals with breakfast in Tolland County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Tolland County

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

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Guest favourite
Apartment in New Haven
4.89 out of 5 average rating, 228 reviews

On the Park: 3 RM Apt. w/kit. in historic house

On East Rock Park, beautifully furnished, fully equipped kit. Private terrace overlooking the gardens. Apt. is on 3rd fl. in owners home. Comfortable and quiet, an ideal space for writers (check the reviews) and visitors to New Haven and Yale. Breakfast provided: muffins, yogurt,coffee,etc. Great neighborhood, restaurants and local markets in walking distance. Extensive guidebook. 940SF Need less space? 2 rm. suite on 2nd flr full bath. Search for pvt. room at the same location on the map.

Guest favourite
A cozy sleeping area features a spacious bed with plaid bedding and decorative pillows. A wicker chair sits beside the bed, and soft lighting is provided by two bedside lamps. A sliding door opens to a private outdoor space, adorned with patio furniture.
Cottage in Ledyard
4.92 out of 5 average rating, 122 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

Top Guest favourite
Home in North Haven
5 out of 5 average rating, 162 reviews

Luxury Stay in Expansive Historical Home

The Bassett House, originally built in 1802, this large historic farmhouse was elegantly remolded in 2018. North Haven, CT is centrally located and just minutes from Yale, Quinnipiac, UNH, and SCSU as well as shopping, the best restaurants, hiking trails state parks and beaches, and many local attractions including various vineyards. If you’re planning a business trip or a gathering for family or friends, then our home can provide you with an exceptional level of comfort during your time in CT!

Top Guest favourite
Apartment in Hartford
4.94 out of 5 average rating, 102 reviews

Signature Bloom # 54

Located in the Westend of Hartford near the West Hartford town line, minutes from Downtown Hartford, Convention Center, XfinityTheatre and local Hospitals. Come join us in your travels and let us accommodate your needs with personal touches. We offer a comfortable experience designed to meet your personal or business needs. Please enjoy our continental breakfast and fully equipped popcorn maker at your convenience! Signature Bloom🌱 HOSPITALITY IS our business… One Guest at a time

Top Guest favourite
Place to stay in Coventry
4.99 out of 5 average rating, 126 reviews

Getaway on RockFarm, UConn Quiet Retreat in Woods

The Getaway on Rock Farm, a quiet retreat designed for slow mornings, golden hours & deeply restful nights. A 600sf King Studio suite guests love. Option for an adult twin or add 1-2 children on the sofa bed. A living room, kitchen (DIY breakfast), dining & bath w/sundries & amenities. Great connections, WIFI 500 Mbps & ROKU TV. Play yard, outdoor dining, parking. A clean Suite w/superlative hospitality. The Getaway on Rock Farm is for people who don’t want more — they want less, done well.

Top Guest favourite
A light-filled living area is presented, featuring a comfortable grey sofa and armchair positioned around a decorative area rug. A dark coffee table sits in the center, and a television is visible in the corner, complemented by a window adorned with blue curtains.
Apartment in Mystic
4.97 out of 5 average rating, 306 reviews

Mystic Harbor Getaway - Best Spot Downtown

Walk out your front door and enjoy quintessential coastal New England. This family friendly apartment is on a quiet street and a 4 minute walk from all the main attractions. Grab a coffee at the renown Sift bakery and watch the boats navigate the historic Bascule Drawbridge. Meander along the placid Mystic River with breathtaking views of the Seaport and the Charles Morgan. The perfect spot to enjoy Mystic. There is another unit on the first floor. Quiet hours 10 pm-6 am. Yard is shared.

Guest favourite
A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.
Home in Feeding Hills
4.89 out of 5 average rating, 1,021 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Guest favourite
The exterior of a three-story home features a charming porch with seating and a canopy. Surrounding flower beds display vibrant blooms, while the well-maintained yard is framed by greenery. The building showcases classic design elements and large windows, inviting natural light indoors.
Apartment in New London
4.98 out of 5 average rating, 315 reviews

Quiet Neighborhood home close to everything

Spacious & charming 2 bed RM APT on the 3rd fl of my home, gives you all the comforts of home while you’re away. We are a quick walk to L&M (Yale) Hospital, Mitchell College, And EB NL Campus. Short drive to the Coast Guard Academy, Conn College, Domion (Millstone) and The US Submarine Base. And if you’re here for fun, we are 1.5 miles to Ocean Beach (borrow our pass for free access) 20 min to Mohegan Sun & 25 to Foxwoods and 15 min to Mystic.

Top Guest favourite
A wooden deck extends from the cottage, providing access to the exterior. Surrounding the deck, vibrant green ivy and blooming flowers create a natural border. The warm tones of the shingle siding complement the lush greenery, enhancing the inviting atmosphere of the home.
Bungalow in Mystic
4.99 out of 5 average rating, 378 reviews

Adorable Bungalow, Walk to Downtown Mystic!

Time for a getaway to historic Mystic, CT! Our lovely two bedroom cottage is available for you to enjoy. Take a short walk (less than half a mile) down the hill to downtown, and explore award-winning restaurants, as well as the adorable shops. Scenic views, a wonderful aquarium, and a walk through history at The Mystic Seaport make our town a very special place to visit. Enjoy walking distance to town, and enjoy your stay in our little cottage.

Guest favourite
A well-equipped kitchen is visible, featuring dark cabinetry and stainless steel appliances. A black refrigerator stands next to a compact dining table with wooden chairs. The area includes various kitchen utensils and appliances, with light streaming in from a nearby window.
Apartment in Middletown
4.91 out of 5 average rating, 138 reviews

Private Downtown Oasis

Private First Floor Rear Apartment of an 1849 historical home in the heart of Middletown, CT. One block walk to Wesleyan University with private parking. Main street also one block away with many great restaurants, and our best local coffee shop (Klekolo) just doors away from your apartment. The House is across from the public library. Stone patio in a lovely fenced in rear yard.

Top Guest favourite
A charming lakeside home is nestled among lush greenery, featuring a sloped roof and white siding. A small pedal boat rests gently on the water near a wooden dock, while an American flag stands proudly in the yard.
Home in Brimfield
4.94 out of 5 average rating, 180 reviews

Brimfield Lakeside Home Away from Home

Renovated Brimfield Lakeside Home: minutes to downtown Brimfield & Sturbridge offers two bedrooms plus additional upstairs loft sleeping area, one bath & sleeps six. We are a year round property located in a quiet cove on beautiful Little Alum Pond in Brimfield, Massachusetts. Extremely tranquil setting, yet plenty of great restaurants and shopping are just minutes away.

Top Guest favourite
A charming cabin with a red exterior sits surrounded by colorful autumn foliage, reflecting on the calm surface of a pond. A spacious deck is visible, featuring a patio chair and table, while a kayak rests nearby on the grassy shore.
Cabin in North Stonington
4.96 out of 5 average rating, 246 reviews

Come to the woods and snuggle in front of the fire

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

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