Cruise Vacations - Vacation Rentals in Pleasant Valley

Luxury Places to Stay in Pleasant Valley

Over 82+ Luxury Places to Stay in or Near Pleasant Valley
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20) From US $1,815
         

Modern Converted Barn with Hot Tub! From US $1,087
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
4-bedroom estate in delightful Lagrangeville with AC
New
From US $986
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Private Tudor style 5 bedroom home in country setting. From US $961
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private retreat on 12 acres w hot tub and bbq From US $887
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Pleasant Valley

Over 23+ Top-Rated Vacation Rentals with a Pool in or Near Pleasant Valley
Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool From US $538
         

Pleasant Valley Pines From US $626
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Quality Inn Poughkeepsie From US $108
         

7.8 (501 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Pleasant Valley

Over 26+ Pet-Friendly Vacation Rentals in or Near Pleasant Valley
Hudson Valley Horse Farm Retreat in Salt Point From US $475
         

10.0 (65 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Hudson Valley Horse Farm Retreat in Salt Point From US $295
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Wappinger Cottage - Scandinavian retreat on a creek From US $269
         

10.0 (23 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-friendly Cottage at Historic Millbrook Farm Estate From US $272
         

9.2 (14 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Summit Sanctuary: EV Ready Mountain Views From US $418
         

9.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Brick House -Hudson Valley From US $325
         

10.0 (83 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hidden Charm in Hudson Valley In Dutchess County From US $549
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pleasant Valley

Over 11+ Large Vacation Homes & Villas in or Near Pleasant Valley
Summit Sanctuary with EV Ready Mountain Views From US $306
         

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9.5 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious restored Victorian w/ wraparound porch From US $1,800
         

Huge HV Retreat: pool/spa/home theater/gym From US $1,033
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Hudson Valley Estate From US $1,875
         

New
House
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  • Pet Friendly
Cozy, Relaxing Home Close to Everythingn From US $570
         

New and very private Hudson Valley getaway From US $583
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Pleasant Valley

Over 1+ Wheelchair Accessible Vacation Homes in or Near Pleasant Valley
The Heartwood From US $173
         

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9.8 (232 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

Pleasant Valley Varoom and Airbnb Places to Stay Under $200

Over 17+ Pleasant Valley Varoom and Airbnb Places to Stay Under $200
Apartment in scenic Hudson Valley New York From US $109
         

10.0 (39 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Debdorkdave Hospitality Services From US $192
         

7.5 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Lagrange Inn & Extended Stay From US $144
         

9.6 (11 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Be our guest at The Nest! From US $160
         

10.0 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Studio near Millbrook, Poughkeepsie. From US $139
         

9.2 (48 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Pleasant Valley

Over 19+ Instantly Bookable Vacation Homes in or Near Pleasant Valley
Stunning Light-Filled Contemporary Home on 7 Acres From US $656
         

Charming & Great Location! From US $382
         

10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Hudson Valley Farm Getaway- West/Llama Lover Lane From US $208
         

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1 From US $208
         

Modern Getaway Retreat House on 2 Acres From US $386
         

7.0 (2 Reviews)
House
  • Air Conditioner
  • Bedding/Linens
  • Fireplace/Heating

About Pleasant Valley Vacation Rentals

With more than 82 Pleasant Valley vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cruisevacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pleasant Valley.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruisevacations Pleasant Valley, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pleasant Valley. Places to stay near Pleasant Valley

Cruisevacations makes it easy and safe to find and compare vacation rentals in Pleasant Valley with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Pro Tip: Cruisevacations makes it easy to compare the best listings on Cruisevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruisevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pleasant Valley.

Weather in Pleasant Valley

View the weather forecast for Pleasant Valley before booking your Pleasant Valley Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F