Cottage holiday rentals in Greenwich

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Greenwich

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 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.
Top guest favourite
Cottage in Plymouth
5 out of 5 average rating, 20 reviews

Lakefront Escape | Cool Tub | Game Room | Fire Pit

RamonRating, 5 stars2 days ago
Such a lovely home! actually better than I expected! Will definitely book again. It’s honestly a no brainer after staying there. I can recommend this place 100%!
Top guest favourite
Cottage in Sterling Forest
4.97 out of 5 average rating, 116 reviews

Romantic Experience Secluded Lake House + Hot Tub

KristyRating, 5 stars1 month 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 Lake
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.
Top guest favourite
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!
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 106 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars2 days ago
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
Superhost
Cottage in Cold Spring
4.79 out of 5 average rating, 228 reviews

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard

EdgarRating, 5 stars2 days ago
Very nice peaceful places and very good service i will definitely be back soon, thank you

Pet-friendly cottage rentals

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 247 reviews

Lake Beseck cottage

MaryRating, 5 stars3 weeks ago
We loved our stay here. It was the perfect place for two of us and our dog. The home was just as described, welcoming, cosy and well equipped, and we appreciated all the local recommendations. We enjoyed local walks, the lake, and the great dog park, as well as easy access to Middletown to visit our son. Elisabeth and Daniel were fantastic hosts!
Guest favourite
Cottage in Highland Lake
4.94 out of 5 average rating, 192 reviews

Rustic Chic Lake view cottage 50 miles from NYC

ElianRating, 5 stars3 weeks ago
Very peaceful environment. Lisbeth was super kind to us. She was so responsive and very easy to work with. We really recommend this place!
Guest favourite
Cottage in Greenwood Lake
4.93 out of 5 average rating, 188 reviews

Cozy home in the Village of Greenwood Lake

MichelineRating, 5 stars6 days 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.
Guest favourite
Cottage in East Norwalk
4.94 out of 5 average rating, 69 reviews

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

JudithRating, 5 stars1 month ago
The cottage is as pictured. Very clean with everything I needed. The area is beautiful for walking on the beach or the streets around the cottage. WiFi was strong throughout the cabin for working. Thanks Bert for your attention and listing this cottage.
Superhost
Cottage in Carmel Hamlet
4.83 out of 5 average rating, 162 reviews

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome

ErinRating, 5 stars3 days ago
This place was wonderful. We were only there for a quick stay, and it was rainy, but that was ok because the cabin was so cute and cozy and fun. A bit of time sitting in the chairs out front in the morning with my coffee was exactly the quick weekend rejuvenation I needed. The cabin had everything we needed (and plenty of things we didn't need on this trip, but you might! I could see us playing board games or relaxing out on the back patio on a future trip.) A previous reviewer said this spot is what you expect an Airbnb to be, and that's exactly right. We picked it at first because it was convenient to a few Westchester things we needed to do, but we didn't want to drive home afterwards to CT on a summer Friday night. Spending this little bit of time in the Carmel area was genius because now we can't wait to go back there specifically for a real visit!
Guest favourite
Cottage in Pine Bush
4.89 out of 5 average rating, 268 reviews

Seclusion and Romance - Pool is open and heated!

OwenRating, 5 stars3 weeks ago
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!
Top guest favourite
Cottage in Patchogue
4.94 out of 5 average rating, 239 reviews

Quaint Cottage on Long Island's South Shore.

JosephRating, 5 stars3 days ago
Highly recommend Leah's cottage. It worked very well for us as a weekend stay for our wedding night. She's one of the best hosts!
Guest favourite
Cottage in Milford
4.95 out of 5 average rating, 103 reviews

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

OliviaRating, 5 stars1 month ago
A very cute and wonderful place to stay! Cozy, clean, private, and incredibly close to the beach! Lisa was extraordinarily understanding about the check-out time and process, would LOVE to stay again! :)

Private cottage rentals

Top guest favourite
Cottage in Rye
5 out of 5 average rating, 43 reviews

Rye Cottage - Walk to Beach & Playland

DominickRating, 5 stars4 weeks ago
This was a return stay for us. We were here at Donna and Bill's cottage last year and will be for all our future trips up north. They are kind, friendly and we always feel very welcomed. The Cottage is lovely, clean, a quiet location and close to major highways. couldn't ask for more ...Highly recommend The Cottage ....Thanks to Donna n Bill for having us!!!
Top guest favourite
Cottage in Putnam Valley
4.94 out of 5 average rating, 83 reviews

Peaceful Cottage with Grill | Walk to Lake

GaryRating, 5 stars2 months ago
This is a wonderful place. My wife and I loved it.
Top guest favourite
Cottage in Middletown
4.97 out of 5 average rating, 72 reviews

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes

Adryanna IlysseRating, 5 stars3 months ago
This charming cottage in Upstate NY is the perfect escape from city life. Surrounded by towering trees and nature’s tranquility, it offers a cozy, welcoming retreat. Inside, the rustic decor, soft lighting, and warm bed create the ultimate cozy atmosphere. The well-equipped kitchen and plush bed ensure comfort, making it easy to relax. The outdoor space is a highlight—sip coffee on the porch, stargaze , or explore nearby hiking trails. Whether you’re a couple, solo traveler, or small family, this peaceful retreat is a must-visit. Highly recommended!
Guest favourite
Cottage in Lordship
5 out of 5 average rating, 32 reviews

Waterfront Beach Cottage in Connecticut

PaulRating, 5 stars1 month ago
I grew up near here so I know just how magical it is. It did not disappoint with its beauty of LI sound. I also live in a cottage up the north end, and embrace all things others might seem quirky…. We loved them!! Amazing place!!
Guest favourite
Cottage in Brentwood
4.96 out of 5 average rating, 72 reviews

The Comfy Cottage

JanethRating, 5 stars1 week ago
Absolutely enjoyed my stay! Wanted a comfortable and peaceful place for my family and I and this was perfect! Extremely clean, cozy and had everything I needed. Definitely recommended this place!
Guest favourite
Cottage in New Fairfield
4.97 out of 5 average rating, 36 reviews

Sunset Cabin Modern Home Kayak FirePit Lake Access

AlendaRating, 5 stars2 weeks ago
Great place that looked just like the pictures! We would definitely rent again. Brad always responded right away to my messages.
Guest favourite
Cottage in Putnam Valley
4.94 out of 5 average rating, 86 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

A.D.Rating, 5 stars1 week ago
Our stay was very enjoyable. Everything we were looking for from grilling on the deck, watching sports and movies in the theater, hanging at the fire pit, sleeping in comfortable beds and getting in some early season swimming at the pool!
Guest favourite
Cottage in Putnam Valley
4.96 out of 5 average rating, 25 reviews

3 Br Cottage near Lake w Private Dock, 1 hr to NYC

CarolynRating, 5 stars7 months ago
The cottage was inviting and enabled family time around the fireplace. The kitchen was well equipped with everything in good working condition. The master bedroom was warm and comfortable. The bathroom suitable. The walk down to the lake, as described in the listing, was a favorite. Watching the sunset over the water was memorable and gave a nice photo op.

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