House holiday 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

Superhost
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars9 months ago
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars1 month ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Guest favourite
Home in New Paltz
4.93 out of 5 average rating, 135 reviews

Harrison Field Book6Nights, 7th Free PoolBike2Town

EmmaRating, 5 stars4 weeks ago
We had a great stay at Nathan’s place. The playroom was great for our kids and we all enjoyed the pool. The view was also beautiful. We will definitely be back!
Guest favourite
Home in Commack
4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

AliceRating, 5 stars4 weeks ago
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!
Guest favourite
Home in Manorville
4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

SolomonRating, 5 stars1 month ago
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!
Guest favourite
Home in Port Jefferson
4.92 out of 5 average rating, 125 reviews

Port Jefferson Convenient, Cozy and Chic!

DaleRating, 5 stars2 weeks ago
We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 190 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

PaulRating, 5 stars1 week ago
We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.
Guest favourite
Home in Englewood
4.94 out of 5 average rating, 158 reviews

Englewood NJ Country Carriage House (15 min NYC)

SarahRating, 5 stars2 weeks ago
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️

Weekly house rentals

Superhost
Home in Newtown
4.86 out of 5 average rating, 7 reviews

Serenity by Lakefront Cottage!

LuisRating, 5 stars1 month ago
Definitely recommend will be there another time thanks
Top Guest favourite
Home in Newtown
5 out of 5 average rating, 17 reviews

A nestled retreat on 15 acres

KathyRating, 5 stars6 days ago
We had a wonderful stay at Kathleen’s house. The property and the house are beautiful. They are well maintained and very clean. Things are well stocked with clear directions. We would stay again!!
Top Guest favourite
Home in Milford
4.98 out of 5 average rating, 54 reviews

Luxe Beach House | 3 Bd-King | Chef Kitchen | 4 TV

LeahRating, 5 stars2 days ago
What a great place to stay! Beautiful view from the house, which was also gorgeous. Well decorated and clean! A short drive into town where there are a ton of great restaurants. Loved how easy it was to get to the beach from here as well.
Top Guest favourite
Home in Newtown
4.99 out of 5 average rating, 96 reviews

Comfortable home away from home

AaronRating, 5 stars2 weeks ago
Terry and Jack’s place was perfect for us staying in Newtown visiting friends but we could also drive to Manhattan for day trips. House had everything you’d need and they even helped us get a crib delivered early/picked up later after we left. Super nice and responsive hosts! Will definitely stay again!
Guest favourite
Home in Redding
5 out of 5 average rating, 37 reviews

Quiet and Cozy Cottage near NYC with a Pond

KeithRating, 5 stars2 weeks ago
Beautiful, private, home with a lot of charm situated above a pond with small waterfall. Not far from restaurants and grocery store. Host was very responsive and accommodating. Would definitely stay again.
Superhost
Home in Bethel
4.81 out of 5 average rating, 84 reviews

Boho house near NYC

JudithRating, 5 stars1 month ago
This may be the only Airbnb in Bethel and it is so perfect. This is our second stay in Sara's place in six months as we have family in Bethel and we will be renting with her only instead of staying at a hotel. It is private, clean and very comfortable and Sara always responded quickly if we had any questions. So many local restaurants and bars are within walking distance. We highly recommend renting her awesome house-we will definitely be back again. Sara, your place is a gem-thank you for being such a great host!
Guest favourite
Home in Redding
4.91 out of 5 average rating, 87 reviews

Nature Retreat Airbnb

JenniferRating, 5 stars1 month ago
This ouse is a beautiful home in a beautiful setting. Peaceful and private. Well maintained. Spacious and very clean. Comfortable beds and very cozy bedrooms. We loved our stay in Redding. Thank you for being such wonderful hosts.
Guest favourite
Home in Shelton
4.86 out of 5 average rating, 78 reviews

Mid-Century Modern House - Ciela Haus

MiltonRating, 5 stars1 month ago
Beautiful and tranquil home. Perfect for hosting family and friend that were in town for graduation. Thank you for a lovely stay.

Private house rentals

Top Guest favourite
Home in New Milford
4.97 out of 5 average rating, 32 reviews

OWL's PERCH Candlewood Lakefront Rustic Cottage!

KateRating, 5 stars2 days ago
We had a lovely stay for our 10th anniversary. The cabin had so much charm and we spent a lot of time by the lake. We also enjoyed farmers market and cute downtown of new Milford.
Guest favourite
Home in Easton
5 out of 5 average rating, 29 reviews

Historic Designer City Getaway

FayRating, 5 stars4 weeks ago
We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.
Guest favourite
Home in Pleasant Valley
5 out of 5 average rating, 28 reviews

The Wildflower House

KyleRating, 5 stars1 week ago
Such a great spot. Perfect size for a couple. Everything is really nicely laid out and we were especially thankful for how well stocked the kitchen came. Really beautiful view out the huge front windows. Also, super comfortable bed :)
Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 24 reviews

Remodeled Cozy Country Cape

EllieRating, 5 stars2 weeks ago
Karen's home was a great place to stay for our 10 year college reunion. Plenty of space for 2 couples and great location.
Guest favourite
Home in Fairfield
4.92 out of 5 average rating, 24 reviews

Seaside Home - Walk to Beach & Marina

MichaelRating, 5 stars2 days ago
We loved staying in Angela’s home. Close to restaurants and walkable to the beach and marina. We spent a lot of time outside in the back yard, it was so peaceful back there. Instructions, tips and things to do are all laid out and Angela answered our questions promptly when we had any. Great stay!
Guest favourite
Home in Bridgewater
5 out of 5 average rating, 32 reviews

The Art House: 5-Acre Getaway w/ AC & Firepit

BaileyRating, 5 stars1 week ago
My family and I stayed at this Airbnb during my wedding weekend and it was perfect! The house is beautiful. It had one bedroom and bath downstairs for my grandma to stay in so she didn’t need to go up the stairs. The kitchen is amazing! It was a great distance to the Candlewood Inn where we got married. Jessica was very responsive and always checking in. Would definitely stay here again!
Top Guest favourite
Home in Pound Ridge
5 out of 5 average rating, 37 reviews

Historic wooded 3BD 1 hour from NYC

SabrinaRating, 5 stars1 month ago
We had the most magical stay at Keely’s place. Her home is beautiful and smelled amazing. Thriving plants, surfaces of wood and stone - a true naturalist’s refuge. The picture windows overlooked gardens bursting with flowers. We meandered from the backyard onto hiking trails through the woods, lounged on the deck in the sun and savored the tranquility. Perhaps the best Airbnb we’ve ever encountered. 10/10
Superhost
Home in Fairfield
4.81 out of 5 average rating, 128 reviews

Southport Shoreline Charm: Elegant Coastal Escape

AmandaRating, 5 starstoday
We needed to book a place fast due to coming into town for a funeral. This house was available, ready when stated, and we were even able to extend our stay. The price was comparable to what we would have paid for a hotel, and we were able to have a whole house! Thank you!

Destinations to explore