Pound Ridge Holiday House Rentals from AU$378: Search Holiday Homes

Pound Ridge Holiday Homes
New York
United States of America
Holiday Homes
Expedia.com.au

Pound Ridge Travel Guide Hotels in Pound Ridge Holiday Rentals in Pound Ridge Pound Ridge Car Hire Pound Ridge Holiday Packages

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pound Ridge holiday homes

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

A modern building with a metal facade and a traditional house with a sloped roof.

A room with large windows overlooking a lake and greenery.

A bedroom with a large window, a bed, and a flat-screen TV mounted on the wall.

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

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

Greenwich

9.8 out of 10, Exceptional, (46 reviews)

9.8/10

Exceptional

(46 reviews)

"Nice stay"

Christopher J.

The price is AU$478

AU$478

includes taxes & fees

30 Oct - 31 Oct

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

An outdoor seating area with a round table, a chair, and a hanging light fixture.

A living room with two sofas, a coffee table, and a radiator.

A residential property with a front yard, a stone staircase leading to the entrance, and a gated driveway.

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

Gem by the water+ firepit and all fenced backyard

Waterside

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Property was exactly what we needed for our stay"

Christopher E.

The price is AU$652

AU$652

includes taxes & fees

3 Nov - 4 Nov

Gem by the water+ firepit and all fenced backyard

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

A modern kitchen with white cabinetry, a marble countertop, and a stainless steel refrigerator.

A round wooden coffee table with a book and two vases of flowers.

A spacious living room with a sofa, two armchairs, a coffee table, and a fireplace.

3. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit

West Norwalk

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"We had a wonderful stay."

Linda S.

The price is AU$1,063

AU$1,063

includes taxes & fees

28 Oct - 29 Oct

Spacious Retreat with Game Room and Fire Pit

A living room with a sofa, armchair, ottoman, and coffee table.

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

A bedroom with a window, radiator, and a bed with a white bedspread.

A modern kitchen with wooden cabinets, stainless steel appliances, and a dishwasher.

4. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

8.6 out of 10, Excellent, (9 reviews)

8.6/10

Excellent

(9 reviews)

"the home was nice clean if in the area I would stay here again"

james w.

The price is AU$699

AU$699

includes taxes & fees

9 Nov - 10 Nov

Spacious Stamford Home | Family, Work, Parking

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

A living room with two white sofas, a glass coffee table, a fireplace, and a flat-screen TV mounted above it.

A black barbecue grill with a red gas canister, positioned in front of a brick house with a green door and white shutters.

A kitchen counter with a bottle of olive oil, a utensil holder with 'What's Cookin?' text, a knife block, and a kettle.

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

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

West Side

9.2 out of 10, Wonderful, (9 reviews)

9.2/10

Wonderful

(9 reviews)

"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."

Dave J.

The price is AU$854

AU$854

includes taxes & fees

28 Oct - 29 Oct

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

A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

A modern kitchen with white cabinetry, a stainless steel refrigerator, a dishwasher, and a microwave.

A room with a classic sofa, a glass display cabinet with china, and two framed artworks on the wall.

6. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature

Cranbury

The price is AU$794

AU$794

includes taxes & fees

21 Nov - 22 Nov

Gilded Age Luxury Surrounded by Nature

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

A bedroom with a white bed, two bedside tables, a chandelier, and two windows.

A wooden deck with a hanging chair and a barbecue grill.

A dining area with a table and chairs, a vase with flowers, and a fireplace in the background.

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

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

Historic District

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."

Melissa H.

The price is AU$917

AU$917

includes taxes & fees

9 Nov - 10 Nov

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

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

A marina with boats docked, a Ferris wheel in the background, and a wooden pier with a sign.

A modern living room with a sectional sofa, a coffee table, and a large window with curtains.

A modern dining area with a glass table, grey upholstered chairs, and a view of the kitchen in the background.

8. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard

Cove - East Side - Shippan

9.8 out of 10, Exceptional, (26 reviews)

9.8/10

Exceptional

(26 reviews)

"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "

Maury A.

The price is AU$1,034

AU$1,034

includes taxes & fees

2 Nov - 3 Nov

5BR Beach Home | Walk to Cove Beach + Private Yard

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

A modern dining area with a wooden table, white chairs, a chandelier, and a painting on the wall.

A modern living room with a fireplace, comfortable seating, and a large window offering a view of the outdoors.

A modern living room with a sectional sofa, a coffee table, and a TV.

9. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool

Redding

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Beautiful house, very clean, spacious and a great host!!!"

Alejandro A.

The price is AU$980

AU$980

includes taxes & fees

29 Oct - 30 Oct

Renovated Retreat with Heated Pool

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.

A spacious living room with a large window, a sofa set, a coffee table, and a view of a body of water.

A modern living room with a sofa, ottoman, coffee table, and chairs. There is a staircase leading to a kitchen and dining area.

A marina with boats docked, wooden piers, and modern buildings in the background.

10. 5BR Beach House, Water Views, Steps to Beach, Backyard

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

Cove - East Side - Shippan

9.4 out of 10, Exceptional, (32 reviews)

9.4/10

Exceptional

(32 reviews)

"The property was amazing. The house was clean, beautiful, and well equipped. Plenty of space yet still cozy. Host was very communicative and gracious, had a pleasant experience and will definitely be back!"

Maxx V.

The price is AU$1,215

AU$1,215

includes taxes & fees

1 Nov - 2 Nov

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

A spacious kitchen with a central island, modern lighting, and a view to the outdoors.

A modern kitchen with white cabinetry, stainless steel appliances, and a black granite countertop.

A spacious living area with a sofa, ottoman, and a foosball table.

11. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard

Cove - East Side - Shippan

10.0 out of 10, Exceptional, (26 reviews)

10/10

Exceptional

(26 reviews)

"Very spacious and nicely decorated"

Linda M.

The price is AU$1,346

AU$1,346

includes taxes & fees

29 Oct - 30 Oct

5BR Beach House, Game Room + Huge Backyard

A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

A modern living room with a large gray sectional sofa, a glass coffee table, and a view of a snowy landscape through large windows.

A modern kitchen with white cabinetry, a central island, stainless steel appliances, pendant lighting, and a large window offering a view of the outdoors.

A dining area with a table and chairs, a painting on the wall, and a view through large windows.

12. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."

Nathan R.

The price is AU$3,315

AU$3,315

includes taxes & fees

1 Nov - 2 Nov

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

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

A spacious living room with a large window, a ceiling fan, a grey sofa, and a coffee table.

A house with a stone facade, a porch with steps, and a wooden ceiling.

A room with two beds, a radiator, and a window with blinds.

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

Centric property close to all the great things in the city

Brooklawn - St. Vincent

6.8 out of 10, (18 reviews)

6.8/10

(18 reviews)

"This rental was great accommodation"

Alma B.

The price is AU$378

AU$378

includes taxes & fees

4 Nov - 5 Nov

Centric property close to all the great things in the city

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

A bedroom with a large bed, two bedside tables, a window with curtains, and a view of greenery outside.

A table with a vase of flowers and a view of a lake through large windows.

A park with a large tree, a flower bush, and a view of a lake.

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

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

Carmel Hamlet

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Beautiful house. Great location and awesome hosts!"

Robert T.

The price is AU$488

AU$488

includes taxes & fees

3 Nov - 4 Nov

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

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

A modern living room with a large sofa, a fireplace, and a television.

A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

A red barn with a sign that reads "Jones Winery."

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

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

Fairfield

10.0 out of 10, Exceptional, (41 reviews)

10/10

Exceptional

(41 reviews)

"Great accommodations and perfect location for us. "

Kim G.

The price is AU$775

AU$775

includes taxes & fees

29 Oct - 30 Oct

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

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

A neatly arranged bedroom with a large bed, a bedside table with a lamp, and a chair.

A modern living room with a flat-screen TV mounted above a fireplace, two grey sofas with cushions, a glass coffee table with decorative items, and a potted plant.

A living room with a large artificial tree, several potted plants, and a dining area with chairs and a table.

16. Contemporary Cozy Cottage

Contemporary Cozy Cottage

Lake Peekskill

9.8 out of 10, Exceptional, (41 reviews)

9.8/10

Exceptional

(41 reviews)

"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "

Aj L.

The price is AU$583

AU$583

includes taxes & fees

3 Nov - 4 Nov

Contemporary Cozy Cottage

An outdoor dining area with tables set for a formal event, featuring candles, glassware, and floral centerpieces.

An outdoor dining area with string lights, candles, and floral centerpieces.

A spacious living room with a large window, a grey sofa with patterned cushions, and a wooden coffee table.

A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

17. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Ossining

8.8 out of 10, Excellent, (10 reviews)

8.8/10

Excellent

(10 reviews)

"Super fun location! Host was very helpful. The house is very comfortable for large groups "

natalie l.

The price is AU$1,187

AU$1,187

includes taxes & fees

4 Nov - 5 Nov

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

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

A modern living room with a grey sofa, a patterned rug, and a small side table.

A paved pathway curving through a grassy area with a car parked in the background.

A modern bedroom with a large bed, a ceiling fan, a blue chair, and a view of the outdoors through the windows.

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

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

New Rochelle

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Host was very polite and helpful. Excellent condition VRBO."

Drew C.

The price is AU$490

AU$490

includes taxes & fees

9 Nov - 10 Nov

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

A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

A cozy room with a large window overlooking a snowy landscape, a bookshelf filled with books and a model car, and a plush beige blanket on the bed.

A kitchen with white cabinets, a black faucet, and a window with a view of bare trees.

A living room with a fireplace, a sofa, a chair, and a coffee table.

19. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lake Peekskill

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"

Angel R.

The price is AU$740

AU$740

includes taxes & fees

4 Nov - 5 Nov

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

A multi-story house with a dock and boats, surrounded by dense forest.

A modern bathroom with a large bathtub, a wooden ceiling, and a view of the outdoors.

A lakeside property with a house surrounded by dense trees, a clear view of the lake, and a small island in the distance.

A spacious bathroom with a large bathtub, a window with a view of greenery, and a flat-screen TV mounted on the wall.

20. North Cliff House - Private Dock & Sauna

North Cliff House - Private Dock & Sauna

Danbury

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Enjoyed the property. Beautiful house. Great location. Reserve, stay and enjoy!"

Ron P.

North Cliff House - Private Dock & Sauna

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.

View all properties

Find holiday rentals that suit your style

Apartments

search for apartments

Aparthotels

search for apart-hotels

Private holiday homes

search for private holiday homes

Villas

Condos

Cottages

Cabins

Chalets

Save an average of 15% on thousands of hotels when you're signed in

Top Pound Ridge Hotel Reviews

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent

"Too Expensive breakfast, long walk to rooms"

Cheryl 3-night trip

Posted 9 hours ago

Sleepy Hollow Hotel, a Dolce by Wyndham

Hyatt Regency Greenwich

10/10 Excellent

"I will definitely be back. such a great hotel. Especially love the lobby and staff; the rooms are super cute and cozy."

Uz 2-night trip

Posted 9 hours ago

Hyatt Regency Greenwich

West Gate Inn Nyack

10/10 Excellent

"The"

ZENON 1-night trip

Posted 10 hours ago

West Gate Inn Nyack

Tarrytown House Estate

8/10 Good

"Room was nice and clean but not ready at check in time of 4pm. Picture of stone castle is misleading it is NOT of the hotel. Extremely long walk to hotel room with poor directions from staff. Parking was terrible especially for oversize vehicles. Grounds were beautiful."

Sarah 1-night trip

Posted 11 hours ago

Tarrytown House Estate

Hampton Inn White Plains/Tarrytown

8/10 Good

"Wish I would've stayed here all weekend instead of Sleepy Hollow hotel. Hampton was much cleaner and free breakfast. Really nice shower amenities too!"

Allison 1-night trip

Posted 15 hours ago

Hampton Inn White Plains/Tarrytown

Hampton Inn & Suites Yonkers

10/10 Excellent

"Amazing staff, very friendly and helpful. Hotel was great!"

Ashley 2-night trip

Posted 16 hours ago

Hampton Inn & Suites Yonkers

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good

"The lobby is under renovation. They asked for deposit and parking but they waive parking fee. Elevators was under repair early in the morning and was fixed before 8am."

Mariann 1-night trip

Posted 5 days ago

La Quinta Inn & Suites by Wyndham Stamford / New York City

Find out more about Pound Ridge

Pound Ridge Holiday Homes information

Number of reviews	287
Accommodation	272 Holiday Homes
Lowest Price	AU$378
Highest Price	AU$3,315

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Pound Ridge on Expedia.com

Holiday Homes in Pound Ridge

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+ firepit and all fenced backyard

3. Spacious Retreat with Game Room and Fire Pit

4. Spacious Stamford Home | Family, Work, Parking

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

6. Gilded Age Luxury Surrounded by Nature

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

8. 5BR Beach Home | Walk to Cove Beach + Private Yard

9. Renovated Retreat with Heated Pool

10. 5BR Beach House, Water Views, Steps to Beach, Backyard

11. 5BR Beach House, Game Room + Huge Backyard

12. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

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

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

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

16. Contemporary Cozy Cottage

17. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

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

19. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

20. North Cliff House - Private Dock & Sauna

Find holiday rentals that suit your style

Top Pound Ridge Hotel Reviews

Sleepy Hollow Hotel, a Dolce by Wyndham

Find out more about Pound Ridge

Pound Ridge Holiday Homes information

Explore a world of travel with Expedia