Holiday rentals with a kayak in Fairfield County

This is our second time renting this beautiful lakeside home and it was absolutely perfect for our girl's weekend. The kitchen was a dream, with all of the appliances and amenities you could need and plenty of room for everyone. The living room had so much seating and the fireplace made everything that much more cozy. All of the bedrooms had very comfortable beds with the best sheets and comforters. I think everyone was impressed with how well they slept. The owner was super easy to communicate with throughout our stay. We can't speak highly enough about this rental. Thank you !

Enjoyed our stay in the woods with a beautiful view of the river. Easy to get to and very close to the charming town of New Milford and many good restaurants. Although right off a busy road it was quiet inside the house. The great room, which is on the top floor, is wonderful and perfect for both working and entertaining and has a full bath. It looks like the photos with an amazing view. The bedrooms and another bath are underneath. The master bedroom is the best. Just be aware you can hear the footsteps from above and not all of the bedroom windows have bug screens. The entertainment room on the lower level which opens into the yard is filled with games and a large tv and was lots of fun. The weather was cool & rainy so we didn’t use the outdoor space as much as we thought we would but there was a kayak. The house was private and although there is no interior deadbolt we felt safe. The house was clean with good heat/ac and wi fi. Hosts were responsive.

My husband and I had a family filled weekend for our wedding followed by a mini-moon. We enjoyed every minute of it and we will definitely be booking again!

Very quiet and peaceful.

Wonderful, quaint older home with character. Walkable to the beach/LI Sound. Very peaceful! has all the amenities you need to include the washer and dryer. John is a very responsive. caring, pleasant host. he always answered all of our questions promptly. Great value for what we needed. Thanks John.

Mom's Place is beautiful! Peaceful, spacious, feels like home. She provides books, indoor/outdoor games, and small comforts. Six of us stayed for my daughter's graduations from West Point. We could not have picked a better place to make the occasion even more special. Coleen is responsive, friendly and accommodating.

Helen’s place is exceptional— on the water, comfortable, fun. Many things to do including fishing and kayaking!

We had a great stay at the Airbnb. One thing I haven’t seen mentioned in the reviews or descriptions is that this beach had tons of sea glass! In our short stay we found over 100 pieces and my 4 year old was absolutely delighted scouring the beach for it. There are also tide pools less than a five minute walk from the house. These two things made the stay quite magical for my kids. Otherwise the location is great and the house was very clean. I appreciated the bed on the first level having a trundle as well as a door at the top of the stairs for safety. The house is minimally decorated which is honestly a plus when you don’t have to worry about your kid breaking nicknacks on coffee tables. A few nice throw blankets and nicer glassware would have added to the stay though. Overall we were very happy with this property.

The area was absolutely beautiful. Valhalla Lake was private with stunning views. The cabin was exactly as it was described and the book of directions that was left for guidance was easy to follow.

We had a wonderful stay at Salty Kisses. The home is very comfortable and extremely well appointed. We enjoyed the proximity to the ocean as well as the ability to relax in the yard on the hammock or by the fire pit. Denise was very responsive to all communications and gave us lots of information about the area. Thank you for being such a great hostess!

Very clean, great communication, and a perfect little lakeside getaway for a young family. Our son loved all of the books and toys, and the golf cart was a HUGE hit! Christienne was very responsive and a great host. We had a great time. Would stay again! Add the new Indian spot nearby to your restaurant list! Sooo good! And #thecafe is a must go-to for breakfast. :)

Great place to stay - easy instructions to follow, house is even more spacious than it looks in photos, and the backyard is GREAT for dogs. Would definitely recommend.

A truly lovely spot! Quiet, relaxing and comfortable. We enjoyed the view of the water, reading on the patio in the lounge chairs and sitting on the bench overlooking the beach. We would love to come back again.

This was a lovely cottage and location, part of a private beach community, on a very quiet road, with partial views of the Long Island Sound. Gail was thoughtful to put out a nice welcome basket and some cold sodas and bottle water in the fridge. Perfect spot for two to three people. Close to Guilford main green, dock and nearby Stony Creek and Madison. We didn't make use of the bikes and kayaks bc it rained in the mornings, but we enjoyed one of the two beach just a few minute walk away. Jacob's cove area is a gem.

We had a lovely stay at this beautiful home! It is an old house so it had its quirks, but it was nothing we couldn’t look past. Very steep stairs, a janky door- nothing major. We had young kids with us so the gates for the stairs came in very handy! There were baby gates, 2 pack and plays, a high chair and a toddler bed. Those amenities alone took so much stress off us. The towels and linens were all very nice and clean and plentiful. The views were PHENOMENAL. We took a walk along the beach at low tide and had so much fun collecting golf balls and shells. My son got to hold his first baby shrimp and jellyfish. The memories made were priceless. Water shoes are a must!! If you require a smart tv with all the apps, I recommend bringing a Firestick, as the tv capabilities were limited. I had one delivered from target within an hour. Astrid was the BEST host! She was extremely responsive, helpful, flexible, and kind. I can’t say enough good things about her and her home!

This spot was absolutely wonderful. The lake was wonderful, fireplace was a perfect touch proximity to the elephants trunk flea market was a dream and don and Roz were a pleasure to work with. Local pizza from a menu in the cabin was perfect. I could write a novel on how much we loved this place. Definitely coming back. It was a pleasure :)

A charming and quiet lakeside property that is immaculately maintained and has all you could reasonably need. The hosts are responsive and friendly and the area has plenty to do if you'd like to stretch your legs after some time by/on the water.

The cabin was super cute, comfortable and accommodating. It had everything we needed for a quick weekend away. We would definitely stay here again!

The location exceeded all expectations. This is one of the few Airbnb‘s that’s actually more beautiful than the pictures. Serenity at its finest. We were greeted by baby deer and a beautiful flock of birds that set the tone for an amazing weekend. Wineries and walks over the Hudson River are a short 20 minute drive away. Fantastic dining along the Hudson. Steve is a true professional host. He only took five minutes of our time and we figured everything else out. The fire pit was amazing with ample wood. Lake view and waterfall and ruins are even better in person than the pictures. The house is spotless and well designed with 2 incredible bathrooms. No cons. All pros. One of the few rentals I’d come back to.

We stayed for a graduation near by, it was perfect for we were looking for. I wish the weather would have been a bit warmer to enjoy the water.

Very sweet cabin and lake area for a getaway. The cabin is nicely updated but still a rustic decor. Plenty of kitchen tools, coffee set-up, toiletries etc that are super useful. There is a private lake swim area that is a quick walk (4 minutes) from the house and a bigger town beach and also Bantam Lake a quick drive away. Nice dining (from casual to formal) and lots of ice cream options in the area. Our weekend was very hot so we only used the deck in the mornings for coffee but it was a lovely start to the day.

I would recommend this stay to anyone who needs getaway escape right on the lake as pictured!! It was a great family bonding trip We enjoyed it all Very close (10 min drive) to Torrington for groceries restaurants or any necessities or activities outside of cabin

We loved Jason’s place on Dutchess Lake. It was sweet, clean, and well appointed. The lake was lovely for swimming and paddling and the shady porch and dock stayed pleasant even during the unexpectedly hot weekend. We highly recommend this cabin for small groups who want to stay somewhere beautiful but also convenient.

We had a lovely 5-day stay at the cabin on the lake! It was just what we needed. When the weather was nice, we hung out on the dock - there was a hammock to relax in, chairs in the shed, boats to explore with (I went out in a kayak a few times). Lake was peaceful and pretty. The cabin itself was quirky and nice. Yes, hot inside during the days, but with the fully surrounding screened in porch, there was no need to stay inside! Even when it rained, we could be "outside" without being in the elements. The kitchen was well stocked, coffee at the ready, there were plenty of towels and sheets and bed (though we only needed one!), shampoo/ conditioner in the shower, wood ready for the fireplace, board games and more. Honestly, it had everything you'd want for a little getaway. The spot felt secluded while only 5 minutes away from a supermarket. [Okay, you could hear Rte 8 traffic a bit, but it served as calming white noise!] I'd definitely return again...