Vacation Rentals with Pool in South Blooming Grove, NY: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  New York

  5.  Newburgh

  6.  South Blooming Grove

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30 Best Vacation Rentals with Pool in South Blooming Grove (Starting from $136)

Stunning, Private House in the Hills - Extra calm!
Stunning, Private House in the Hills - Extra calm!
Villa
Monroe, NY, USA
3.1k from South Blooming Grove center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms14 Guests
New to Booking
$754
Average price / night
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7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Villa
Monroe, NY, 10950, United States
1.5k from South Blooming Grove center

AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

7 Bedrooms19 Guests
6.8

Good

5 reviews

$1294
Average price / night
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Estate with pool on 11 beautiful acres
Estate with pool on 11 beautiful acres
House
Monroe, NY, USA
4.4k from South Blooming Grove center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

9 Bedrooms24 Guests
New to Booking
$1758
Average price / night
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Spacious 7BR Villa on 14 Acres w/ Indoor Pool
Spacious 7BR Villa on 14 Acres w/ Indoor Pool
House
Washingtonville, NY, 10992, United States
3.9k from South Blooming Grove center

AC, Crib, Fireplace, Free Parking, Heater, Internet, Laundry, Living Area, Microwave

6 Bedrooms16 Guests
New to Booking
$1188
Average price / night
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Incredible Ranch in the Woods - Peace and Luxury!
Incredible Ranch in the Woods - Peace and Luxury!
House
South Blooming Grove, Monroe, New York, USA
4.4k from South Blooming Grove center

Internet, Pool, Air Conditioner, Parking, Pet Friendly, Child Friendly

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$309
Average price / night
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Upstate NY getaway- View, Pool, Close to Woodbury Common
Upstate NY getaway- View, Pool, Close to Woodbury Common
House
Monroe, NY, 10950, United States
3.9k from South Blooming Grove center

AC, Internet, Pool

2 Bedrooms8 Guests
New to Booking
$269
Average price / night
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Cedar Mill Hideaway
Cedar Mill Hideaway
House
Woodbury, NY, USA
6.5k from South Blooming Grove center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms10 Guests
New to Booking
$585
Average price / night
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Charming tidy 2-bedroom townhouse on Timber Ridge in Hudson Valley 65min to nyc.
Charming tidy 2-bedroom townhouse on Timber Ridge in Hudson Valley 65min to nyc.
House
Woodbury, NY, 10930, United States
4.4k from South Blooming Grove center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

2 Bedrooms5 Guests
7.2

Good

7 reviews

$348
Average price / night
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Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck
Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck
Villa
Chester, NY, USA
7.9k from South Blooming Grove center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis

9 Bedrooms28 Guests
New to Booking
$1991
Average price / night
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Spacious 9-bedroom house in tranquil Monroe with AC
Spacious 9-bedroom house in tranquil Monroe with AC
House
Monroe, NY, 10950, United States
4.6k from South Blooming Grove center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

9 Bedrooms32 Guests
New to Booking
$1915
Average price / night
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Hudson Valley Retreat with Pool Near Greenwood Lake
Hudson Valley Retreat with Pool Near Greenwood Lake
House
Monroe, NY, USA
8.9k from South Blooming Grove center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$387
Average price / night
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Historic 3-Bedroom 2-Full Baths Victorian Home Fully Furnished in Prime Location
Historic 3-Bedroom 2-Full Baths Victorian Home Fully Furnished in Prime Location
House
Monroe, NY, 10950, United States
5.1k from South Blooming Grove center

Dryer, Internet, Laundry, No Smoking, Pool, Washer

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$136
Average price / night
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Walton Lake Mountain Lodge
Walton Lake Mountain Lodge
House
Monroe, NY, USA
9.1k from South Blooming Grove center

Laundry, Wheelchair Accessible, Pool, Hot Tub, Parking, Internet, Child Friendly

4 Bedrooms10 Guests
New to Booking
$498
Average price / night
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Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Villa
Monroe, NY, 10950, United States
6.3k from South Blooming Grove center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
9.0

Fabulous

11 reviews

$1009
Average price / night
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Spacious Home Pool Hot Tub, Mins to Parks
Spacious Home Pool Hot Tub, Mins to Parks
Apartment
Monroe, NY, USA
9.8k from South Blooming Grove center

Air Conditioner, Parking, Security/Safety, View, Pool, Internet, Barbecue/Outdoor Cooking

2 Bedrooms8 Guests
New to Booking
$1800
Average price / night
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A Premium Hudson Valley Retreat 60-75min from NYC
A Premium Hudson Valley Retreat 60-75min from NYC
House
Highland Mills, NY, 10930, United States
6.5k from South Blooming Grove center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms10 Guests
9.6

Exceptional

17 reviews

$377
Average price / night
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Spacious Home with Pool, Hot Tub, Mins to Parks Skiing
Spacious Home with Pool, Hot Tub, Mins to Parks Skiing
Apartment
Monroe, NY, USA
9.8k from South Blooming Grove center

Business Services, Air Conditioner, Fireplace/Heating, Child Friendly, Security/Safety, Pool, Barbecue/Outdoor Cooking

1 Bedroom8 Guests
10.0

Exceptional

2 reviews

$548
Average price / night
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11BR Retreat w Pool & Game Room
11BR Retreat w Pool & Game Room
Villa
Chester, NY, 10918, United States
7.2k from South Blooming Grove center

AC, Arcade, Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

11 Bedrooms28 Guests
New to Booking
$2617
Average price / night
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The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
House
Harriman, NY, 10926, United States
7.3k from South Blooming Grove center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
10.0

Exceptional

13 reviews

$784
Average price / night
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Grand 10BR Retreat w/Pool & Hot Tub
Grand 10BR Retreat w/Pool & Hot Tub
Villa
Chester, NY, 10918, United States
7.7k from South Blooming Grove center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

10 Bedrooms23 Guests
2.0

Review score

1 reviews

$2210
Average price / night
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Tranquil apartment with AC in charming Monroe
Tranquil apartment with AC in charming Monroe
Apartment
Monroe, NY, 10950, United States
7.8k from South Blooming Grove center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Laundry, Living Area, Microwave

7 Bedrooms14 Guests
New to Booking
$1013
Average price / night
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Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Villa
Chester, NY, 10918, United States
8.2k from South Blooming Grove center

AC, Arcade, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

7 Bedrooms16 Guests
9.6

Exceptional

13 reviews

$1676
Average price / night
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Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC
Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC
Villa
Harriman, NY, 10926, United States
8.3k from South Blooming Grove center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

8 Bedrooms25 Guests
10.0

Exceptional

81 reviews

$2199
Average price / night
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Cozy Lake Front House w. Pool near Storm King and West Point
Cozy Lake Front House w. Pool near Storm King and West Point
House
Beaverdam Lake-Salisbury Mills, NY, 12577, United States
8.5k from South Blooming Grove center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
8.0

Good

2 reviews

$855
Average price / night
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Charming  house surrounded lakes and the fresh air of the mountains
Charming house surrounded lakes and the fresh air of the mountains
House
Monroe, NY, 10950, United States
8.7k from South Blooming Grove center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

1 Bedroom6 Guests
9.6

Exceptional

19 reviews

$148
Average price / night
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Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage
Monroe, NY, 10950, United States
8.9k from South Blooming Grove center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$271
Average price / night
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Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
House
Monroe, NY, 10950, United States
9.1k from South Blooming Grove center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms11 Guests
10.0

Exceptional

43 reviews

$783
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in South Blooming Grove.

Stay Near South Blooming Grove's Top Attractions

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South Blooming Grove Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 30 verified vacation rentals with a pool in South Blooming Grove. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in South Blooming Grove vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $136 per night, with private pool homes and peak travel periods often costing more.

Many rentals in South Blooming Grove offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in South Blooming Grove welcome pets. Currently, 15 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in South Blooming Grove often include additional outdoor features such as Pool, Fireplace/Heating, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in South Blooming Grove offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.