Pound Ridge Holiday Homes from €238: Search Top House Rentals

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 campfire with a wooden table and benches by a lake.

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

Greenwich

Christopher J.

includes taxes & fees

7 Oct - 8 Oct

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

2. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside

Leslie S.

includes taxes & fees

30 Sept - 1 Oct

A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

3. Gilded Age Luxury Surrounded by Nature

Cranbury

includes taxes & fees

30 Sept - 1 Oct

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.

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

5. Renovated Retreat with Heated Pool

Redding

Alejandro A.

includes taxes & fees

25 Oct - 26 Oct

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

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

Historic District

Melissa H.

includes taxes & fees

28 Oct - 29 Oct

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

7. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Linda S.

includes taxes & fees

28 Oct - 29 Oct

An outdoor patio with a fire pit, green chairs, and a table.

8. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

New Rochelle

Drew C.

includes taxes & fees

20 Oct - 21 Oct

A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

9. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Carmel Hamlet

Robert T.

includes taxes & fees

5 Oct - 6 Oct

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

10. Centric property close to all the great things in the city

Brooklawn - St. Vincent

Alma B.

includes taxes & fees

4 Oct - 5 Oct

A room with a bed, a couch, a desk with a computer, and various wall decorations.

11. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Carmel Hamlet

includes taxes & fees

6 Oct - 7 Oct

12. 5BR Beach House, Game Room + Huge Backyard

Cove - East Side - Shippan

Kyra S.

A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

13. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Fairfield

gail s.

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

14. Contemporary Cozy Cottage

Lake Peekskill

Aj L.

includes taxes & fees

30 Sept - 1 Oct

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

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

West Side

Dave J.

includes taxes & fees

5 Oct - 6 Oct

A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

16. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Fairfield

Kim G.

includes taxes & fees

30 Sept - 1 Oct

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

17. Elite room stay

Bridgeport

includes taxes & fees

30 Sept - 1 Oct

A room with two beds, white curtains, a ceiling light, and a window with a view.

18. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

White Plains

"This guy is a scammer, an hour before my checkin they finally sent me the "location" and claimed they needed more time to clean the property. Then at 5 pm and hour after they claimed their was a gas leak and I couldn't stay there. Only thing is the address they sent me wasn't real and I am convinced this listing is fake in and used to trick people into staying at their actual property in yonkers. DO NOT RENT FROM THEM!"

Ethan G.

includes taxes & fees

30 Sept - 1 Oct

A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

19. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

White Plains

"An hour before check-in we were called by the property manager, after four days of messaging them through the app without response, to advise us that the property had an alleged water pipe burst and was unavailable, then attempted to upcharge us for alternate accommodations. An alternate place to stay was finally provided at no additional charge but much smaller than what had been booked. Given the absence of communication for four days and then a sudden incident the day of check-in - the day...

James D.

includes taxes & fees

30 Sept - 1 Oct

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.

20. 5BR Beach House, Water Views, Steps to Beach, Backyard

Cove - East Side - Shippan

Heather G.

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Top Pound Ridge Hotel Reviews

The Stamford Hotel

8/10 Good

"Upon first glance, the hotel is good. Rooms are quiet, beds are comfortable, bathrooms are good. Peeling wallpaper , in the room and in the hallway in places, means things are dated. I would stay again, but it’s pricy for what you get."

Hyatt Regency Greenwich

8/10 Good

"The hotel was very clean and spacious. Even though there were several large events going on while we were there, there was ample parking, space to relax and no lack in service. It never felt crowded or excessively noisy. We did not use the gym but it was very well organized and clean with working equipment. We did use the pool every day. I do think for the price there should have been a complimentary breakfast and coffee bar. They could have offered a discount at the small coffee shop in the lobby. Unfortunately when our son and his children arrived the room they were given was completely unmade. They had to be relocated to another room. I would recommend this hotel to others."

Find out more about Pound Ridge

Pound Ridge Holiday Homes information

Number of reviews	233
Accommodation	276 Holiday Homes
Lowest Price	€238
Highest Price	€696

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pound Ridge holiday homes

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

2. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

3. Gilded Age Luxury Surrounded by Nature