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Browse Select Port Chester Cottages

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Relax on the pier with lounge chairs and enjoy the serene natural surroundings.

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Second floor cottage apartment located in a private community.
Two-story house with a wooden staircase and porch, set amidst lush greenery and a paved driveway.

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (16)
"This was a great property - location was perfect and the hosts were so easy to communicate with. It was exactly as pictured and was a great stay!"
Second floor cottage apartment located in a private community.
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Walk along the weathered boardwalk to a serene body of water surrounded by lush trees and vibrant flowers.

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (5)
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington
Stunning two-story home with a gabled roof, front porch, and beautifully manicured lawn.

Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington

9.2 out of 10, Wonderful, (5)
"Beautiful quiet neighborhood. Extremely clean apartment. Nice yard. Air conditioning was great. Missing some supplies like silverware etc. "
Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington
Charming New York Escape Near Central Park!
House (3 Bedrooms) | Interior

Charming New York Escape Near Central Park!

3.0 star property
Charming New York Escape Near Central Park!
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
House (3 Bedrooms) | Interior

Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!

3.0 star property
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
House (4 Bedrooms) | Interior

Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor

3.0 star property
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Charming 2 Bedroom Cottage in Peaceful New Canaan
Enjoy serene views from this deck overlooking a well-maintained lawn and trees.

Charming 2 Bedroom Cottage in Peaceful New Canaan

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
Charming 2 Bedroom Cottage in Peaceful New Canaan
Trendy 1 bedroom +loft apartment w/ parking
Relax in this inviting living room with a comfortable sofa, flat-screen TV, and cozy rug.

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (12)
"Perfect for my needs. Would stay again for sure"
Trendy 1 bedroom +loft apartment w/ parking
South Salem Vacation Rental w/ Furnished Deck!
Cozy cabin with a front porch and lush surroundings.

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!
Beach house cottage steps to private beach in the heart of Bayville
Stunning traditional home surrounded by a beautifully maintained garden with lush greenery.

Beach house cottage steps to private beach in the heart of Bayville

10.0 out of 10, Exceptional, (10)
"Great location. Very clean modern cottage by the sea. Would love to stay again. "
Beach house cottage steps to private beach in the heart of Bayville
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Escape to a secluded cabin surrounded by a lush forest, featuring a gabled roof and arched window.

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

9.4 out of 10, Exceptional, (3)
"A cozy, well-maintained cottage, conveniently located near our son and his family who we were visiting. Modern appliances in the kitchen. Exterior and interior were as shown on VRBO. The property manager and owner were very helpful whenever we needed anything. Highly recommended. We would definitely like to stay here again whenever we visit our son."
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Outdoor Entertainment Areas: Spacious Katonah Gem!
Stately home with a symmetrical entrance, chimney, and dormer windows.

Outdoor Entertainment Areas: Spacious Katonah Gem!

3.0 star property
Outdoor Entertainment Areas: Spacious Katonah Gem!
3 Mi to Downtown: Spacious White Plains Home
House (5 Bedrooms) | Interior

3 Mi to Downtown: Spacious White Plains Home

3.0 star property
3 Mi to Downtown: Spacious White Plains Home
Private Pool & Patio: Luxe Westchester Home!
House (Multiple Bedrooms) | Interior

Private Pool & Patio: Luxe Westchester Home!

3.0 star property
Private Pool & Patio: Luxe Westchester Home!
Glen Cove Home: Walk to Boardwalk + Dining!
House (3 Bedrooms) | Interior

Glen Cove Home: Walk to Boardwalk + Dining!

3.0 star property
Glen Cove Home: Walk to Boardwalk + Dining!
Ossining Vacation Rental Near River, Trails & Mta!
House (5 Bedrooms) | Interior

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
Cozy cottage in charming Pound Ridge with WiFi, AC
Property grounds

Cozy cottage in charming Pound Ridge with WiFi, AC

Cozy cottage in charming Pound Ridge with WiFi, AC
Charming Greenwich Escape Near Wooded Trails!
House (3 Bedrooms) | Interior

Charming Greenwich Escape Near Wooded Trails!

3.0 star property
Charming Greenwich Escape Near Wooded Trails!
Glen Head Home w/ Yard ~ 28 Mi to NYC
Traditional home with a lawn and mature trees, offering a serene atmosphere.

Glen Head Home w/ Yard ~ 28 Mi to NYC

3.0 star property
Glen Head Home w/ Yard ~ 28 Mi to NYC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port Chester Hotel Reviews

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"Quiet, clean, comfortable bed and sheets, nice area."
Veruzca 1-night trip
Posted 17 hours ago
Norwalk Inn & Conference Center