
House vacation rentals in Fairfield County
Find and book unique houses on Airbnb
Top-rated house rentals in Fairfield County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Fairfield County house rentals
House rentals with a pool

2 homes in one (in-law design) w/salt water pool
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!

Amazing Home w. Pool + Basketball Court on 3 Acres
The house was so gorgeous and comfortable! Warm kitchen, beautiful spaces to lounge, luxurious bathrooms, and spacious bedrooms. We felt very at home. And Dylan was very responsive. We had an overly exciting exit from the house due to snowy conditions and he raced over to help salt the driveway. Highly recommend a stay at his house — I can’t wait to come back in the summer and use the pool!

Spacious and relaxing New Milford 5br home w pool!
Jarret was extremely helpful and friendly. The house was exactly what we needed. I will definitely come back and stay here next time I’m in town.

Garden Level Suite with Beautiful Pool
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Stone Cottage
The stone cottage was the perfect getaway for our New Years trip! The space is cozy and well appointed, and the host was thoughtful and accommodating when we ended up arriving in town earlier than anticipated. We would love to come back and stay in the summer to sit by the pool in such private and peaceful surroundings.

Midcentury Modern ZenHouse Sculptor Studio
I stayed here for a weekend and I wished I would have stayed longer. Perfect spot for a getaway and relaxation. Olga was a really caring and warm host, super attentive at all time, always saved some food for us when she cooked. The house was clean, organized, with natural lighting everywhere surrounded by a beautiful garden and a river with ducks and a swan. I would recommend this place to anyone who’s looking to relax, have a weekend to themselves and enjoy nature.

North Salem Home with Pool & Great Yard
Exactly what my family needed for a quiet getaway from the city. The huge yard and quiet surroundings were a blessing. Made friends with the woodpecker while enjoying a cup of coffee on the patio :) The house is well equipped and kept immaculate. the weather helped in allowing us to both enjoy the warmth of the fireplace, while also enjoying the hammocks. We loved our stay so much that we extended our stay by three days. Susan is a great host and is very thoughtful and friendly. I highly recommend this home to anyone ! Looking forward to coming back.,

Bright Mid-Century Modern Retreat-90 min from NYC
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Weekly house rentals

Bright 3-bedroom house with ample parking & patio!
My friends and I had a wonderful time at Alyson & Costa's Fairfield house! It's an absolutely adorable space in a great area. The hosts are responsive, helpful, and kind. I would recommend this Airbnb to anyone looking to stay in this area!

Hobbit House of Pawling
This place exceeded our expectations! An incredible place that was clearly a labor of love to build, decorate and maintain. I don’t imagine anyone who stays here will be disappointed - or soon forget their visit to this lovely property. Not only is it carefully and cleverly curated as a habitable homage to The Hobbit and the LOTR, it is also a genuinely comfortable and charming place to stay. The kitchen is well-equipped and the bathrooms are roomy and modern. Lots of outdoor spaces to enjoy, including the hot tub, nestled at the foot of a dramatic, rocky rise. Thanks to Jodi and Jim!

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
We had a great time at this lovely, antique home, complete with gardens and great big back yard! Bob, our Corgi, definitely approved! Easy access to Stamford and Bedford! Thanks for your thoughtful arrangements!

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

Lake Candlewood Retreat
Nice place .. host is very responsive and helpful and place is nice .. beautiful lake views .. spent 30 days while renovating my house Nd was a smooth stay..

Greenwich abode Close to Just about Everything
Please stay here and support Nicole.. what a wonderful host Comfortable, clean and safe home Snow storm hit overnight and we woke up to the sidewalk and steps already shoveled and salted … she even offered to dig out our car if the snow was piled up high enough Nicole was very proactive with great communication but we did not feel bothered Plenty of street parking right by the house We really enjoyed watching the ducks and other water fowl in the stream behind the house A little bit of nature to relax after a day in the city Thanks Nicole, we will be back to stay in your home again

Bright Stylish Chic 4BR 4BA Home
We had a wonderful time at Deirdre’s place which was a last minute booking. She was very responsive and we felt so much at home, with everything we needed to keep our family of 5 safe and occupied. We especially loved the playroom and books for all ages. The backyard tire swing and bird watching was a hit with my bigger kids too. There was lots of space to spread out if we had come with more family as well. Great stay- thank you again, Deirdre!

Fairfield 2nd Fl–2 Rms | Exclusive Entry & Parking
John and Crystal were super hosts. They communicated thoroughly and responded quickly, were flexible, and above all made us feel right at home. The location is close to everything and very quiet. The accommodations were extremely comfortable, and even though there wasn't a full kitchen, the items they provided were more than enough for our stay. The off street parking was optimal and when it did snow during our visit someone was there first thing to shovel. We appreciated the flexibility of the hosts and extended our stay. John and Crystal made our travels super easy and stress free that I know we will request to stay again! Thank you!!
Private house rentals

The Lakeside Nook
A perfect place for our family trip. Nestled in a peaceful beautiful area, close to the pond/lake. The home was so cozy and Monika was so responsive to our messages. Definitely would stay there again

Nature Retreat on 2.5 Acres
My family and I had a lovely Easter stay at Klaira's house. The home is very nicely laid out and well equipped. The beds are very comfortable and everything was spotless. There is a nice outdoor deck and gazebo area but the weather was a bit chilly so we did not get a chance to enjoy. We are familiar with this part of Connecticut so we had lots to do. The beautiful Weir Farm National Historic Park is nearby as are hiking trails and good restaurants a short drive away in Ridgefield and in Wilton. I recommend Klaria's comfortable house rather than a hotel for anyone looking for a family gathering spot for your New England stay.

Southport Shoreline Charm: Elegant Coastal Escape
Our stay was absolutely wonderful from start to finish! The accommodations were clean, comfortable, and well-maintained, with thoughtful touches that made us feel right at home.

New England Charm!
I've stayed her many times for business trips. Always convenient, comfortable and quiet. Meets my needs ideally.

Log House, sits on 3acres. A retired mini farm.
Great stay! Tough to heat the downstairs if it’s cold, but a great cozy space nonetheless. Would definitely recommend :)

Idyllic retreat on the water <1.5 hrs to NYC.
Jonathan’s home was a great find - such a beautiful spot on the river. Everything about the home and property was as described and Jonathan was a friendly and communicative host. I would definitely book again!

A newly renovated country house in Washington
Such a lovely home in a fabulous location. We had an amazing time and hope to stay again.

Entire House on Scenic Estate with Private Pond
We had a lovely stay. JP was extremely responsive and accommodating. The house was exactly as stated in the listing. We would stay there again if in the area.
Destinations to explore
- Rentals with a washer and dryer Fairfield County
- Rentals with beach access Fairfield County
- Rentals with a fire pit Fairfield County
- Rentals with a home theater Fairfield County
- Rentals with a hot tub Fairfield County
- Rentals with a fireplace Fairfield County
- Rentals with lake access Fairfield County
- Beachfront rentals Fairfield County
- Farmstay rentals Fairfield County
- Hotel rentals Fairfield County
- Apartment rentals Fairfield County
- Rentals with a patio Fairfield County
- Fitness-friendly rentals Fairfield County
- Rentals with pools Fairfield County
- Rentals with an EV charger Fairfield County
- Condo rentals Fairfield County
- Rentals with breakfast Fairfield County
- Family-friendly rentals Fairfield County
- Pet-friendly rentals Fairfield County
- Rentals with a kayak Fairfield County
- Kid-friendly rentals Fairfield County
- Guesthouse rentals Fairfield County
- Private suite rentals Fairfield County
- Villa rentals Fairfield County
- Rentals with outdoor seating Fairfield County
- Waterfront rentals Fairfield County
- House rentals Connecticut
- House rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Jones Beach
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Rye Beach
- Yale University
- Comedy Cellar
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- MetLife Stadium
- Inwood Hill Park
- United Nations Headquarters
- Point Lookout Beach District Park
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes