Title: Pound Ridge, NY Vacation Homes from $197 | Expedia.com [Pound Ridge Travel Guide](https://expedia.com/Pound-Ridge.dx3000449463)[Hotels in Pound Ridge](https://expedia.com/Pound-Ridge-Hotels.d3000449463.Travel-Guide-Hotels)[Vacation Rentals in Pound Ridge](https://expedia.com/Pound-Ridge-Vacation-Rentals.d3000449463.Travel-Guide-VacationRentals)[Flights to Pound Ridge](https://expedia.com/Cheap-Flights-To-Pound-Ridge.d3000449463.Travel-Guide-Flights)[Car Rentals in Pound Ridge](https://expedia.com/Car-Rentals-In-Pound-Ridge.d3000449463.Car-Rental-Guide)[Pound Ridge Vacation Packages](https://expedia.com/Pound-Ridge.d3000449463.Destination-Travel-Guides) ![The Spring bloom creates a colorful scene.](https://images.trvl-media.com/place/3000449463/a0fa9f4e-2071-432b-bc85-3dd175484ad9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000449463/a0fa9f4e-2071-432b-bc85-3dd175484ad9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pound Ridge vacation homes ![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/3a1df8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/33d9009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/2106b7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/72e8d656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centric property close to all the great things in the city [](https://www.expedia.com/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information) Brooklawn - St. Vincent 7.0/10 Good (14 reviews) "This rental was great accommodation" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alma B. $263 nightly $297 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/ffa97c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich. [](https://www.expedia.com/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information) Greenwich 9.8/10 Exceptional (27 reviews) "Beautiful space, excellent communication from the hosts. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal $211 nightly $239 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike. [](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information) Carmel Hamlet 9.8/10 Exceptional (13 reviews) "We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah P. $328 nightly $355 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/1366870a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/a9bb69c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/218721ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/6a37565c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House, [](https://www.expedia.com/Charming.h111683284.Hotel-Information) Shelton 9.0/10 Wonderful (2 reviews) "The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex C. $174 nightly $197 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Charming.h111683284.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ac1bba42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi [](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information) Waterside 10/10 Exceptional (11 reviews) "Fantastic place. We had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara C. $291 nightly $329 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/32d0bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/449fc3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/e5a3641b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contemporary Cozy Cottage [](https://www.expedia.com/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information) Lake Peekskill 10/10 Exceptional (31 reviews) "Very clean comfortable quiet place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mauro C. $370 nightly $423 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/05c87dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/4390f269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/3933ec39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67ba7f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake [](https://www.expedia.com/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information) New Fairfield 10/10 Exceptional (18 reviews) "Great location and condition. Roome enough for everyone." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher H. $483 nightly $547 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3c5edeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/4388309b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Country outside the city " 3 bedrooms 2 full bathrooms [](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information) Holmes 9.6/10 Exceptional (4 reviews) "Great house! We had a fantastic weekend!! Thank you so much " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela w. $531 nightly $601 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/59c98581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/23cad84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/01af0402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/a18fd2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Beach Home near Stamford Downtown/Shippan [](https://www.expedia.com/Stamford-Hotels-New-Beach-Home-Near-Stamford-DowntownShippan.h83979908.Hotel-Information) Cove - East Side - Shippan 10/10 Exceptional (24 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyra S. $821 nightly $872 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Stamford-Hotels-New-Beach-Home-Near-Stamford-DowntownShippan.h83979908.Hotel-Information) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/ae2c7036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/342451b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/be624494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/a17843ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The B&W Haven 5BR Home with yard theater + Office [](https://www.expedia.com/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information) Brooklawn - St. Vincent 9.4/10 Exceptional (8 reviews) "Lovely home with plenty of room! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David S. $593 nightly $672 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/d1c3f1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/03f47a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/2029810b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/a3eab038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Cape Near beach, with Fire Pit and BBQ [](https://www.expedia.com/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information) Fairfield 10/10 Exceptional (11 reviews) "Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary G. $411 nightly $466 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/bcb11e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/343b9d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/48a60c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/5eb9279b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marine Theme - 4 BR - Backyard - Fire pit [](https://www.expedia.com/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information) North End 9.8/10 Exceptional (8 reviews) "We were in town for a short stay and everything was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin B. $370 nightly $419 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/86ae4160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/a65c4dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/1e85a3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/185a287e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near... [](https://www.expedia.com/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information) West Side 9.4/10 Exceptional (6 reviews) "Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave J. $504 nightly $544 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/874d2ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/5185160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/6b5ce507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/f6f4b3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Cottage with 4 King Beds and Fire Pit [](https://www.expedia.com/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) Historic District 10/10 Exceptional (10 reviews) "Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy B. $461 nightly $524 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/575b2a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/760d8df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/6ea08c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/d8954b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable 1 family home in Tuckahoe that's near train [](https://www.expedia.com/Tuckahoe-Hotels-Comfortable-1-Family-Home-In-Tuckahoe-Thats-Near-Train.h95764526.Hotel-Information) Tuckahoe $632 nightly $704 total Feb 14 - Feb 15 Total with taxes and fees [](https://www.expedia.com/Tuckahoe-Hotels-Comfortable-1-Family-Home-In-Tuckahoe-Thats-Near-Train.h95764526.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/5bb48ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h772x0y0-e4878f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/bf2402ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/f4377701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon. [](https://www.expedia.com/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information) Carmel Hamlet 10/10 Exceptional (19 reviews) "Lovely house with all the amenities. We had a wonderful time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana P. $902 nightly $978 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/85be0cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/9152dd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/1afa8516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/945e4ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Retreat with Heated Pool [](https://www.expedia.com/Redding-Hotels-Renovated-Retreat-With-Heated-Pool.h118324337.Hotel-Information) Redding 10/10 Exceptional (2 reviews) "Beautiful house, very clean, spacious and a great host!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro A. $498 nightly $564 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Redding-Hotels-Renovated-Retreat-With-Heated-Pool.h118324337.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/a15ca564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/cc196904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/bb3d83e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/5b69a2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3 Bd Home Pet Friendly, Parking and Laundry [](https://www.expedia.com/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information) Cove - East Side - Shippan 9.4/10 Exceptional (3 reviews) "the home was nice clean if in the area I would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) james w. $422 nightly $452 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/05588dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/0ca0a1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/f958fa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/51ae2321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! [](https://www.expedia.com/Ossining-Hotels-Castle-Retreat-W-Pool.h101852343.Hotel-Information) Ossining 9.2/10 Wonderful (7 reviews) "Communication was excellent. The house itself is older and fine for its age, but " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan O. $944 nightly $972 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Ossining-Hotels-Castle-Retreat-W-Pool.h101852343.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/218349d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/49a95d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/9f1b2838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/4740d81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious [](https://www.expedia.com/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information) Tunxis Hill 9.4/10 Exceptional (20 reviews) "The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily K. $656 nightly $742 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28®ionId=3000449463&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 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Good parking and only a short distance from where I had to go." [](https://expedia.com/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/2770772f_y.jpg) ### Hampton Inn & Suites Yonkers - Westchester 10/10 Excellent "." [](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.Hotel-Information) ![Ardsley Acres Hotel Westchester](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7_y.jpg) ### Ardsley Acres Hotel Westchester 10/10 Excellent "This is my 3rd stay there in about the last thirty days during the current artic blast in my area due to boiler issues at home.Staff is very friendly rooms always clean great heat and hot water. Would highly recommend. " [](https://expedia.com/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg) ### La Quinta Inn & Suites by Wyndham Stamford / New York City 10/10 Excellent "Friendly and clean" [](https://expedia.com/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![SpringHill Suites by Marriott Tuckahoe Westchester County](https://images.trvl-media.com/lodging/36000000/35530000/35521400/35521309/dac7bbff_y.jpg) ### SpringHill Suites by Marriott Tuckahoe Westchester County 10/10 Excellent "Rooms were clean and staff very helpful." [](https://expedia.com/Tuckahoe-Hotels-SpringHill-Suites-By-Marriott-Tuckahoe-Westchester-County.h35521309.Hotel-Information) ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg) ### Hampton Inn White Plains/Tarrytown 10/10 Excellent "Everything was clean and the staff was friendly and helpful " [](https://expedia.com/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg) ### Sonesta White Plains Downtown 10/10 Excellent "Checks all the boxes! " [](https://expedia.com/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![Hotel NoMa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/0bfe077b_y.jpg) ### Hotel NoMa, Trademark Collection by Wyndham 10/10 Excellent "Easy and fast check in good room service Clean white bed sheets " [](https://expedia.com/White-Plains-Hotels-Radisson-Hotel-New-Rochelle.h1088006.Hotel-Information) ![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg) ### Hotel Zero Degrees Danbury 10/10 Excellent "Gorgeous and clean rooms. Great breakfast in the morning. Delicious restaurant in the hotel. One of my favorite stays hands down!" [](https://expedia.com/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ## Find out more about Pound Ridge ## Pound Ridge Vacation Homes information | Number of reviews | 228 | | ----------------- | ------------------ | | Accommodation | 361 Vacation Homes | | Lowest Price | $197 | | Highest Price | $978 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [B&B in Bedford ](https://www.expedia.com/Bedford-Bed-And-Breakfast.d553248628384502029-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Bedford ](https://www.expedia.com/Bedford-Cottages.d553248628384502029-aaCottages.Travel-Guide-Accommodation) - [Motels in Bedford ](https://www.expedia.com/Bedford-Motels.d553248628384502029-aaMotels.Travel-Guide-Accommodation) - [Condo Rentals in Bedford ](https://www.expedia.com/Bedford-Condos.d553248628384502029-aaCondos.Travel-Guide-Accommodation) - 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