Holiday rentals with breakfast in Fairfield County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Fairfield County Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Guest favourite
Home in Cornwall-on-Hudson
4.92 out of 5 average rating, 163 reviews

Cozy Riverfront Victorian in the Hudson Valley

JoanRating, 5 stars3 weeks ago
We stayed at Sarah's place during graduation week at West Point. The house worked well for our group of 8. We loved having such a well equipped kitchen and the comfortable beds. The yard is beautiful with a great patio and, grill and fire ring out back. We saw a lot of deer and the view of the Hudson River is fantastic. Sarah was a great host! I definitely would recommend staying here!
Home in Beacon
4.86 out of 5 average rating, 125 reviews

BeaconsGreatGetaway(Firepit,backyard,bbq,crib,farm

KingsleyRating, 5 stars1 month ago
This was our second time at this Airbnb. The location is perfect . 5 mins from Downtown , 5 mins from the train station and 5 mins from Mount Beacon . The house is perfect for our needs , clean and spacious while remaining cozy . We’ll be back . Thanks Suzanna
Superhost
Home in East Haven
4.8 out of 5 average rating, 145 reviews

Casa al Mare Beachfront Retreat Oceanview

RickiRating, 5 stars1 month ago
Great location, home was perfect for the occasion and the view/beach was beautiful.
Guest favourite
Home in Poughkeepsie
4.85 out of 5 average rating, 27 reviews

Charming 1925 Craftsman Home

TimothyRating, 5 stars5 days ago
Absolutely enjoyed this charming home with all of its character! We spent a weekend pact with games and cozied up watching movies. Had a nice bubble bath in the deep tub and slept like a baby in the soft beds.
Top Guest favourite
Home in Cornwall
4.98 out of 5 average rating, 44 reviews

Sunset House: near West Point, Hiking & Woodbury

CamilleRating, 5 stars3 weeks ago
Our family stayed here for my son's West Point graduation. This was our second visit and we were thrilled to be back. This house is well taken care of, clean, and relaxing. It's close to the town of Cornwall, grocery stores, etc so you have access to what you need. The hosts are responsive, helpful and welcoming. Highly recommend!
Home in Stratford
4.57 out of 5 average rating, 7 reviews

Home In Stratford, Connecticut

KristinaRating, 5 stars25 months ago
I came to Stratford to attend a nearby graduation ceremony. The house was a perfect location, close to everything (I highly recommend The Whiskey Barrel). There was even a small playground/pond right around the corner . When I arrived to the home, check-in was a breeze. He provided us with complimentary drinks and snacks which was a nice surprise after a long drive. My 9 year old son approved of the book selection. Durresamin also decorated the kitchen island to celebrate my graduation!!!! The place was spotless! We enjoyed our stay, Thanks
Guest favourite
Home in Highland Falls
4.97 out of 5 average rating, 61 reviews

West Point Hudson Valley Getaway

TimRating, 5 stars6 months ago
We stayed at Patrick’s place to attend an Army football game. Everything was perfect and easy. It’s really close to campus/post. It’s a nice little town and close to Cold Spring where we had lunch on Friday. Thanks for a great weekend.
Guest favourite
Home in Hyde Park
4.94 out of 5 average rating, 114 reviews

Hyde Parks Hideaway

LoriRating, 5 stars1 week ago
Patrick's home was perfect for our stay. Kitchen was well equipped although we only cooked breakfast. Bathroom was stocked as well. Beds were comfortable. The location was great. The sunroom was peaceful. We enjoyed watching the birds while drinking moring coffee and tea. Would recommend

Apartment rentals with breakfast

Apartment in Wallingford
4.74 out of 5 average rating, 94 reviews

Wallingford Getaway

BrianRating, 5 stars1 month ago
Cozy and unassuming, Gina makes you feel at home. Fresh, homemade continental breakfasts were great! It is pet friendly, but ours stayed home. We wouldn’t hesitate to bring them next time. Nice fenced yard. We were in town for a graduation at Q Law. The unit is just a few minutes drive to downtown Wallingford and the Q campuses.
Top Guest favourite
Apartment in Beacon
4.91 out of 5 average rating, 100 reviews

Beacon Hills Retreat Apartment

WayneRating, 5 stars3 weeks ago
Dan's home is in a peaceful and private place. Great spot to get away from the "noise" but be within a quick short drive of Beacon or Fishkill, for whatever you need or want to do. The bedroom is a good space that's cozy with windows overlooking nature and a clean comfortable bed. Dan is a kind and considerate person who thinks about details like having a few things in the kitchen for his guests like fresh milk, coffee and even a late night snack if needed. It was a great stay and I would do it again.
Apartment in New Haven
4.8 out of 5 average rating, 5 reviews

Wooster Retreat | Pizza | Boho

KimberlyRating, 5 stars3 weeks ago
Excellent location-walkable to many of the restaurants and downtown. Alex and Josh responded pretty much immediately with any questions we had. Would definitely stay again.
Guest favourite
Apartment in Guilford
5 out of 5 average rating, 6 reviews

Lakefront Country Oasis

SergioRating, 5 stars11 months ago
Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼
Guest favourite
Apartment in Hastings-on-Hudson
4.98 out of 5 average rating, 135 reviews

Spacious apartment in Hastings-on-Hudson near NYC

LloydRating, 5 stars1 month ago
We really enjoyed our three nights here. It’s a lovely place, with spacious rooms filled with light from large windows. Each room has thoughtfully chosen, comfortable and well-placed furniture, with no feeling of clutter. Antoinette’s, a wonderful bakery, is a short walk down the hill for coffee, breakfast and lunch. Just behind the house there’s an entrance to a wonderful, shady trail with views of the Hudson. Nicole and Mike are gracious hosts who communicate very well.
Guest favourite
Apartment in New Haven
4.87 out of 5 average rating, 97 reviews

Convenient, Private & Quiet apartment downtown

MaciejRating, 5 stars1 month ago
The three of us (including an infant) have spent 7 months in Truman’s apartment. The place is exactly as described in the offer - has everything you would need for either shorter or longer stay. Apartment is located close to the Wooster Square and Yale campus, so is very convenient both for work and outdoor activities. On top of that Truman was a superb host! Whenever we had an issue it took him no time to resolve it and he always went an extra mile to make sure we feel like at home. We really enjoyed meeting Truman and his family and staying at their place!
Guest favourite
Apartment in Stamford
4.88 out of 5 average rating, 48 reviews

Cozy and BizReady with private entrance & parking

DianeRating, 5 stars1 month ago
Franco’s place was perfect for my son’s one month stay when he moved to CT. The apartment was bigger than expected and nicely appointed with all the necessities and everything you needed to feel at home! It was in a safe neighborhood with shopping and all you needed close by. Onsite parking was very convenient. It was truly perfect and better than advertised! Franco was the very perfect host quickly responsive to all of our inquiries! I will be staying there when I visit my son in the future! Thank you Franco for being so kind and helpful as my son was relocating!
Guest favourite
Apartment in Waterbury
4.92 out of 5 average rating, 73 reviews

Luxury Stay, Free Parking, Close To All Essentials

SteveRating, 5 stars1 week ago
Nice clean apartment,, very homey

Bed and breakfast rentals with breakfast

Superhost
Hotel room in Madison
5 out of 5 average rating, 4 reviews

Sereno's Retreat

MirandaRating, 5 stars43 months ago
Lovely b&b in a cute town with everything you could want/need. Michael was a great host and the breakfast was delicious. Comfy sleeping arrangements and just all around a lovely experience. Will definitely be back!
Superhost
Private room in Stormville
5 out of 5 average rating, 3 reviews

Peaceful Room w/ Work Space

DanielRating, 5 stars1 month ago
It was a such a pleasure to spend time there while I was in the neighborhood teaching a Gravity Golf school. The hospitality was next level and the conversations were wonderful. Thank you!!!
Guest favourite
Shared room in Poughkeepsie
5 out of 5 average rating, 28 reviews

Tiny space double bed corner with privacy screen

JackRating, 5 stars6 months ago
The bed was nice and comfy! Appreciate the stay!
Guest favourite
Private room in Cortlandt Manor
4.96 out of 5 average rating, 143 reviews

Connors Colonial Inn

JeremyRating, 5 stars4 months ago
a wonderful cabin with a great ambience and very welcoming hosts. the fire, record player, breakfasts, birds in the morning, and more all make for a perfect stay.
Guest favourite
Private room in Roxbury
4.98 out of 5 average rating, 40 reviews

Mine Hill Getaway West Room

SarahRating, 5 stars8 months ago
Renee was a very nice host. The room was clean and the bed comfortable!
Guest favourite
Private room in Hamden
4.86 out of 5 average rating, 318 reviews

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

ChrisRating, 5 stars2 weeks ago
Sue's place was very comfortable and she was welcoming. Her communication was Top 10 in response time and clarity. Convenient location for me as I wanted to be close to New Haven and Hamden to visit family. I liked the cozy guest lounge for reading.
Guest favourite
Home in Beacon
4.89 out of 5 average rating, 166 reviews

Hiking Hideaway on the Ridge

ZohraRating, 5 stars1 week ago
Rosemary and Ed were warm hosts. They had great advice on where to join hiking trails surrounding their property. The space is welcoming, clean and as described. Rosemary kindly offered us some fresh veg from their garden! Would 100% recommend.
Top Guest favourite
Private room in Congers
5 out of 5 average rating, 13 reviews

The Treeline - Luxury on Rockland Lake

JessicaRating, 5 stars3 months ago
Ms King’s home was such a delight. The views a gorgeous, the wildlife very plentiful, and the home is pristine. I wish I had more time to enjoy time with the house, nature, and the host, Bien, who was so friendly. You can tell she loves the property, the animals, and servicing her guests to the best. When I’m back in town, I’ll be checking to see if there’s availability at Ms King’s home. The only place I want to stay at in Rockland Lake.

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