
Cottage holiday rentals in Stamford
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Top-rated cottage rentals in Stamford
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Popular amenities for cottage rentals in Stamford
Cottage rentals with a hot tub

Luxury cottage by the sea with hot tub and pool
Wonderful for a peaceful weekend away. The views were beautiful, the space was clean (with amazing climate control), and the hot tub area was very user friendly. I would definitely stay again! Highly recommend the short walk to Chaffinch Island Park to check out the tide pools.

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.

Summer Escape w/ Cool Tub + Lake Access
Our family of five loved staying at Yoka and Val's place. The location is very quiet with a peaceful pond across the street. The house itself is very clean and comfortable with everything you need - towels, soap, shampoo, conditioner, coffee and spices - easily available. The beds were also very comfortable. The best part, of course, was the private hot tub in the back yard. It was set in a canopy for extra privacy and wind protection. We loved it. We would definitely stay here again if in the area.

Romantic Experience Secluded Lake House + Hot Tub
Chateau René is the perfect peaceful escape. The home cozy and well maintained - exactly as pictured. The view made every morning feel like a dream. René was so warm, responsive, and accommodating. He shared great local recommendations and clear instructions for the house, which made settling in a breeze. The most special part of my stay was getting engaged here! René secretly coordinated with my now-fiancé and friend to make it all happen. His excitement and willingness to help meant a lot to us. Overall, 10/10 stay. We’ll definitely be back!

The Mountaintop Lakehouse that Time Forgot.
A hidden gem! This spot has a ton of character and the hosts are awesome! The lake and surrounding area is beautiful as well, with plenty to do for the outdoorsy type and cute shops and great restaurants within minutes. would highly recommend and hope to find time for a return trip!

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 cottage was exactly as described. It was so beautifully decorated & had everything that we would need. We had a wonderfully relaxing weekend & hope to do it again soon.

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard
The house is well maintained and clean. The kitchen was well stocked with everything needed to cook/grill. The hot tub was pleasant and the backyard was great for our kids. The location is only about 7 minutes from downtown Cold Spring and 15-20 minutes from Beacon. The location was ideal for wanting a mix of peace and quiet with accessibility to local attractions.
Pet-friendly cottage rentals

Carriage House: Romantic Hideaway near West Point
The adorable carriage house was just perfect for my husband and me and our dog! We were in town for a wedding, a visit with our son, and a retirement ceremony, so we stayed for over a week. The house was cute, clean, spacious, and located in the lovely town of Cornwall. We went for walks in the morning through the town, worked from the house during the day, and went out in the evening into neighboring towns. It was very close to Beacon and West Point where some of our activities were. Catherine and Jay were wonderful hosts and we would love to stay here again and also venture out to one of their other properties that they host!!

Charming Cottage Retreat | Grill & Steps to Lake
Tech savvy home. All the right plugs for our electronics. Heated bathroom floor a plus during cold weather. Upstairs bedroom had hanging space and dresser, but neither available in lower bedroom. Did have luggage rack in lower bedroom. Definitely a do again for me!

Be in Nature at this Gorgeous Riverfront Cabin
Second time staying at Mark’s place and doesn’t disappoint! Quiet serene natural setting with all the convenient amenities of a home away from home

Seclusion and Romance - Hot Tub is hot hot hot
Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

Quaint Cottage on Long Island's South Shore.
Leah was an incredible host, but a bit nervous at first. Our stay was absolutely amazing, and our dogs felt right at home in their cozy cottage. It was such a cute and comfortable place, and we’re so glad we chose Leah as our host. She went above and beyond for us during our stay.

Private and Serene home close to I-84 and shopping
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.

Charm + location. Walk to beach, town, & harbor.
This is a great place to stay. It’s lovely and very conveniently located for the town of guilford and the beach. It’s like staying at a friend’s place, an extremely thoughtful friend who has considered what would make you feel comfortable and welcomed. This is our second stay here and it is one of our favorite air B&B experiences. Jeanne is so considerate and responsive, and has the house perfectly prepared. Stay here if you can.

Cozy Cottage by the pond
My husband and I had a great stay. James and Rose are super helpful hosts. It’s a great place to relax and enjoy nature. Walking distance to a lovely park they recommended with tons of hiking trails and very quiet.
Private cottage rentals

Romantic Private Lake Art-Deco Cabin Hudson Valley
The area was absolutely beautiful. Valhalla Lake was private with stunning views. The cabin was exactly as it was described and the book of directions that was left for guidance was easy to follow.

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes
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!

Forest Acres Cottage: Art East is soon! May 3 - 4
Great place to stay when in the area. It’s become our ‘go to’ stay!!

The Comfy Cottage
Well thought out space. Quiet neighborhood. Has all the essentials needed for vacation. There is a chair in the bedroom that converts into a small single bed for a child. Nice backyard space.

Beautiful cottage on East End
Vincent’s place was great for my husband, myself, our baby and my parents to stay when visiting Jamesport for a wedding. Beautiful cottage, close to everything, and Vincent was very easy to communicate with. Would stay here again

Cheerful 2 bedroom cottage on beach
This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.

Cottage in Calverton
Perfect for our weekend getaway. Very clean and relaxing and close walk to a cute little beach. We would stay here again!

Pound Ridge Paradise: Your Private Cottage Retreat
we love Walkers place and do come here twice a year. it's a beautiful home, it's so zen, so pretty, so clean, we just absolutely love it. it's a great fabulous house and spot to stay. ♥️
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Jones Beach
- Barclays Center
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Rye Beach
- Yale University
- Comedy Cellar
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- MetLife Stadium
- Inwood Hill Park
- United Nations Headquarters