
House holiday rentals in Fairfield
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Top-rated house rentals in Fairfield
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Popular amenities for house rentals in Fairfield
House rentals with a pool

Private Hudson Valley Country Retreat
Our second time here. Great spot for our family of 4, and Sandy is very responsive

Peaceful Retreat in Immaculate Architect’s House
We had an amazing stay at Michael’s Airbnb this past weekend! The space was exactly as described—clean, cozy, and well-equipped with everything we needed. Michael was a fantastic host: super responsive, thoughtful, and made us feel completely at home. The location was perfect for a relaxing getaway, and the setting was even more beautiful in person. Would absolutely stay here again—thank you for a wonderful experience, Michael!

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!

GOOD VIBEZ HOUSE! MiniGolf-Pool-HotTub-GameRm!
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!

Ultimate House with Heated Pool, Hot Tub and Sauna
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!

Secluded Farmhouse - Studio Apartment Style Unit
Jessica's place was serene and exactly what we were looking for during our long weekend in the North Fork. Great communication!

Port Jefferson Convenient, Cozy and Chic!
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.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.
Weekly house rentals

The Elijah Sterling House
Excellent stay overall! Would highly recommend this AirBnB. I always appreciate special touches like a bottle of wine, guest book, and binder detailing the history of the home and local restaurant recommendations. We loved Plasko’s for coffee and ice cream. Great place to stay when visiting Fairfield U!

Historic Designer City Getaway
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.

Stay at Black Rock Harbor
⸻ Great Stay in a Lovely Black Rock Neighborhood We really enjoyed our stay at 65 Calderwood Court. The house was clean, comfortable, and well-equipped with everything we needed. The kitchen had plenty of supplies, and the beds were cozy after a full day of exploring. The location was excellent, just a short walk to Seabright Beach and close to local shops and restaurants. Staying during Black Rock Day was a nice bonus; we could easily join in the festivities and then retreat to a quiet, comfortable home. Allie was responsive and made the check-in process smooth. Overall, a very pleasant experience, and we’d happily stay here again when visiting the area.

Oceanfront Retreat: Modern Beach House
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

Lavish retreat near downtown
we love the place, Natalie was always communicative and helpful. well equipped the apartment definitely 100% recommended to anyone.

Coastal Lifestyle
Super great place with lovely sunset and super walkable everywhere. Jin was very responsive, thoughtful and helpful with anything we needed. She even provided baby shower wash!

Meeker Hill House - Country Escape w/ Heated Pool
Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend

Cozy, updated single family in Fairfield County
Beautiful home would definitely rent again and recommend to family and friends. Thanks Jennifer.
Private house rentals

Adorable Beach House on LI Sound
Had an excellent stay at Eileen’s place. The house was extremely clean and perfect size for a couple. Beautiful view and surroundings. Only wish I had more time to explore the area. Would definitely stay here again if I return.

Bull Shark Bungalow-Walk to Beach, Pet Friendly
Steven’s place was fantastic! He was extremely responsive and flexible with both check-in and check-out, which was so helpful while traveling with kids. We stayed over Memorial Day weekend with our two small children and a dog, and his home was incredibly accommodating. The large backyard with a fire pit was perfect for making s’mores and spending evenings outside. The place was spotless - clean and tidy in every way. It was a wonderful stay for the whole family, and we’d happily come back again.

Akasa Ocean Front Oasis- Seasonal Pool, Grill
Beautiful and spacious home. If you want to relax , this is the house to do it. Beautiful views. The house has was much larger than I expected which explained why the cleaning fee was higher than usual. Host was very nice and accommodating. The house was well supplied with amenities.

HGTV renovation! Steps to shops & water | Firepit!
Beautiful home close to ocean boardwalk. Lovely kitchen and yard.

New build! 1 house from beach
Immaculate, beautiful comfortable home on beach block with beautiful water views. Adriana and Robert were amazing, gracious hosts and couldn’t have been more responsive. Among our best Airbnb rentals ever!

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
Andrea’s place is very clean, has everything we need. Beds are comfortable, kitchen and dining room are very nice. Our kids enjoyed the playground in the backyard so much. Andrea is always responsive. Thank you!

Boho Chic Private Home in the Heart of Westport CT
Emma and Nick were so welcoming. The entire property has an amazing vibe and peaceful surroundings. The kitchen had all the basics needed. The rooms were very comfortable. You felt like you were in the country but we were a short drive to everything. The entire area was just very charming. Emma and Nick deserve a super host rating for sure.

Modern Beach Mood!
Great spot in a great location! Cole was flexible and communicative. Would love to stay again next time I’m in Milford!
Quick stats about house rentals in Fairfield
Total rentals
210 properties
Total number of reviews
3.4K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Rye Playland Beach
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art