Cottage holiday rentals in Long Island Sound

Find and book unique cottages on Airbnb

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Popular amenities for Long Island Sound cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Ledyard
4.88 out of 5 average rating, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars2 weeks ago
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!
Superhost
Cottage in Greenwood Lake
4.84 out of 5 average rating, 209 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Daphne FiguereroRating, 5 stars3 days ago
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.
Superhost
Cottage in Litchfield
4.86 out of 5 average rating, 345 reviews

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

ZacharyRating, 5 stars2 weeks ago
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.
Top Guest favourite
Cottage in Kerhonkson
4.99 out of 5 average rating, 174 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

EmmaRating, 5 stars1 week ago
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.
Top Guest favourite
Cottage in Greenwood Lake
4.97 out of 5 average rating, 116 reviews

Romantic Experience Secluded Lake House + Hot Tub

KristyRating, 5 stars3 weeks ago
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!
Top Guest favourite
Cottage in Highland Lakes
4.97 out of 5 average rating, 327 reviews

The Mountaintop Lakehouse that Time Forgot.

MaryBethRating, 5 stars2 weeks ago
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.
Guest favourite
Cottage in Boiceville
4.98 out of 5 average rating, 114 reviews

Hot Tub & Chic Catskills Woodstock Design Retreat

JordanRating, 5 stars4 months ago
We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 105 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AlexRating, 5 stars1 week ago
great time as always!

Pet-friendly cottage rentals

Guest favourite
Cottage in Putnam Valley
4.96 out of 5 average rating, 165 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

LoriRating, 5 stars1 week ago
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.
Top Guest favourite
Cottage in Sharon
4.93 out of 5 average rating, 181 reviews

Foxfire Hill: A Bit of Luxury in the Countryside

JenniferRating, 5 stars3 days ago
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.
Guest favourite
Cottage in Granby
4.89 out of 5 average rating, 199 reviews

The Little Red Schoolhouse ~ Circa 1877

JimRating, 5 stars3 weeks ago
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!
Top Guest favourite
Cottage in Fairfield
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars9 months ago
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.
Guest favourite
Cottage in Southampton
4.96 out of 5 average rating, 139 reviews

Charming Southampton Light filled Cottage

PattyRating, 5 stars4 weeks ago
Clean, easy to get to and well located
Guest favourite
Cottage in South Salem
4.95 out of 5 average rating, 237 reviews

Private cottage in horse country &1 hour from NYC!

KatieRating, 5 stars3 weeks ago
Great stay! Fergus was a great host - we drove from Boston with our dog and were attending a wedding the same day, so when I reached out to ask for earlier check in, Fergus didn’t hesitate and had the spot ready for us! They even were kind enough to drop off some bananas for us before the wedding. Check in was easy, an adorable, cozy cottage, and delicious muffins for us the next morning! Thank you!
Superhost
Cottage in Rhinebeck
4.93 out of 5 average rating, 286 reviews

Ridgetop 2 Br Cabin- Views, 130acre forest & falls

AnnaRating, 5 stars2 weeks ago
Nice surroundings, well equipped for a few meals, and comfortable sleeping for our family visiting the area.
Guest favourite
Cottage in Cornwall
4.93 out of 5 average rating, 154 reviews

Newly Built Cottage in Housatonic Valley

PaulRating, 5 stars4 days ago
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.

Private cottage rentals

Superhost
Cottage in Newtown
4.84 out of 5 average rating, 25 reviews

Streamside Cottage @ Sticks & Stones Farm

Yi ZengRating, 5 stars2 weeks ago
Hands-down one of the most beautiful airbnb I’ve ever had the fortune of staying at! Every detail - from the floor mat to the picnic basket to the window placement - was perfection. The little creek and vegetal labyrinth nearby was also such a treat. Heather and Chip were very responsive and flexible. The place is pretty conveniently located, with grocery shops and restaurants within a ten-minute drive, though I would recommend checking in before it gets too dark since the house is a little hard to find.
Superhost
Cottage in Calverton
4.97 out of 5 average rating, 105 reviews

Riverhead Farmhouse

EricRating, 5 stars8 months ago
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.
Guest favourite
Cottage in Kingston
4.92 out of 5 average rating, 376 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

LydiaRating, 5 stars1 week ago
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.
Top Guest favourite
Cottage in Shelter Island
4.96 out of 5 average rating, 107 reviews

3 Bedroom Cottage Gem

MontagueRating, 5 stars5 days ago
Loved our stay! This is a gem of a house—it’s gorgeously decorated and equipped with everything you need to feel immediately at home. Shelter Island is one of my favorite places and this home made it feel all the more special. Thank you, Christopher!
Top Guest favourite
Cottage in Guilford
4.99 out of 5 average rating, 102 reviews

Waterfront Joshua Cove Cottage with private beach.

ConnorRating, 5 stars2 weeks ago
Our 2 day stay at the cottage was just what we’d hoped for our wedding weekend! Annalisa was so responsive and accommodating. A wonderful host, such wonderful hospitality and an amazingly stunning private retreat! Would definitely return!
Top Guest favourite
Cottage in Branford
4.98 out of 5 average rating, 95 reviews

Enchanted Cottage on the Marsh, walk to beach

MattRating, 5 stars1 week ago
I had a wonderful relaxing time in this charming, well-apportioned cottage. There is a beautiful view over the marsh to short beach and it’s a great spot to see local birds - herons, red-winged blackbirds, etc. A trolley line that’s been converted to a hiking trail runs through the marsh and makes for a great walk. Lots of other fun walks nearby. it’s very quiet and cozy but still just a quick 10 minute jaunt to New Haven The piano and turntable were neat features and the house was nicely maintained and decorated. You can tell the host is very attentive to detail and committed to keeping things pristine. He was also super friendly and responsive I would gladly return to this spot next time Im in the area and heartily recommend to anyone looking to relax and recharge
Superhost
Cottage in Highland
4.9 out of 5 average rating, 624 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

CaseyRating, 5 stars3 weeks ago
If you’re reading reviews to determine if you should book this bnb, BOOK IT! The cottage is tucked away in the corner of the property surrounded by lush trees, leaving you with a gorgeous view, but easy to find when walking up. You’re not far from small towns with shops and restaurants, breweries with mountain view’s, and many hiking spots. We are already planning our next trip!
Guest favourite
Cottage in Guilford
4.93 out of 5 average rating, 273 reviews

Charm + location. Walk to beach, town, & harbor.

MaryRating, 5 stars1 week ago
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.

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