House vacation rentals in Fairfield County

Find and book unique houses on Airbnb

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Popular amenities for Fairfield County house rentals

House rentals with a pool

Guest favorite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
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!!
Guest favorite
Home in New Milford
4.95 out of 5 average rating, 21 reviews

Spacious and relaxing New Milford 5br home w pool!

ElizabethRating, 5 stars4 months ago
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.
Top guest favorite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 months ago
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!
Superhost
Home in Carmel Hamlet
4.67 out of 5 average rating, 3 reviews

Stone Cottage

LauraRating, 5 stars3 months ago
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.
Guest favorite
Home in Stamford
4.96 out of 5 average rating, 247 reviews

Midcentury Modern ZenHouse Sculptor Studio

GonzaloRating, 5 stars4 days ago
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.
Guest favorite
Home in North Salem
4.94 out of 5 average rating, 31 reviews

North Salem Home with Pool & Great Yard

DanielleRating, 5 stars6 months ago
This was a lovely home. Very easy getting inside. Everything was exactly as listed, pictured and described. We felt so cozy and welcomed by Susan. The house had everything you could possibly need to make your stay easy and convenient and was very clean. I had a few questions during our visit and Susan was extremely responsive and so kind. I highly recommend this home. The beds were very comfortable. Showers were very nice and had great water pressure and nice hot water. We truly felt at home and we're beyond satisfied. I highly recommend this home for anyone need of an Airbnb in the area. Lovely home and property.
Top guest favorite
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars2 months ago
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.
Superhost
Home in Fairfield
4.71 out of 5 average rating, 7 reviews

Modern Beach Area Vacation Home With Pool

VRating, 5 stars17 months ago
We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.

Weekly house rentals

Superhost
Home in Fairfield
4.86 out of 5 average rating, 81 reviews

Bright 3-bedroom house with ample parking & patio!

AiméeRating, 5 stars2 months ago
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!
Superhost
Home in Pound Ridge
4.86 out of 5 average rating, 49 reviews

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

PaulRating, 5 stars1 week ago
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!
Superhost
Home in Stamford
4.94 out of 5 average rating, 115 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars1 week ago
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!
Guest favorite
Home in Brookfield
4.82 out of 5 average rating, 22 reviews

Lake Candlewood Retreat

FabioRating, 5 stars5 months ago
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..
Superhost
Home in Greenwich
4.8 out of 5 average rating, 100 reviews

Greenwich abode Close to Just about Everything

ChrisRating, 5 stars3 months ago
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
Top guest favorite
Home in Stamford
4.98 out of 5 average rating, 232 reviews

Bright Stylish Chic 4BR 4BA Home

ShefaliRating, 5 stars1 month ago
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!
Guest favorite
Home in Fairfield
4.9 out of 5 average rating, 106 reviews

Fairfield 2nd Fl–2 Rms | Exclusive Entry & Parking

Corri AnnRating, 5 stars2 months ago
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!!
Guest favorite
Home in Norwalk
4.89 out of 5 average rating, 37 reviews

Entire House on Scenic Estate with Private Pond

KristyRating, 5 stars1 month ago
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.

Private house rentals

Guest favorite
Home in New Fairfield
4.95 out of 5 average rating, 79 reviews

The Lakeside Nook

MarisaRating, 5 stars2 weeks ago
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
Top guest favorite
Home in Wilton
5 out of 5 average rating, 14 reviews

Nature Retreat on 2.5 Acres

MichelleRating, 5 stars3 weeks ago
Perfect for our family get together! Home was spacious yet cozy, quiet with beautiful surroundings. Very clean with lots of amenities. Host was very responsive. Enjoyed our stay!
Guest favorite
Home in Stamford
4.96 out of 5 average rating, 23 reviews

Modern Tranquil Home In Connecticut- 40 min to NYC

JohnRating, 5 stars7 months ago
Phyllis and Tony were terrific hosts. They were helpful and friendly. The property is very, very nice...from the private enclosed deck area with attractive plantings to the very comfortable living room/dining area...it was terrific. We had a big age spread...from 60's to 30's to 10 months. It was excellent for all of us. It is remarkable how quiet and peaceful the immediate neighborhood is while being 5-10 minutes from everything you could need. From pizzas to grocery stores...everything was easily accessible. We cannot thank Phyllis and Tony enough for the wonderful time we spent at their property. John and Ellen, and family
Guest favorite
Home in Carmel Hamlet
4.93 out of 5 average rating, 73 reviews

Country getaway with pool and hot tub on 9 acres

VinnyRating, 5 stars2 months ago
We loved our stay in Calum's Airbnb! It is a short commute from NYC and conveniently located between two main areas with plenty of grocery store and restaurant options. The home itself is well equipped with an amazing kitchen and many board games - so we were always entertained.
Superhost
Home in Fairfield
4.81 out of 5 average rating, 122 reviews

Southport Shoreline Charm: Elegant Coastal Escape

OctavioRating, 5 stars3 weeks ago
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.
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 10 reviews

New England Charm!

DavidRating, 5 stars3 months ago
The house had everything I needed for a business-related stay near Waterbury.
Superhost
Home in Ridgefield
4.81 out of 5 average rating, 21 reviews

Log House, sits on 3acres. A retired mini farm.

TaylorRating, 5 stars2 weeks ago
Great stay! Tough to heat the downstairs if it’s cold, but a great cozy space nonetheless. Would definitely recommend :)
Top guest favorite
Home in New Milford
4.97 out of 5 average rating, 106 reviews

Idyllic retreat on the water <1.5 hrs to NYC.

BenjaminRating, 5 stars4 days ago
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!

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