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South Blooming Grove Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for South Blooming Grove vacation rentals

A two-story house with a porch, a table, and chairs outside.

1. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is CA $253
CA $312 total
includes taxes & fees
Nov 12 - Nov 13
Historic Horse Barn Apartment in Goshen
A spacious living room with a fireplace, a ceiling fan, and a large window.

2. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
The price is CA $300
CA $762 total
includes taxes & fees
Nov 30 - Dec 1
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

3. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, (21 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
The price is CA $78
CA $192 total
includes taxes & fees
Nov 9 - Nov 10
Columbus Suites
A historic building with a central tower labeled 'West Point Museum,' featuring a traditional architectural style with multiple windows and a stone facade.

4. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is CA $162
CA $414 total
includes taxes & fees
Nov 9 - Nov 10
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

5. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is CA $210
CA $399 total
includes taxes & fees
Nov 12 - Nov 13
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A deck with Adirondack chairs, a fire pit, and a grill.

6. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is CA $321
CA $619 total
includes taxes & fees
Nov 9 - Nov 10
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

7. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (23 reviews)
"Great place, but you can hear red everything going on outside your room with the restaurant downstairs and other people in the common area. But I’d definitely come back here"
United States
Joseph
The price is CA $127
CA $208 total
includes taxes & fees
Nov 9 - Nov 10
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
A house with a view of a bridge and mountains.

8. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (150 reviews)
"We had a great stay!!"
United States
Jasmine
The price is CA $280
CA $451 total
includes taxes & fees
Nov 23 - Nov 24
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

9. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (48 reviews)
"Always a pleasure staying here."
United States
Natalie M.
The price is CA $151
CA $339 total
includes taxes & fees
Nov 15 - Nov 16
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A hot tub in a lush garden with a stone wall and outdoor furniture.

10. Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (69 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is CA $398
CA $733 total
includes taxes & fees
Nov 18 - Nov 19
Country House w/Hot Tub, Deck, Grill & Fire Pit
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

11. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.6 out of 10, Exceptional, (21 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is CA $176
CA $585 total
includes taxes & fees
Nov 9 - Nov 10
Local Artist Inspired | Walk to WestPoint + King Bed
A blue house with a white porch, a welcome sign, and a mailbox.

12. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is CA $186
CA $650 total
includes taxes & fees
Nov 11 - Nov 12
3BR West Point Retreat-3min to Back Gate+ King Bed
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

13. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is CA $215
CA $379 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

14. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is CA $173
CA $331 total
includes taxes & fees
Nov 17 - Nov 18
Historic Cabin with Pool & Fire Pit
A spacious living room with a fireplace, a ceiling fan, and a large window.

15. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (9 reviews)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
United States
Marc
The price is CA $233
CA $741 total
includes taxes & fees
Nov 30 - Dec 1
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Living area

16. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is CA $156
CA $282 total
includes taxes & fees
Dec 8 - Dec 9
Cozy 1-bedroom retreat minutes from West Point!
A hallway with a wooden door, a black table with a sign, and large green plants.

17. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
The price is CA $153
CA $560 total
includes taxes & fees
Nov 9 - Nov 10
3BR Near West Point | Coffee Bar | Sleeps 6
A patio with stone flooring, a grill, outdoor furniture, and a house with white siding and green trim.

18. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Chester
9.0 out of 10, Wonderful, (2 reviews)
"Host was very nice and accommodating. The house was clean and comfortable. There is a beautiful tub in the master bath but I was wishing there was a shower there. Master bed was very comfortable but also very tall for a shorter person like myself. Overall very nice."
United States
jolene j.
The price is CA $390
CA $1,061 total
includes taxes & fees
Nov 9 - Nov 10
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

19. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is CA $242
CA $445 total
includes taxes & fees
Nov 9 - Nov 10
Fabulous 3bdrm Home w/parking!
A spacious living room with a stone fireplace, two white sofas, a glass coffee table, and large windows.

20. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (14 reviews)
"The breakfast was lovely!"
United States
Tara
The price is CA $311
CA $382 total
includes taxes & fees
Nov 9 - Nov 10
Villa Verde B&B, bsm, Greenwood Lake NY
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 South Blooming Grove Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"We didn’t spend much time at the hotel but it was super clean and fresh looking. Beds were comfortable, staff was friendly, a lot of people were enjoying breakfast when we left. Nothing really within walking distance, although a grocery store is belong built next door. Very convenient getting to West Point. I definitely recommend."
Meredith 1-night trip
Posted 2 hours ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about South Blooming Grove

Everything you need to know about South Blooming Grove vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Blooming Grove vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Blooming Grove vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Blooming Grove vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Blooming Grove. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Blooming Grove vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Blooming Grove vacation rentals we have selected for you start as low as CA $128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Blooming Grove rentals

At Expedia, we put the best South Blooming Grove vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Blooming Grove rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Blooming Grove vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Blooming Grove. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in South Blooming Grove?

Yes, there are vacation rentals near popular local attractions in South Blooming Grove, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in South Blooming Grove?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: Visitors like this South Blooming Grove vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in South Blooming Grove?

While exploring the area, visit family-friendly sights like Castle Fun Center, or get outside and enjoy nature at The Rock Sports Complex. In the larger area, you’ll find Woodbury Common Premium Outlets and Brotherhood Winery.

What’s a vacation rental in South Blooming Grove like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in South Blooming Grove. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.