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Compare 62 Cottages in Pound Ridge with updated reviews, rates, and availability.

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (83)
"House was perfect and in a great location. It was clean, well-stocked and had everything you might need - either winter or summer. The owner was incredibly helpful. Unqualified highest recommendation "
Westport "Gold Coast" across from Southport beach

Cozy Cabin @ Sticks & Stones Farm

7.6 out of 10, Good, (4)
"Nice clean cabin. Good communication with host."
The price is SAR 356
SAR 713 total
includes taxes & fees
21 Apr - 22 Apr
Cozy Cabin @ Sticks & Stones Farm

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (8)
"We really enjoyed this place and location. Everything as advertised. Clean, safe area with great parking, convenient to 95 and all of Stamford, comfortable bed, W/D steps away. "
Trendy 1 bedroom +loft apartment w/ parking

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (37)
"Lovely cottage! VERY convenient location for our purposes. An issue with the shower not draining was a disappointment. "
The price is SAR 732
SAR 1,138 total
includes taxes & fees
11 May - 12 May
Adorable 1-Bedroom Cottage in Weston, CT

Cos Cob Cottage- Full Kitchen, Pet Friendly

10.0 out of 10, Exceptional, (3)
"Great Property. Driveway parking a bit of a challenge"
Cos Cob Cottage- Full Kitchen, Pet Friendly

Streamside Cottage @ Sticks & Stones Farm

The price is SAR 640
SAR 1,135 total
includes taxes & fees
27 Apr - 28 Apr
Streamside Cottage @ Sticks & Stones Farm

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"This is my third year staying at this property. I have friends that live around the area so it is a nice quiet private space to reconnect. Paul the host is always quick to respond to any concerns I may have while staying. My dog Angel is in heaven literally 5 steps to the water . The beach and people are so kind and friendly. Love it!"
Beachfront cottage located in the heart of Fairfield Beach!!

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

10.0 out of 10, Exceptional, (9)
"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

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

9.6 out of 10, Exceptional, (14)
"Landscaping was spectacular and we enjoyed a beautiful view of the lake. Baths and bedrooms very clean. Plenty of charging ports. Terrible mold and mildew smell in lower level. Number of hazards noted, handrail missing on stairs, no lights on outdoor stairway, thermostat access by leaning over the stairs. The property needs a good deep cleaning."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Putnam Valley Vacation Rental: Patio & Lake Views!

3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!

Beautiful Cottage in Hudson Valley w/Pool & Views

10.0 out of 10, Exceptional, (11)
"The house was beautifully decorated and furnished well. We enjoyed the large kitchen. The host responded to questions quickly and well. It is a beautiful region. Views were lovely, and roads and driveway were scraped of snow before we had time to think about it. "
The price is SAR 976
SAR 2,651 total
includes taxes & fees
24 Apr - 25 Apr
Beautiful Cottage in Hudson Valley w/Pool & Views

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

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!

Sun and Fun on the beach!!

9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (5)
"My brother, sister and I were looking for a property that reminded us of our family vacations at a lake in New Hampshire. This house was perfect: gorgeous view of the lake, comfortable bedrooms, nice amenities, pretty decor and a working fireplace! Two suggestions: a light marking the driveway for late arrivals, and a few extra blankets in the bedrooms. Otherwise, just great. And thanks for arranging the lovely early spring weather, too!"
Lakefront Brewster Vacation Rental w/ Private Dock

Dreamy Hudson Valley Cottage w/ State Park Views

9.6 out of 10, Exceptional, (13)
"We loved our two nights at this perfect, comfortable cottage in the Garrison woods. Communication with Ashley was terrific, very prompt and welcoming. The house was very clean and we had a great view. Thank you for a great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

10.0 out of 10, Exceptional, (5)
"We loved this cozy cottage. Communications with the owner were great. They left us cute snacks and bathroom supplies and goodies. We had a very nice relaxing stay. "
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

Charming Fairfield Beach 3BR 2BA Cottage By The Sea

10.0 out of 10, Exceptional, (31)
"What a wonderful find, and only an hour away from NYC. Fairfield CT is beautiful, friendly people, great restaurants, dog friendly, beautiful private beach, the list goes on and on. Thank you to Gerard for being so helpful, kind and always there to answer any questions, and give great recommendations. If you ever need a break from the city, this is the place to go to. Thanks again for such a wonderful holiday! We will be back."
Charming Fairfield Beach 3BR 2BA Cottage By The Sea

This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.

9.8 out of 10, Exceptional, (17)
"The cottage was perfect for our weekend trip to visit our son at West Point. A picturesque drive to West Point, the cottage was so cute and was full of thoughtful amenities. Had we had the time to cook, the kitchen was stocked with spices, condiments, and cooking oils to make it easy to do so. The complimentary coffee was perfect as we arrived late and the stores were closed. The host was easy to contact and so kind and thoughtful. We will definitely book again. "
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (15)
"Better than staying at a hotel. Place was clean. Linens were comfortable. Nice welcome gift. Very quiet area. Very pretty area. All went well. "
Second floor cottage apartment located in a private community.
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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Other property types in Pound Ridge

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (39)
"The home was spacious and provided recreation for kids with hot tub, gym, ping pong, foosball, and game. However, property was advertised as 9 bedrooms and 7 baths. My family looked forward to spreading out but 4 bedrooms with adjoining bathrooms were locked. Text host to see if he would open them but he declined. That was disappointing."
Over Sized Colonial on Private Road.

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (52)
"Absolutely perfect location for visiting Fairfield University! Everything about it exceeded our expectations."
The price is SAR 844
SAR 1,177 total
includes taxes & fees
20 Apr - 21 Apr
DUNE Fairfield Beach

Stamford Suites

3.0 star property
5.8 out of 10, (27)
"Convenience. Full kitchen and spacious rooms"
The price is SAR 705
SAR 811 total
includes taxes & fees
20 Apr - 21 Apr
Stamford Suites
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.