Pound Ridge Vacation Homes

A serene park with a pond, a small boat, and autumn-colored trees.

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Our top choices for Pound Ridge holiday homes

A dock with kayaks and a canoe, surrounded by trees and a calm lake.

1. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

HK$2,914 total

includes taxes & fees

28 Oct - 29 Oct

A patio with outdoor furniture, a grill, and potted plants.

2. Gem by the water+ firepit and all fenced backyard

Waterside

Leslie S.

HK$3,654 total

includes taxes & fees

4 Nov - 5 Nov

A modern kitchen with white cabinets, a marble island, and black bar stools.

3. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Linda S.

HK$5,928 total

includes taxes & fees

18 Nov - 19 Nov

A living room with a sofa set, a coffee table, and a television on a stand.

4. Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

james w.

HK$4,051 total

includes taxes & fees

26 Oct - 27 Oct

A modern living room with a white sofa, a glass coffee table, and a piano.

5. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

West Side

Dave J.

HK$4,975 total

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a wooden staircase, two beds, a nightstand, and a wall-mounted lamp.

6. Gilded Age Luxury Surrounded by Nature

Cranbury

HK$4,426 total

includes taxes & fees

22 Oct - 23 Oct

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

7. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Historic District

Melissa H.

HK$5,219 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

8. 5BR Beach House, Water Views, Steps to Beach, Backyard

Cove - East Side - Shippan

Maxx V.

HK$7,716 total

includes taxes & fees

1 Nov - 2 Nov

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Top Pound Ridge Hotel Reviews

Amsterdam Hotel

8/10 Good

"The Amsterdam was an excellent value for money. We stayed one night to attend a concert in nearby Norwalk so only used the room for sleeping. Although the decor is dated, the rooms and hallways were extremely clean and the front desk, cleaners, and other staff were friendly and helpful. The hotel felt safe and secure and the free on-site parking and nearby food selections made the location accessible. Definitely recommended for short stays."

Ardsley Acres Hotel Westchester

10/10 Excellent

"Extremely clean room, newly renovated. Very comfortable bed and pillows. New, clean, spacious shower. Had a fridge and microwave which we used and appreciated. Exterior was kind of a mess due to ongoing renovations, I assume. Easy to unpack and unload with car parked outside our room"

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent

"We stayed at this beautiful hotel for an overnight when we were traveling from New Jersey to Massachusetts, and we were beyond thrilled to discover it. The property is amazing in every way. The pool and gym were fantastic! The room was immaculate. The proximity to the delightful Main Street was an extra bonus. Linda, you are doing an amazing job as manager, and we were delighted to meet you. We’d love to stay with you again. Also, we want to give a special shout-out to Arion and Yasheika - thanks so much for being so warm, welcoming, and hospitable to us! These two retired public school teachers grade this hotel A+!"

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