A forest with a dirt path.

Southfields Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Southfields vacation rentals

A spacious living room with a stone fireplace, two white sofas, a glass coffee table, and large windows.

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

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (13 reviews)
"The breakfast was lovely!"
United States
Tara
The price is CA $314
CA $398 total
includes taxes & fees
Nov 1 - Nov 2
Villa Verde B&B, bsm, Greenwood Lake NY
A stone pathway leading to a stone wall with a potted plant.

2. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is CA $285
CA $453 total
includes taxes & fees
Nov 1 - Nov 2
Villa Verde B&B, Greenwood Lake NY, 1
A wooden cabin with large windows, a wooden bench, and a view of the forest.

3. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is CA $279
CA $319 total
includes taxes & fees
Oct 4 - Oct 5
Harriman Outdoor Center - Mountain Laurel Cabin
A house with a view of a bridge and mountains.

4. 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, (146 reviews)
"We had a great stay!!"
United States
Jasmine
The price is CA $282
CA $473 total
includes taxes & fees
Oct 6 - Oct 7
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A wooden cabin with large windows, a wooden bench, and a view of the forest.

5. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is CA $348
CA $400 total
includes taxes & fees
Oct 4 - Oct 5
Harriman Outdoor Center - Cranberry Cabin
A hot tub with a view of a lake and houses in the background.

6. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (42 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is CA $284
CA $734 total
includes taxes & fees
Oct 6 - Oct 7
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

7. Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
9.8 out of 10, Exceptional, (17 reviews)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
United States
Kimberly R.
The price is CA $499
CA $1,059 total
includes taxes & fees
Oct 7 - Oct 8
Amazing Home Near West Point, Shopping, Skiing and Legoland
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

8. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
10.0 out of 10, Exceptional, (1 review)
The price is CA $268
CA $330 total
includes taxes & fees
Oct 4 - Oct 5
Carriage House Apartment Goshen NY
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, (47 reviews)
"In the area for my nephew’s graduation. Loved walking around Warwick and checking out shops.Beautiful accommodations. Very clean, easy check in, comfortable bed. Appreciated the options for coffee and tea. Overall, a great stay."
United States
Gwenda M.
The price is CA $141
CA $347 total
includes taxes & fees
Oct 7 - Oct 8
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A modern living room with a stone fireplace, large windows, and a cozy seating area.

10. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Monroe
10.0 out of 10, Exceptional, (5 reviews)
"The combination of an antique, old-style house with a modernized interior featuring all the amenities you could dream of made for an enjoyable and cozy experience. The house is located right at the back of the lake in a quiet neighborhood and comes fully equipped with:- A spacious layout- High-speed Wi-Fi- Useful massage chair - Fun recreational areas- Lovely decorThis house will truly become a staple in the area."
United States
Moshe F.
The price is CA $865
CA $1,762 total
includes taxes & fees
Oct 26 - Oct 27
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

11. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (38 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
The price is CA $250
CA $417 total
includes taxes & fees
Oct 6 - Oct 7
The Wine House
Two wine glasses on a wooden deck with a view of a lake and forested hills.

12. Romantic Lakeview Escape w/ Fire Pit

Romantic Lakeview Escape w/ Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home...it is clear that much thought and time went into the decor and functionality....complete with welcomed amenities."
United States
andrea e.
The price is CA $398
CA $698 total
includes taxes & fees
Oct 7 - Oct 8
Romantic Lakeview Escape w/ Fire Pit
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

13. 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
8.6 out of 10, Excellent, (19 reviews)
"I absolutely loved my stay. A beautiful place with Victorian inspired, a big comfy bed, a really nice cozy reading nook with stone glass windows, and had an enjoyable stay!! Very easy check-in and check-out process. Great air conditioning during a heat wave!!"
United States
Daisy
The price is CA $145
CA $242 total
includes taxes & fees
Oct 26 - Oct 27
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
A hot tub in a lush garden with a stone wall and outdoor furniture.

14. 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, (67 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 $402
CA $761 total
includes taxes & fees
Nov 1 - Nov 2
Country House w/Hot Tub, Deck, Grill & Fire Pit
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.4 out of 10, Exceptional, (24 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is CA $164
CA $443 total
includes taxes & fees
Oct 4 - Oct 5
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A lakeside dock with lounge chairs and a small table, surrounded by autumn foliage and a clear sky.

16. Latitude Lake House | Lake Access • Fire Pit

Latitude Lake House | Lake Access • Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Great property and loved the lake access!"
United States
Dan and Kristen L.
The price is CA $318
CA $835 total
includes taxes & fees
Oct 7 - Oct 8
Latitude Lake House | Lake Access • Fire Pit
A deck with Adirondack chairs, a fire pit, and a grill.

17. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (15 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is CA $288
CA $596 total
includes taxes & fees
Oct 6 - Oct 7
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
A room with a balcony overlooking a lake, featuring a small table and chairs.

18. Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"
United States
Susan R.
The price is CA $609
CA $1,229 total
includes taxes & fees
Oct 7 - Oct 8
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
A dark blue door with a glass panel, flanked by two potted topiary trees, a welcome mat, and a wall-mounted light fixture.

19. Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
9.4 out of 10, Exceptional, (3 reviews)
"Clean, family friendly, close to everything."
United States
Milena P.
The price is CA $213
CA $460 total
includes taxes & fees
Oct 7 - Oct 8
Charming 2-bedroom apartment in the Village of Warwick
A circular outdoor seating area with a fire pit, surrounded by a stone border, set in a lush green forest.

20. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Goshen
10.0 out of 10, Exceptional, (35 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is CA $589
CA $1,036 total
includes taxes & fees
Nov 1 - Nov 2
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
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 Southfields Hotel Reviews

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

8/10 Good
"Under construction so a lot of entrances were closed. Parking was hard to find- had to park around the back of the building. The room was newly renovated but seemed like we got leftovers from other rooms- mismatched chairs and lamps. The room was clean otherwise. The staff was very friendly. Breakfast was decent."
Melissa 1-night trip
Posted 2 hours ago
Hampton Inn & Suites Mahwah

Find out more about Southfields

Everything you need to know about Southfields 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 Southfields 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 Southfields vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southfields vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southfields. 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 Southfields 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 Southfields vacation rentals we have selected for you start as low as CA $345 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southfields rentals

At Expedia, we put the best Southfields 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 Southfields 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 Southfields 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 Southfields. 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

Can I find vacation rentals in Southfields?

Yes, we offer vacation rentals close to top points of interest in Southfields, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Southfields has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: Visitors like this Southfields 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 Southfields?

Explore the area and family-friendly sights such as Castle Fun Center, or get out into nature at a spot like Sterling Forest State Park. Harriman State Park and Woodbury Common Premium Outlets are a couple of places you'll find in the larger area.

What are vacation rentals like in Southfields?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Southfields. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.