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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Vacation Homes in Pleasant Valley

Our top choices for Pleasant Valley vacation homes

Historic Home in Rhinebeck
House | Private kitchen

Historic Home in Rhinebeck

2.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home in Rhinebeck
The Hideout Catskills Cottage
House | 2 bedrooms

The Hideout Catskills Cottage

2.0 star property
The Hideout Catskills Cottage
HV Spacious Retreat w Pool No Cleaning Fee
House | 4 bedrooms

HV Spacious Retreat w Pool No Cleaning Fee

2.0 star property
HV Spacious Retreat w Pool No Cleaning Fee
Perfect Upstate Home in Rhinebeck w low Fees
House | Internet

Perfect Upstate Home in Rhinebeck w low Fees

2.0 star property
Perfect Upstate Home in Rhinebeck w low Fees
Catskill Estate w Epic Views hot tub
House

Catskill Estate w Epic Views hot tub

2.0 star property
Catskill Estate w Epic Views hot tub
Huge HV Retreat Pool spa Home Theater gym
House | Internet

Huge HV Retreat Pool spa Home Theater gym

2.0 star property
Huge HV Retreat Pool spa Home Theater gym
Luxury Private Estate w Pool Near Rhinebeck
House | Internet

Luxury Private Estate w Pool Near Rhinebeck

2.0 star property
Luxury Private Estate w Pool Near Rhinebeck
Hudson Valley Retreat Pool spa Home Theater gym
House | 6 bedrooms

Hudson Valley Retreat Pool spa Home Theater gym

2.0 star property
Hudson Valley Retreat Pool spa Home Theater gym
Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck
House

Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck

2.0 star property
Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck
Art Deco Catskill Est w Epic Views
House | 5 bedrooms

Art Deco Catskill Est w Epic Views

2.0 star property
Art Deco Catskill Est w Epic Views
Salt Point Serenity
House, Multiple Beds (Salt Point Serenity) | Pool | Outdoor pool, a heated pool

Salt Point Serenity

3.5 star property
Salt Point Serenity
Red Hook Retreat
House, Multiple Beds (Red Hook Retreat) | Terrace/patio

Red Hook Retreat

3.5 star property
Red Hook Retreat
Perfection on the Preserve
House, Multiple Beds (Perfection on the Preserve) | Private kitchen | Microwave, toaster, blender

Perfection on the Preserve

3.5 star property
Perfection on the Preserve
Charcoal Chalet by Avantstay A Design w Firepit
House

Charcoal Chalet by Avantstay A Design w Firepit

2.0 star property
Charcoal Chalet by Avantstay A Design w Firepit
HV Spacious Retreat Sleeps 13 w Hot Tub
House | Internet

HV Spacious Retreat Sleeps 13 w Hot Tub

2.0 star property
HV Spacious Retreat Sleeps 13 w Hot Tub
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.
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Top Pleasant Valley Hotel Reviews

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"Great hotel, with friendly staff. Great amenities and close to major highway."
Victor 2-night trip
Posted 9 hours ago
Best Western Plus Kingston Hotel And Conference Center