Cottage holiday rentals in Stamford

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Stamford

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 stars23 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!
Guest favourite
Cottage in Guilford
4.95 out of 5 average rating, 180 reviews

Luxury cottage by the sea with hot tub and pool

ElizabethRating, 5 stars1 month ago
Perfect spot for a quiet weekend getaway! We were able to go to Yale art museums for the day and then came back to check out the beaches. Definitely recommend the trip to Dockside Seafood and Grill in Branford for lobster pasta! The hot tub was also the best way to end the day with a peaceful beautiful view!! Would definitely go back again!
Superhost
Cottage in Greenwood Lake
4.84 out of 5 average rating, 208 reviews

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

CheyenneRating, 5 stars1 month ago
Beautiful home! I loved the stay very peaceful, definitely will be returning soon and the host was very lovely.
Top guest favourite
Cottage in Plymouth
5 out of 5 average rating, 19 reviews

Lakefront Summer Escape | Cool Tub | Fire Pit

AllysonRating, 5 stars6 days ago
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!
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 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 Bellport
4.93 out of 5 average rating, 27 reviews

Renovated Historic Cottage w/ Pool Bellport Vllage

KellyRating, 5 stars8 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, 104 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmandaRating, 5 stars2 weeks ago
Kelsey’s home was beautiful and cozy! So peaceful and perfect get away if youre looking to unwind and escape reality for a bit. She was also very kind and accommodating. We decided to go on our mini honey moon after our wedding ceremony took place locally and it was the best decision. She even left us a sweet hand written card that we found upon arrival. Couldn’t have asked for a better place or host to end our wedding weekend! We will definitely be back again.
Superhost
Cottage in Cold Spring
4.79 out of 5 average rating, 226 reviews

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard

SandraRating, 5 stars1 week ago
Our 2nd stay with this host. They are so caring & go above & beyond to make sure our stay is great. The house is super cute & very spacious. It’s very quiet & the huge yard is not only gorgeous but the perfect size for our dog. I wish I would have remembered there is a great big jacuzzi. I book my trip to Cold Spring around their availability. I highly recommend!!

Pet-friendly cottage rentals

Guest favourite
Cottage in Putnam Valley
4.96 out of 5 average rating, 164 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

LoriRating, 5 stars4 days 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.
Guest favourite
Cottage in Greenwood Lake
4.93 out of 5 average rating, 186 reviews

Cozy home in the Village of Greenwood Lake

EdwardRating, 5 stars3 weeks ago
Perfect tiny little place quiet enough to just hang and relax but with walkable a few walkable restaurants and stores and anything else is a short drive or door dash away.
Superhost
Cottage in Carmel Hamlet
4.83 out of 5 average rating, 158 reviews

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome

BennRating, 5 stars2 weeks ago
Beautiful place, lots of things to do in the cottage and it’s also right next to a beautiful lake/recreation area. Not too far from the city either, so it made for an excellent getaway. Wylda was very communicative and clear with her instructions, and everything went super smoothly.
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 stars2 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, 238 reviews

Quaint Cottage on Long Island's South Shore.

NicoleRating, 5 stars2 weeks ago
This was the most beautiful little cottage surrounded by great trees. The inside of the cottage held so much charm and warmth. It was the perfect private getaway and Leah was a pleasure to meet.
Top guest favourite
Cottage in Guilford
4.94 out of 5 average rating, 268 reviews

The Cottage at Indian Cove

ChristineRating, 5 stars4 days ago
Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!
Guest favourite
Cottage in Milford
4.95 out of 5 average rating, 102 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! :)
Top guest favourite
Cottage in Fairfield Beach
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.

Private cottage rentals

Guest favourite
Cottage in Lordship
5 out of 5 average rating, 32 reviews

Waterfront Beach Cottage in Connecticut

PaulRating, 5 stars3 weeks 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!!
Superhost
Cottage in Newtown
4.84 out of 5 average rating, 25 reviews

Streamside Cottage @ Sticks & Stones Farm

Yi ZengRating, 5 stars1 week 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.
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.
Guest favourite
Cottage in New Fairfield
4.97 out of 5 average rating, 35 reviews

Sunset Cabin Modern Home Kayak FirePit Lake Access

MollyRating, 5 stars2 weeks ago
Was visiting the area from Chicago for a friend’s wedding. The place was in such a cute neighborhood. I loved taking morning walks with our pup to ball pond and enjoying the peacefulness of the surrounding neighborhood (which was quiet and friendly!). Upon arrival it was very clean and well organized. The plus was the fenced backyard so our dog Andee could enjoy relaxing in the grass. There were also a bunch of great restaurants nearby and easy to door dash. Overall really enjoyed the stay and would book again!
Guest favourite
Cottage in Putnam Valley
4.94 out of 5 average rating, 84 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

DanielRating, 5 stars3 weeks ago
The house felt very homey, I stayed here with a total of five people including myself. We took advantage of the basement lounge space as well as the fire pit outside in the backyard. Overall, it’s an amazing getaway spot and I’d love to stay here again.
Superhost
Cottage in Kings Park
4.8 out of 5 average rating, 176 reviews

Cozy Riverside Cottage

BryanRating, 5 stars1 month ago
Great host, very fast to respond and super helpful. The space is perfect, worked well for our family of 4 (2 young children). We will definitely stay there again when returning to the area. Thank you!
Top guest favourite
Cottage in Black Rock
4.98 out of 5 average rating, 96 reviews

Spacious Cottage Loft

MauraRating, 5 stars6 months ago
Jim’s place was an absolute gem for my inaugural trip to Black Rock! The Loft is incredibly spacious and equipped with everything you could possibly need for a perfect stay. From the moment I arrived, I was impressed by the meticulous cleanliness, attention to detail, and beautiful furnishings. Jim's communication was top-notch, making the entire experience seamless. One of the highlights was the extensive music collection, perfect for setting the mood during my downtime. The bed and furniture provided a level of comfort that made it hard to leave. Nestled on a serene, tree-lined street, the location couldn’t be better; it’s just a leisurely stroll away from delightful restaurants, charming shops, food markets, and more. I can’t wait to return for another stay whenever I’m in the area!
Superhost
Cottage in Pound Ridge
4.83 out of 5 average rating, 64 reviews

Pound Ridge Paradise: Your Private Cottage Retreat

KaolinRating, 5 stars2 weeks ago
Great place to stay for a lovely weekend getaway. Peaceful and beautiful!

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