Last-minute stays near Bear Mountain & Hudson Highlands, NY
90 places with check-ins between 2026-10-27 and 2026-11-10, priced from $78 to $422 a night. These are live prices from the last sweep, not a curated list — they move, and some sell out.
- 1839 home with 12-ft ceilings$78/night$156 totalAirbnb
- Mid-century lake house with a canoe$247/night$740 totalAirbnb
- Walk to Main St and Metro-North$98/night$197 totalAirbnb
- Renovated cabin next to Fahnestock Park$149/night$448 totalAirbnb
- Renovated cabin next to Fahnestock Park$164/night$327 totalAirbnb
- Renovated cabin next to Fahnestock Park$164/night$327 totalAirbnb
- 1839 home with 12-ft ceilings$81/night$243 totalAirbnb
- Hudson Valley retreat with private hot tub$198/night$794 totalAirbnb
- Mid-century lake house with a canoe$314/night$627 totalAirbnb
- Custom-designed studio with a rooftop$92/night$185 totalAirbnb
- River views and a king-size bed$180/night$720 totalAirbnb
- River views and a king-size bed$180/night$720 totalAirbnb
- 18-foot ceilings and a wraparound deck$268/night$535 totalAirbnb
- 18-foot ceilings and a wraparound deck$268/night$535 totalAirbnb
- Artsy pad 1 block from Main Street$348/night$695 totalAirbnb
- Artsy pad 1 block from Main Street$348/night$695 totalAirbnb
- Hudson River views from a private deck$246/night$491 totalAirbnb
- A loft with 12-foot ceiling and Jacuzzi$121/night$242 totalAirbnb
- 1839 home with 12-ft ceilings$86/night$346 totalAirbnb
- Free parking near Main Street shops$218/night$437 totalAirbnb
- 1839 home with 12-ft ceilings$89/night$268 totalAirbnb
- Modern barn studio in historic Cold Spring$138/night$276 totalAirbnb
- Modern barn studio in historic Cold Spring$138/night$276 totalAirbnb
- Secluded lakefront with a fieldstone fireplace$250/night$501 totalAirbnb
- 1839 home with 12-ft ceilings$93/night$371 totalAirbnb
- Modern barn studio in historic Cold Spring$138/night$414 totalAirbnb
- Sunset over the Gunks from the deck$154/night$462 totalAirbnb
- Scandinavian-inspired cabin on the creek$263/night$788 totalAirbnb
- Renovated milk barn near Mohonk Preserve$156/night$311 totalAirbnb
- 1900s farmhouse with a private hot tub$283/night$849 totalAirbnb
- One block from Main Street shops$267/night$801 totalAirbnb
- Scandinavian-inspired cabin on the creek$288/night$576 totalAirbnb
- River views from an expansive porch$164/night$654 totalAirbnb
- River views from an expansive porch$164/night$654 totalAirbnb
- Renovated lakefront retreat in a gated community$164/night$656 totalAirbnb
- Walking distance from West Point$170/night$509 totalAirbnb
- Hudson River views from a private deck$110/night$329 totalAirbnb
- Forest cottage with a fire pit$275/night$1,100 totalAirbnb
- Scandinavian-inspired cabin on the creek$278/night$1,111 totalAirbnb
- Hudson River views from the porch$170/night$678 totalAirbnb
See all 90 Bear Mountain & Hudson Highlands, NY deals, filtered and sorted →
How these are picked
Every price here was recorded against that property's own recent history and against the market, so “cheap” means cheap for this place at this time — not a discount off a number someone made up. Nothing on this page is a paid placement.
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