Cottage vacation rentals in Fairfield

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Popular amenities for Fairfield cottage rentals

Pet-friendly cottage rentals

Top guest favorite
Cottage in Putnam Valley
4.94 out of 5 average rating, 82 reviews

Charming Cottage Retreat | Grill & Steps to Lake

Jo AnnRating, 5 stars1 month ago
Tech savvy home. All the right plugs for our electronics. Heated bathroom floor a plus during cold weather. Upstairs bedroom had hanging space and dresser, but neither available in lower bedroom. Did have luggage rack in lower bedroom. Definitely a do again for me!
Superhost
Cottage in Carmel Hamlet
4.81 out of 5 average rating, 156 reviews

Cozy Dogfriendly Cabin & Backyard on Scenic Lake.

AlexRating, 5 stars1 month ago
cannot recommend this cottage enough. aside from the fact that it's a hop, Skip and jump away from a beautiful swimmable lake, the property itself is gorgeous and perfect for dog people. we spent a night in the backyard with the fire, and another night inside stoking the indoor fireplace while we cook dinner and play board games. everything is as the host described, wylda is extremely proactive in her communication and pretty much read our minds in terms of what we would need and or want. she also decorated in the most beautiful way. it feels like a home, not some weird cookie cutter situation, it's clean and interesting and fun. I can't believe it's only an hour and a half away from Brooklyn.
Guest favorite
Cottage in Newtown
4.93 out of 5 average rating, 243 reviews

Private and Serene home close to I-84 and shopping

TonyRating, 5 stars2 weeks ago
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.
Superhost
Cottage in North Fork
4.91 out of 5 average rating, 53 reviews

Cottage in Calverton

KaitlynRating, 5 stars8 months ago
Perfect for our weekend getaway. Very clean and relaxing and close walk to a cute little beach. We would stay here again!
Guest favorite
Cottage in Southbury
4.94 out of 5 average rating, 18 reviews

Sun Filled Cottage

Talitha SeifertRating, 5 stars1 month ago
My husband and I stayed at the cottage for 3 months and enjoyed our time very much. We were very happy from every perspective: The cottage had all the equipment we needed and wished for. We sometimes used the fireplace and loved the bed/couch. The cottage is perfect to rest and focus. We enjoyed to have so much nature around us. We took a walk in the close park with a lake almost every day. We liked to live at a small farm with dogs, chicken and goose. Debbie and Kirk were always there when we needed them and also made us internationals feel welcome. They explained and helped us proactively e.g. changed regional weather circumstances. We also regularly got eggs from the chicken what was always a nice surprise. Communication/ interactions were always easy and friendly. I recommended my work to plan future stays for assignments in this Airbnb. In our opinion it is better than a hotel: Very comfortable, cozy, close to nature and a special American experience. Thanks a lot Debbie and Kirk
Top guest favorite
Cottage in Redding
4.93 out of 5 average rating, 259 reviews

Cozy Cottage by the pond

MaryEllenRating, 5 stars3 weeks ago
My husband and I had a great stay. James and Rose are super helpful hosts. It’s a great place to relax and enjoy nature. Walking distance to a lovely park they recommended with tons of hiking trails and very quiet.
Guest favorite
Cottage in Branford
4.96 out of 5 average rating, 46 reviews

Ret's Coastal Cottage w/Private Association beach

LauraRating, 5 stars1 week ago
Thank you !! We enjoyed our stay. The home is lovely and the area was so convenient to all ! The airport is 7 minutes away. Def would stay here again. Thanks again
Top guest favorite
Cottage in Setauket- East Setauket
5 out of 5 average rating, 84 reviews

Charming historic cottage in Setauket, NY

JosieRating, 5 stars2 months ago
I booked this cottage for my family quickly and only a day or two in advance, barely looking at the listing beyond location and sleeping arrangements. When we arrived, we were all pleasantly surprised at how comfortable and lovely this little home was. I have never encountered such a thoughtfully designed rental. I was recovering from a surgery, had two weary young children, and we were in town for an unexpected funeral. From the games to the beds to the toiletries, every aspect of this cottage soothes and welcomes. Our stay made a difficult time a little easier, and I am very appreciative to Lise for creating such a hospitable and lovely cottage and sharing it with others.

Private cottage rentals

Guest favorite
Cottage in Norwalk
4.94 out of 5 average rating, 68 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

AdamRating, 5 stars3 weeks ago
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!
Top guest favorite
Cottage in Weston
4.96 out of 5 average rating, 126 reviews

The River Loft

ArleighRating, 5 stars4 days ago
Such a beautiful home, gorgeous property and surrounding area. Close to great restaurants and venues! Host was very kind & informative! Loved everything!
Guest favorite
Cottage in North Fork
4.89 out of 5 average rating, 28 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

DanRating, 5 stars8 months ago
Had a nice stay here with a group of people attending a wedding a short drive away.
Top guest favorite
Cottage in Branford
4.98 out of 5 average rating, 90 reviews

Enchanted Cottage on the Marsh, walk to beach

AndreaRating, 5 stars3 weeks ago
I was looking to get away for a few days and The Enchanted Cottage was just what I was looking for. The cottage was perfect for myself, had the most beautiful backyard, and was so quiet and peaceful. Bill responded to all of my questions very promptly and gave me a lot of information on walking trails around the house as well as getting around New Haven. I am very much looking forward to staying at the cottage in the future. It was the perfect getaway. Thank you.
Superhost
Cottage in Milford
4.78 out of 5 average rating, 32 reviews

Cheerful 2 bedroom cottage on beach

MatthewRating, 5 stars9 months ago
This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.
Superhost
Cottage in Woodmont
4.85 out of 5 average rating, 82 reviews

Cheerful 3 Bedroom Cottage with Fire Place

MarciaRating, 5 stars3 weeks ago
A house on the water in beautiful Milford, CT, this was a great place to stay during Easter break. Clean, well stocked and cozy, I'd recommend this place for a lovely beachfront getaway.
Top guest favorite
Cottage in North Fork
4.87 out of 5 average rating, 92 reviews

Cozy Sound-side Cottage steps from beach

ChristopherRating, 5 stars4 months ago
We had a great experience staying at Melissa’s cottage and would happily recommend it to anyone else! We were in town from Florida visiting family in Rocky Point for Christmas and chose Melissa’s property as our place to stay. Melissa was very communicative, check in was super easy and we felt right at home on her property. Would definitely consider staying here again. Thanks Melissa!
Guest favorite
Cottage in New Milford
4.97 out of 5 average rating, 68 reviews

Waterfront, Wooded Cottage on Candlewood Lake

DennisRating, 5 stars6 months ago
Our stay at the Lake House Cabin was nothing short of magical! This charming 1940s cabin offered the perfect backdrop for celebrating my wife's birthday with our adult children. The stunning views of the lake were a highlight, providing a serene and picturesque setting that made our family gatherings truly special. We loved the easy access to kayaks and a canoe, which allowed us to explore the water and create lasting memories together. The cabin itself was cozy and well-appointed, making us feel right at home. We appreciated the blend of rustic charm and modern amenities, which made our stay comfortable and enjoyable. If you’re looking for a place to reconnect with family and enjoy nature, I can't recommend this lake house highly enough. We left with full hearts and plans to return!

Luxury cottage rentals

Guest favorite
Cottage in New Fairfield
5 out of 5 average rating, 16 reviews

Charming Candlewood Isle Lakefront Cottage

LauraRating, 5 stars8 months ago
Peaceful, serene lake house. Loved sitting by the dock and people watching. Comfy, cozy rooms and inviting living room with a huge tv to enjoy movie night and hangout. Many different deck areas make the house more fun. Driveway has minimal space so need to be mindful of how many cars you are taking (fits 2 comfortably and 3 if the neighbor doesn't park too close to your driveway)
Superhost
Cottage in Fairfield
5 out of 5 average rating, 4 reviews

Peaceful & Bright Beach Cottage

AdamRating, 5 stars9 months ago
The proximity to the beach is unmatched. Additionally, a short drive or bike ride to Post Road provides an unlimited amount of food and culture to enjoy. The space is comfortable and clean with all you need for a short or long stay.
Guest favorite
Cottage in Guilford
4.95 out of 5 average rating, 80 reviews

Direct Shoreline Long Island Sound Waterfront

ThomasRating, 5 stars8 months ago
Our visit was utilitarian. We needed accommodations for us, our grown children and grandchildren and a dog. But the site of the cottage, its charm, its comfort made us wish we were staying another week. James' thoughtfulness went beyond any other Airbnb hosts' that we've experienced. Everything we might need if we were staying 10 days was there, clean, labeled. Thank you, James.
Cottage in North Fork
4.79 out of 5 average rating, 129 reviews

Renovated Cottage, steps to the Beach & Wine Trail

BettyRating, 5 stars1 week ago
We LOVED this place! It had everything we needed and was super quiet and peaceful. The beach was absolutely spectacular. Would definitely come again.
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 97 reviews

Waterfront Joshua Cove Cottage with private beach.

FrankRating, 5 stars5 months ago
We spent Thanksgiving in the beautiful Joshua cottage. This was one of the best Airb&b stays we have ever had. The hosts were wonderful- making sure we had everything we needed. The spot directly on the water is magical.
Guest favorite
Cottage in West Haven
4.98 out of 5 average rating, 49 reviews

4BR Shoreline Getaway: Ideal for Families & Groups

DanielRating, 5 stars3 weeks ago
Great clean easy to find and get into.
Guest favorite
Cottage in Milford
5 out of 5 average rating, 8 reviews

Charming beach cottage with private beach.

KristinRating, 5 stars19 months ago
We had our previous Airbnb reservation cancelled at the last minute. I went on not expecting to find much on a holiday weekend, saw this Beach Cottage, and jumped on it. It has private beach access, & salt flat view in the front. The place was extremely clean and nice furnishings. There was everything you needed in the kitchen, which was nice as well. There was ample parking, close drive to town, and nice neighborhood. We will definately stay here when in town again.
Top guest favorite
Cottage in Centerport
4.89 out of 5 average rating, 62 reviews

Waterfront beach house 1 hr from Brooklyn and NYC

AngelaRating, 5 stars3 days ago
Astrid’s home is special. It was hard to believe we were just 1 hr and 15 mins from our apt in Brooklyn. The views are magical and it is incredibly peaceful. On top of that- Astrid’s home is the perfect combination of design and comfort. The walls are filled with books of familiar titles, the kitchen has everything you need complete with lobster pots and linen lobster bids- it’s just a place you want to spend good time With good people. Perhaps most importantly- Astrid is THE BEST host. She is incredibly responsive. When we couldn’t find the mattress pad for the pack and play for our son she had one immediately sent. It was very clear that our stay was important to her.

Quick stats about cottage rentals in Fairfield

  • Total rentals

    10 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    470 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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