
Cottage holiday rentals in Stamford
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Stamford
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Stamford
Cottage rentals with a hot tub

Charming and Adorable Beach Cottage
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!

Luxury cottage by the sea with hot tub and pool
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!

Cozy Cottage | HotTub & Family Rm | 1H fr NYC
Beautiful home! I loved the stay very peaceful, definitely will be returning soon and the host was very lovely.

Lakefront Summer Escape | Cool Tub | Fire Pit
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!

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!

Renovated Historic Cottage w/ Pool Bellport Vllage
Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!

Cozy Getaway | Pet Friendly | Litchfield Cty
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.

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard
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

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.

Cozy home in the Village of Greenwood Lake
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.

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome
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.

Seclusion and Romance - Pool is open and heated!
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!

Quaint Cottage on Long Island's South Shore.
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.

The Cottage at Indian Cove
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!

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN
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! :)

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.
Private cottage rentals

Waterfront Beach Cottage in Connecticut
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!!

Streamside Cottage @ Sticks & Stones Farm
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.

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

Sunset Cabin Modern Home Kayak FirePit Lake Access
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!

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
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.

Cozy Riverside Cottage
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!

Spacious Cottage Loft
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!

Pound Ridge Paradise: Your Private Cottage Retreat
Great place to stay for a lovely weekend getaway. Peaceful and beautiful!
Destinations to explore
- Plainview Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- Cabin rentals Stamford
- Fitness-friendly rentals Stamford
- Rentals with a hot tub Stamford
- Family-friendly rentals Stamford
- Rentals with beach access Stamford
- Waterfront rentals Stamford
- Apartment rentals Stamford
- Rentals with a firepit Stamford
- Bungalow rentals Stamford
- Pet-friendly rentals Stamford
- Rentals with a fireplace Stamford
- Flat rentals Stamford
- House rentals Stamford
- Private suite rentals Stamford
- Rentals with pools Stamford
- Rentals with a patio Stamford
- Rentals with breakfast Stamford
- Rentals with an EV charger Stamford
- Rentals with outdoor seating Stamford
- Family-friendly rentals Stamford
- Rentals with a washing machine and dryer Stamford
- Cottage rentals Connecticut
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Rye Playland Beach
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art