Sonoma Villas - Vacation Rentals in Pleasant Valley

Rhinebrook Estate - 8 Bed/8Bath + Pool (Sleeps 20) From US $2,821
         

Luxury Places to Stay in Pleasant Valley

Over 86+ Luxury Places to Stay in or Near Pleasant Valley
Private retreat on 12 acres w hot tub and bbq From US $1,257
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Tudor style 5 bedroom home in country setting. From US $961
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Converted Barn with Hot Tub! From US $917
         

9.8 (6 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
Pleasant Valley Pines From US $650
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Quality Inn Poughkeepsie From US $117
         

7.8 (527 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Quality Inn Poughkeepsie From US $158
         

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6.5 (267 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Rodeway Inn Poughkeepsie From US $124
         

5.8 (30 Reviews)
Hotel
  • Parking
  • Pool
  • Designated Smoking Area
Rodeway Inn Poughkeepsie From US $200
         

3.7 (7 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Private Pool
Lucious Lagrangeville From US $612
         

New
House
  • Air Conditioner
  • Parking
  • Pool
Villa Emmanuella From US $396
         

New
House
  • 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 $513
         

10.0 (66 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Hudson Valley Horse Farm Retreat in Salt Point From US $508
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Wappinger Cottage - Scandinavian retreat on a creek From US $673
         

10.0 (33 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-friendly Cottage at Historic Millbrook Farm Estate From US $308
         

9.2 (14 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Summit Sanctuary: EV Ready Mountain Views From US $429
         

9.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Brick House -Hudson Valley From US $347
         

10.0 (83 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hidden Charm in Hudson Valley In Dutchess County From US $637
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pleasant Valley

Over 12+ Large Vacation Homes & Villas in or Near Pleasant Valley
Summit Sanctuary with EV Ready Mountain Views From US $430
         

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9.0 (6 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
HV Spacious Retreat sleeps 13 with pool and hot tub From US $444
         

8.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Hudson Valley Estate From US $1,875
         

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

Wheelchair Accessible Vacation Homes in Pleasant Valley

Over 1+ Wheelchair Accessible Vacation Homes in or Near Pleasant Valley
The Heartwood From US $196
         

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9.8 (272 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

Pleasant Valley Vacation Rentals and Airbnb Places to Stay Under $200

Over 19+ Pleasant Valley Vacation Rentals and Airbnb Places to Stay Under $200
Apartment in scenic Hudson Valley New York From US $136
         

10.0 (41 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Debdorkdave Hospitality Services From US $192
         

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

9.6 (14 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Be our guest at The Nest! From US $154
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Hudson Pond · Garden Queen Suite · GF Breakfast From US $140
         

10.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Hudson Valley Farm Getaway- West/Llama Lover Lane From US $182
         

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1 From US $183
         

Instantly Bookable Vacation Homes in Pleasant Valley

Over 19+ Instantly Bookable Vacation Homes in or Near Pleasant Valley
Modern Getaway Retreat House on 2 Acres From US $386
         

7.0 (2 Reviews)
House
  • Air Conditioner
  • Designated Smoking Area
  • Bedding/Linens
Stunning Light-Filled Contemporary Home on 7 Acres From US $690
         

Waterfall Sound & Beach-Inspired Country Wing From US $182
         

10.0 (7 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Family friendly Spacious 4 bedroom 3 bathroom getaway From US $343
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Country Oasis | Centrally Located | Strong WiFi From US $190
         

10.0 (4 Reviews)
Apartment
  • Security/Safety
  • Breakfast
  • Child Friendly

About Pleasant Valley Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sonomavillas 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 with prices averaging US $2,821 a night.

Sonomavillas 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.

Top Rental Accommodation Types in Pleasant Valley

Type Count
Villas 1

Use these Quick Filters to Find a Vacation Rental in Pleasant Valley

Pro Tip: Sonomavillas makes it easy to compare the best listings on Sonomavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sonomavillas 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

Pleasant Valley Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Pleasant Valley?

There are a lot of options in Pleasant Valley. If you plan on staying in the Pleasant Valley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasant Valley:

How many vacation rentals are available in Pleasant Valley?

Currently, the total number of properties listed in 2026 is over 1 in the Pleasant Valley area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pleasant Valley.