Title: Pound Ridge, NY Vacation Homes from $271 | 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 [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-07-24&endDate=2026-07-26&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) ![Dining](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/2106b7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/001088a3.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) ### 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) "Having a microwave would also help with the amenities. Overall good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen A. $263 nightly $297 total Apr 5 - Apr 6 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/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.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 Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.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) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/5b614a2b.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, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/ffa97c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 2 King beds, 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 (29 reviews) "Beautiful space, excellent communication from the hosts. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal $239 nightly $271 total Apr 6 - Apr 7 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) ![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/416c2b95.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) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.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. $364 nightly $394 total Apr 7 - Apr 8 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) ![Luxury House | Bathroom](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/cd3a4fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | In-room dining](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/b1b24573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/df81ccdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/a1a37c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury NY Home with Free Parking [](https://www.expedia.com/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information) White Plains 8.0/10 Very Good (1 review) "Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Safiya $333 nightly $381 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.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) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/59dbec3c.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) ### Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train [](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. $429 nightly $485 total Apr 8 - Apr 9 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/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/d9fd7f11.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) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.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 9.8/10 Exceptional (32 reviews) "Very clean comfortable quiet place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mauro C. $370 nightly $423 total Apr 5 - Apr 6 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/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.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) ![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. $561 nightly $635 total Apr 21 - Apr 22 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, 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) ![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/f6f4b3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/c0f55355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border [](https://www.expedia.com/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) Historic District 10/10 Exceptional (10 reviews) "Clean and host was very helpful and accommodating. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenna M. $447 nightly $507 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/121000000/120890000/120881800/120881779/38ddb360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120890000/120881800/120881779/fc14d06c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120890000/120881800/120881779/c2f9ac39.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/121000000/120890000/120881800/120881779/4e3dd208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups [](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-Free-Parking-W0.h120881779.Hotel-Information) White Plains $380 nightly $434 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-Free-Parking-W0.h120881779.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/124000000/123360000/123357300/123357270/540c0e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123360000/123357300/123357270/1498d866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123360000/123357300/123357270/531c87d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123360000/123357300/123357270/7a9f708b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury NYC Retreat with Free Parking [](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Retreat-With-Free-Parking.h123357270.Hotel-Information) White Plains 8.0/10 Very Good (1 review) "Everything was perfect ! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Eric $423 nightly $484 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Retreat-With-Free-Parking.h123357270.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) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/e3e3d768.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) ![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) ### 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 Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74640000/74634900/74634837/89d855ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/75000000/74640000/74634900/74634837/a9264c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74640000/74634900/74634837/53c3477a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/75000000/74640000/74634900/74634837/5b1a7bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterview House Walking Distance from Cove Beach [](https://www.expedia.com/Stamford-Hotels-Waterview-House-Walking-Distance-From-Cove-Beach.h74634837.Hotel-Information) Cove - East Side - Shippan 9.2/10 Wonderful (22 reviews) "Great location for visiting Stamford, right on the water, a short walk from the beach, a short drive from the ShopRite. Liked the pool table. Excellent kitchen. Backyard seemed very nice but didn't use it due to weather. Easily parks 5 cars, and off-season (Oct-Apr) there is parking at the beach nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric K. $718 nightly $762 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Stamford-Hotels-Waterview-House-Walking-Distance-From-Cove-Beach.h74634837.Hotel-Information) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/46f74edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/b6c9432d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/16dfe03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/w1436h1440x0y0-175a22f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Awesome Lake Home with tons of fun! [](https://www.expedia.com/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information) New Fairfield 9.8/10 Exceptional (7 reviews) "Great spot " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike P. $626 nightly $709 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.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) ![Exterior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/d50b7da5.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. $374 nightly $424 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.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/119000000/118330000/118324400/118324337/7759d647.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) ![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/9152dd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat with Heated Salt Water Pool, 1 Mile to NYC Train [](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. $436 nightly $493 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Redding-Hotels-Renovated-Retreat-With-Heated-Pool.h118324337.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h786x0y7-46a94465.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) ### 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) "Beautiful home. Responsive host. Well stocked with needs for all types of guests. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony P. $902 nightly $978 total Apr 6 - Apr 7 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) ![Beach](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/383d7f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/8da70dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/31a3b952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/0e94e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train [](https://www.expedia.com/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information) Fairfield 10/10 Exceptional (29 reviews) "Sweet and cozy home! The decor was lovely and everything was updated. Host was very responsive. We hope to come back again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen R. $418 nightly $474 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.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/102000000/101860000/101852400/101852343/6407ae3d.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) ![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) ### 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) "Super fun location! Host was very helpful. The house is very comfortable for large groups " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) natalie l. $849 nightly $872 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Ossining-Hotels-Castle-Retreat-W-Pool.h101852343.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/6b676627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/ccda10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/b8edc23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/d0159cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4-bedroom estate in adorable Carmel Hamlet with AC [](https://www.expedia.com/Carmel-Hotels-Spacious-4-Bedroom-Estate-In-Adorable-Carmel-Hamlet-With-AC.h128071971.Hotel-Information) Carmel Hamlet $166 nightly $180 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Carmel-Hotels-Spacious-4-Bedroom-Estate-In-Adorable-Carmel-Hamlet-With-AC.h128071971.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=2026-04-17&endDate=2026-04-18®ionId=3000449463&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=COTTAGE) Villas [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VILLA) Condos [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CONDO) Cabins [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CABIN) Chalets [](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America®ionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPound-Ridge-Private-Vacation-Homes.d3000449463-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPound-Ridge-Private-Vacation-Homes.d3000449463-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pound Ridge Hotel Reviews ![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/d7a51c1c_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Always a great stay. Convenient location, super easy contactless check in " [](https://expedia.com/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/2db42e29_y.jpg) ### Hampton Inn & Suites Yonkers 10/10 Excellent "Overall well kept hotel with a nice breakfast. " [](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information) ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 6/10 Okay "Room had all we needed, toiletry wise. Also fridge and microwave. Hated the pot smell at entrance!" [](https://expedia.com/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Good" [](https://expedia.com/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/ea472a69_y.jpg) ### Hampton Inn White Plains/Tarrytown 10/10 Excellent "Room was clean." [](https://expedia.com/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg) ### Hotel Zero Degrees Danbury 10/10 Excellent "Parking safe & close. Great restaurant inside the hotel." [](https://expedia.com/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/w3840h2557x0y3-92108ca3_y.jpg) ### Hampton Inn & Suites Yonkers - Westchester 10/10 Excellent "Great location " [](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.Hotel-Information) ![Hotel NoMa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/8808b113_y.jpg) ### Hotel NoMa, Trademark Collection by Wyndham 6/10 Okay "It was a decent place all around for an overnight. Comfy beds, clean, nice staff. Unfortunately, the skunky pot smell wafting from under the adjoining room was terrible. So I would say, be aware of that if it bothers you. " [](https://expedia.com/White-Plains-Hotels-Radisson-Hotel-New-Rochelle.h1088006.Hotel-Information) ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 8/10 Good "Room was fine nothing fancy but clean " [](https://expedia.com/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ## Find out more about Pound Ridge ## Pound Ridge Vacation Homes information | Number of reviews | 196 | | ----------------- | ------------------ | | Accommodation | 339 Vacation Homes | | Lowest Price | $271 | | 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) - 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