
Cottage holiday rentals in Long Island Sound
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Top-rated cottage rentals in Long Island Sound
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Popular amenities for cottage rentals in Long Island Sound
Cottage rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!
Highly recommended — especially for families with young children! The property has everything you could need, and there’s even a charming farm nearby (just be sure to check their hours in advance). The hosts were incredibly responsive and helpful throughout our stay. The house was spotless and had such a welcoming, positive energy. With so much land to explore, you truly don’t need to leave the property if you bring your own food and supplies. We had a wonderful experience and will definitely book again in the future!

Waterfront cottage overhanging the water!
We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!

Cozy Lakefront Cottage w/Swim Spa & Firepit
We had a GREAT time at Feyza’s cabin. It was clean, quiet and exactly as described. We especially loved the secluded setting, the lake views and the jacuzzi. Feyza was helpful, communicative and very responsive. Her digital guidebook was very insightful as to the local attractions and restaurants. We would definitely stay here again!

Cozy Cottage | HotTub & Family Rm | 1H fr NYC
We booked the house for five nights for a group of six adults and had a lovely visit. Gabriela was a fantastic host communicating super promptly to our questions. It rained 90% of the time so we used the interior of the house to the fullest, and not the exterior (no fire pit, bikes, or hot tub) so cannot comment on those features. All appliances worked well. Kitchen is helpfully labeled and well stocked with kitchenware. The beds were very comfortable, towels fluffy, and downstairs family/game room is a great space for all ages. Furniture was comfortable, dining table was welcoming and though the house shows a bit of wear and tear here and there, everything was clean, tidy, and decorated appealingly. Tip: Bellvale Market just 7” away had great quality food products; Warwick, a quaint larger town, is just 10-15” away providing all other conveniences.

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.

Ye Little Wood | Cozy Forest Cottage with Hot Tub
Danny and Travis are excellent hosts ! The house is gorgeous and extremely clean and well maintained. The kitchen is very well stocked with cooking utensils/ pots which is awesome for people who enjoy cooking (like we do). This is our second time staying here and we absolutely love it and plan to return.

Romantic Experience Secluded Lake House + Hot Tub
The Chateau Renee was a great place to stay! From the scenic view from the back deck and hot tub, to the beautifully curated interior, our small group had an amazing time. We enjoyed some local restaurants in Greenwood Lake and over in Warwick, and were able to catch a broadway show in the city since we were only about an hour away. If you’re looking for a spot to stay anywhere in this area, you have found your Airbnb!

The Mountaintop Lakehouse that Time Forgot.
Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.
Pet-friendly cottage rentals

Private Lake House 1 Hour to NYC & Near Westpoint
WOW! Could not have been a more perfect stay! The setting was so beautiful, serene and peaceful. We had lot's of activity paddle boarding, kayaking, BBQing! Most of the time we were the only people on the lake. Early June was a perfect time to be there. It was just such a gorgeous and relaxing setting. The house was fabulous for our family reunion and ideal for our adventurous 1 year old. Our host was simply amazing. He had items delivered to our door when we had questions...even sent us a bag of groceries to make Smores on the lake! We hope to make this an annual event! We'll definitely be back.

Foxfire Hill: A Bit of Luxury in the Countryside
This is our second time staying at Foxfire Hill, and it was wonderful to see the gardens in their glory. Great and responsive hosts. I’m sure we will be back again.

The Little Red Schoolhouse ~ Circa 1877
Little Red School House was a pleasure to stay in and it was situated perfectly for our stay and needs. Beds are great. Location is GREAT!

Charming Fairfield Beach 3BR Cottage By The Sea
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

Newly Built Cottage in Housatonic Valley
Beautiful place to stay! Kitchen well supplied for cooks. Comfy, big couch. Sound of the river at night. Cute little town. Peace and quiet on the edge of the woods. Great for dogs and humans. Lucy is VERY responsive to any questions. HIGHLY recommended. My wife requested a return visit before we even left.

Ridgetop 2 Br Cabin- Views, 130acre forest & falls
Nice surroundings, well equipped for a few meals, and comfortable sleeping for our family visiting the area.

Waterfront, Dog-Friendly Cottage on the Cove
We loved our stay at Luke’s cottage! Everything was exactly as described and the location was incredible! You could not be any closer to the water! We loved sitting out on the dock taking in the beautiful water views and sunsets, and relaxing in the yard with our puppy. She loved being able to run and play in the fenced in yard. Prior to our stay, we received a list from Luke of several local recommendations from places to eat to things to do, of which we visited several and loved them all! Luke also reached out immediately when he found an item we left behind and was so kind to let us know and arrange for returning to us. We would definitely recommend this home to anyone!

Waterfront Cottage in Thompson CT • Dogs Welcome
5 stars ⭐⭐⭐⭐⭐ We absolutely loved our stay at the Cottage on the Lake in Thompson, Connecticut! The home is charming, beautiful, and immaculately kept—the perfect peaceful getaway. Jan, the host, went above and beyond to make sure we were comfortable from start to finish. She checked in with us multiple times during our stay to ensure we had everything we needed, and her kindness and attentiveness made us feel genuinely cared for. We felt so at home here. The neighborhood was just as welcoming—we even got to know the friendly neighbors and their adorable dog, Gigi, next door! This cottage has quickly become a favorite of ours, and we’re already looking forward to making it one of our regular Airbnb stays for years to come. Thank you, Jan, for such a wonderful experience!
Private cottage rentals

Riverhead Farmhouse
We were unfortunately unable to actually stay at Linda’s place due to our flights to the area being cancelled due to a hurricane. However, Linda was in constant communication with us as we were trying to get flights up there and held the rental for us in the off chance we were able to make it out for part of the stay. In the end the hurricane had different plans for us but we are thankful for Linda’s constant and timely communication with us.

Waterfront Joshua Cove Cottage with private beach.
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.

Serene lake front cottage 1 hour from NYC
We loved the view out to the lake, which was different every day and throughout the day. The open layout of the house is great to enjoy the views, and if the weather is nice, there are great sitting areas outside as well. The house is well-stocked and cozy. The hosts are friendly and always responsive. There are also great parks to visit nearby. We had a great winter weekend and would love to stay again.

Modern Southampton Cottage | Heated Pool & Peloton
Fantastic memorial day weekend stay with family. Clean, stylish, comfortable and well located. Loved enjoying the heated pool even though it was a bit chilly outside. Highly recommend!

Charm + location. Walk to beach, town, & harbor.
Jeanne's place was perfect for my trip to Guilford. Excellent location, close to the Green and to the water, quiet, peaceful. The house had everything I needed and more, Jeanne was super responsive and kind, and the bed was comfortable.

Woodstock Mountain Cottage
This cottage was very lovely, cozy, clean, and just a few minutes from the town of Woodstock, but very secluded and peaceful on a beautiful property. The home was exactly as described and had everything you could need for a short stay. I do recommend having 4-wheel drive and a car with good suspension to get up the gravel road leading to the house. Cayenne is a wonderful host - she was extremely kind and easy to communicate with. I would definitely stay here again!

Updated cottage "Beriozka" on Cedar Lake
Had a wonderful weekend. The accommodations were comfortable, welcoming, and spotless. Exactly as described and pictured. Can’t recommend it highly enough.

Your own Thimble Islands private cottage!
We had a fabulous weekend at this lovely cottage. Located on a remote peninsula surrounded by the glistening water we couldn’t have asked for a nicer experience. The amenities were both convenient and thoughtful. Although we chose to dine out, the kitchen was very modern with upscale appliances and an espresso machine. We did bbq on our last night and had a great end to our 4 night stay!
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