Cottage holiday rentals in Long Island

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Long Island cottage rentals

Cottage rentals with a hot tub

Cottage in Ocean Beach
5 out of 5 average rating, 18 reviews

Charming and Adorable Beach Cottage

LisaRating, 5 stars24 months ago
Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!
Superhost
Cottage in Ledyard
4.88 out of 5 average rating, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars3 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, 210 reviews

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

Daphne FiguereroRating, 5 stars1 week 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 Greenwood Lake
4.97 out of 5 average rating, 117 reviews

Romantic Experience Secluded Lake House + Hot Tub

KenRating, 5 stars1 week ago
What a wonderful experience! I wanted to celebrate my wife’s birthday and this was a fantastic place to do it! We had a terrific time. The house is beautiful and well appointed. Location was great . Visited 2 Farmer’s market and enjoyed the beauty in general. We will return! Thank you for being a gracious host!❤️
Superhost
Cottage in Highland Lakes
4.97 out of 5 average rating, 327 reviews

The Mountaintop Lakehouse that Time Forgot.

MaryBethRating, 5 stars3 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.
Superhost
Cottage in Bellport
4.93 out of 5 average rating, 27 reviews

Renovated Historic Cottage w/ Pool Bellport Vllage

KellyRating, 5 stars9 months ago
Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!
Superhost
Cottage in Cold Spring
4.78 out of 5 average rating, 230 reviews

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard

EdgarRating, 5 stars6 days ago
Very nice peaceful places and very good service i will definitely be back soon, thank you
Cottage in Cutchogue
4.69 out of 5 average rating, 197 reviews

Lovely 2 BR Beach House No. Shore

MagaliRating, 5 stars3 weeks ago
beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !

Pet-friendly cottage rentals

Guest favourite
Cottage in Greenwood Lake
4.93 out of 5 average rating, 189 reviews

Cozy home in the Village of Greenwood Lake

MichelineRating, 5 stars1 week ago
I love the fresh air flowing throughout this entire little cottage. Every room invites dappled sunlight filtered through lush summer foliage. It is truly cozy, whether enjoying a coffee on the back porch, journaling at the desk or chilling on the big comfy couch. Walk out the door and the lake and charming downtown are steps away. I find myself thinking I could truly spend a happy month, here. Stay. Return. I know I will.
Top Guest favourite
Cottage in Shelter Island
4.97 out of 5 average rating, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars6 months ago
Great stay, Maureen is very communicative and super helpful. Beautiful views
Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 256 reviews

Private and Serene home close to I-84 and shopping

LauraRating, 5 stars1 week ago
Very communicative and perfect description of what was expected.
Guest favourite
Cottage in Guilford
4.93 out of 5 average rating, 273 reviews

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

MaryRating, 5 stars3 weeks 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.
Top Guest favourite
Cottage in Redding
4.93 out of 5 average rating, 265 reviews

Cozy Cottage by the pond

Maria Rating, 5 stars2 weeks ago
Jamie & Rose are the consummate hosts: clear communicators, friendly, helpful and supportive of their guests' (and their animals') experience. The cottage is New England cute on steroids, and super private. All was tip top, first rate for a country cottage experience. Thanks for making our experience so smooth and relaxing.
Guest favourite
Cottage in South Salem
4.95 out of 5 average rating, 238 reviews

Private cottage in horse country &1 hour from NYC!

CrystalRating, 5 stars2 weeks ago
We had a lovely stay in South Salem and enjoyed exploring nearby pound ridge and new Canaan. We loved the organic snacks provided by the host and the peaceful setting.
Guest favourite
Cottage in Westbrook
4.88 out of 5 average rating, 163 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

LisaRating, 5 stars1 week ago
Robert and kiki where supper nice, went above and beyond for me!!! The cottage was super cute so cozy. Would love to go back
Top Guest favourite
Cottage in Old Saybrook
5 out of 5 average rating, 100 reviews

Cozy Waterfront Retreat

IrisneriRating, 5 stars1 month ago
Meghan's place is exactly as posted it is absolutely beautiful, cozy, comfortable and did I say beautiful? one of my favorite things to do was sit in front of the big windows and read. You have everything you can think of close, at least 4 to 6 minutes away. There are restaurants, super market and pharmacies. But if you are like me and also like to cook sometimes on vacation the kitchen was equipped with everything you need. Highly, highly recommend.

Private cottage rentals

Guest favourite
Cottage in Stratford
5 out of 5 average rating, 33 reviews

Waterfront Beach Cottage in Connecticut

ErikaRating, 5 stars1 week ago
Eglantine’s place was an absolute DREAM! The pictures do not do it justice, it is much bigger than expected! It really feels like you are on your own private beach. It is so private and calm and peaceful. Both indoor and outdoors are absolute perfection and no matter where you sit, it’s the best seat in the house. Eglantine is also extremely friendly and always responsive. We most certainly would recommend her place to anyone looking for a peaceful and beautiful getaway and would love to book again sometime soon!!
Guest favourite
Cottage in Brentwood
4.96 out of 5 average rating, 74 reviews

The Comfy Cottage

LaShonRating, 5 stars6 days ago
We had a great stay at the Cozy Cottage! It was the perfect space for our family of 3. Garrett provided great instructions and was always available for any questions. We were close to family and everything we needed to do in NY. We would stay at the Cottage again when visiting the area.
Top Guest favourite
Cottage in Remsenburg-Speonk
5 out of 5 average rating, 23 reviews

Newly built cottage near the bay and hamptons

JordanRating, 5 stars1 week ago
Susan is a fantastic host and the cottage is a lovely place to stay. Steps from the beach and a quick drive into town plus pool access right out your door. Susan was great to interact with. We definitely plan to come back.
Guest favourite
Cottage in Yaphank
4.86 out of 5 average rating, 65 reviews

Beautiful Waterfront Cottage

GlennRating, 5 stars3 weeks ago
A beautiful house that felt very spacious for its size. It was very stylish and super comfortable. The backyard was huge with a little bridge that went over the pond, and had daily visits from a rabbit, groundhog and turtle. This house is a great choice if you are visiting the area, with the Expressway a minute away, a Walmart at the next exit going east, and a deli, pizza place and gas station at the corners of your street. Looking forward to staying again
Guest favourite
Cottage in Southampton
4.95 out of 5 average rating, 87 reviews

Modern Southampton Cottage | Heated Pool & Peloton

EmilyRating, 5 stars1 week ago
Will be back! Cutest spot- both inside and outside were impeccable. Felt very private and was short drive to anything you need. The 2 bathrooms were great for our family, can’t wait to visit again! Really comfortable beds and enjoyable pool and backyard for all.
Top Guest favourite
Cottage in Centerport
4.89 out of 5 average rating, 64 reviews

Waterfront beach house 1 hr from Brooklyn and NYC

BallentyneRating, 5 stars3 weeks ago
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!
Guest favourite
Cottage in Guilford
4.86 out of 5 average rating, 42 reviews

Your own Thimble Islands private cottage!

GailRating, 5 stars1 month ago
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!
Guest favourite
Cottage in Sag Harbor
4.95 out of 5 average rating, 80 reviews

Steps to the Beach - Designer Cove House Cottage

KarinRating, 5 stars2 weeks ago
The house was great. Perfect location. The house is decorated beautifully. Perfect for a small group or family. Right across from Long Beach. If you don’t know the Hamptons, this is a big deal. To park at any beach, you need to have a parking permit only issued to home owners. A lot of people come out thinking they will spend their weekend at the beach and get very frustrated when that can’t happen. This location is perfect because you can walk to the beach, no sticker or parking needed and it’s the Bay which is much better for children.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Long Island
  5. Cottage rentals