Fairfield County vacation rentals

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

FayeRating, 5 stars20 months ago

Mougeh's place is a lovely home with ample space, toys, books, games for entire family, within walking distance to the beach, and four mile drive to all shopping needs. The reason for the three star rating given in the "clean house" question was because when we arrived we noticed dog hair in the living area. We contacted the host and immediately the next day the cleaning service arrived and cleaned it. We were refunded the cleaning fee. Mougeh is very caring and responsive to her guests's needs.

5 out of 5 average rating, 8 reviews

Home in Fairfield

Newly built twin beach house within steps to beach

MeaghanRating, 5 stars8 months ago

We stayed here for a wedding at The Burr Mansion, which was extremely close to the house! The house was clean and updated. A few spots to walk to including a local bar. Just a walk to the beach. Bedrooms are all spacious and were very clean. Would definitely stay again.

4.97 out of 5 average rating, 65 reviews

Chalet in Carmel Hamlet

Secluded Lakefront Chalet-Firepit&yard Dogfriendly

ElizabethRating, 5 stars1 month ago

What can I say? This is my 2nd time renting Wylda’s place in a matter of 3 weeks 😂 Absolutely LOVE this home. The most peaceful, beautiful and unique home/location in the area. I’m sure I’ll be back in the near future, and will continue to recommend this place to friends and family visiting the area.

4.95 out of 5 average rating, 41 reviews

Home in Oxford

Lakefront Oasis - Getaway to this Oxford Treasure!

MarissaRating, 5 stars1 week ago

Excellent place to stay!!! The house was fantastic - extremely clean, beautiful decor and you cannot beat the view from almost every vantage point! We loved our stay and will definitely plan to stay again when visiting family!

4.96 out of 5 average rating, 24 reviews

La Sirena Beach Cottage

HeatherRating, 5 stars1 week ago

House was just as it looked in the pictures - beautifully decorated. Has everything needed for a vacation. Comfortable, bright and cheerful. Back yard was private. House was fully stocked with what was needed along with beach supplies in the outdoor shed. Quick walk to the beach. Would easily rent again!

5 out of 5 average rating, 5 reviews

Seaside Paradise

MustafaRating, 5 stars4 months ago

We stay 4 weeks at Jacqueline place, everything was great, did not have any problem. Place is exactly fit the advertising if not better and everything was clean and working. We find place and the area is so peaceful and quiet. Perfect location for someone just looking for rest in very beautiful neighborhood. Jacqueline was very responsive, easy to communicate, helpful and polite. I would definitely stay again and recommend for anyone needs a place feels like home away home.

4.92 out of 5 average rating, 116 reviews

Home in New Fairfield

Beautiful Lakefront Retreat with Private Dock

GeriRating, 5 stars3 weeks ago

It was our first experience with Airbnb. We were there to tour the World Headquarters for Jehovah’s Witnesses and this proved to be our evening haven. The house was well stocked as others had commented. We enjoyed relaxing and spent much time in living room with the beautiful view. It was perfect for our stay. Our thanks to our Host.

5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

PatrickRating, 5 stars2 months ago

Rented this for six weeks while working in the area, was perfect. I enjoyed it very much. Lots of space everything you could possibly need even down to the toothpaste and brushes, you could seriously just show up completely unprepared and you would have an excellent stay. If I am back in the area for long term again this will be my first search.

5 out of 5 average rating, 36 reviews

Home in Brookfield

Sleeps 16! Lake/Dock/Hot/Tub/SUP/Firepit

AlexandraRating, 5 stars3 days ago

This place is magnificent! It didn’t just stand up to my expectations, it exceeded them! The house is so smartly designed, that every room in the house is facing the lake, with its own terrace. The main terrace is so roomy and comfortable! We stayed in the house early in the season and I can only imagine how much more the house would be able to offer on a hot summer day! Brittany is a great communicator and is very helpful with any questions or requests you might have. She also shared a few great suggestions on how to have even more fun in the area. My only regret is that because of our schedule we couldn’t have stayed in the house for a little longer. That is definitely on my to do list now - to come back to the house for a quiet unstructured vacation!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

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Houses

A space thats all yours, with room for everyone

Popular amenities for Fairfield County vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Fairfield County

Superhost

Apartment in Stamford

4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

JoanRating, 5 stars3 months ago

Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit

4.93 out of 5 average rating, 319 reviews

Guesthouse in Southbury

Charming Guest Cottage with Modern Amenities

CarolineRating, 5 stars3 months ago

John’s place was the perfect respite for our multi-day stay! The clean and cozy space is perfectly situated close to trails and parks for our Australian shepherd, but only a short drive to all the shopping you’d need (e. g. ShopRite for groceries and necessities). We thoroughly enjoyed our stay and know you will too!

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.

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago

we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

4.95 out of 5 average rating, 22 reviews

Guesthouse in Trumbull

Cozy in laws suite in the woods

LiamRating, 5 stars2 months ago

Diana’s apartment was private and extremely comfortable. Big bright sunny rooms with space to relax. She was very responsive and check in was very easy. Quiet neighborhood yet close enough to the highway and stores.

5 out of 5 average rating, 6 reviews

Big House On Maddox

DianeRating, 5 stars7 months ago

We stayed here in the entire home for a wedding weekend. Both units were fabulous and Cole was very responsive when we had an issue with the key pad. The bride

4.94 out of 5 average rating, 146 reviews

Home in Mount Kisco

Incredible barn in country setting

ClaireRating, 5 stars5 months ago

Beautiful, serene, romantic cabin close to lots of great hiking and restaurants. We had indoor fires and outdoor fires and enjoyed seeing wild turkeys in the backyard while also having great meals in the area. The host sent us to some great hikes within a mile. The host is flexible and accommodating and we really appreciated it. Would stay here again in a heartbeat.