Lodging Image

Southfields Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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
$248 nightly
The price is $281
Nov 1 - Nov 2
Total with taxes and fees
Villa Verde B&B, bsm, Greenwood Lake NY
A wooden cabin with large windows, a wooden bench, and a view of the forest.

2. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
$224 nightly
The price is $227
Oct 12 - Oct 13
Total with taxes and fees
Harriman Outdoor Center - Mountain Laurel Cabin
A stone pathway leading to a stone wall with a potted plant.

3. 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
$282 nightly
The price is $319
Nov 1 - Nov 2
Total with taxes and fees
Villa Verde B&B, Greenwood Lake NY, 1
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, (147 reviews)
"We had a great stay!!"
United States
Jasmine
$279 nightly
The price is $330
Oct 20 - Oct 21
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

5. 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.
$629 nightly
The price is $743
Oct 13 - Oct 14
Total with taxes and fees
Amazing Home Near West Point, Shopping, Skiing and Legoland
A modern living room with a stone fireplace, large windows, and a cozy seating area.

6. 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.
$1,310 nightly
The price is $1,481
Oct 12 - Oct 13
Total with taxes and fees
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
A hot tub with a view of a lake and houses in the background.

7. 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, (43 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.
$473 nightly
The price is $535
Nov 9 - Nov 10
Total with taxes and fees
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
A wooden cabin with large windows, a wooden bench, and a view of the forest.

8. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
$279 nightly
The price is $283
Oct 12 - Oct 13
Total with taxes and fees
Harriman Outdoor Center - Cranberry Cabin
A room with a balcony overlooking a lake, featuring a small table and chairs.

9. 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.
$891 nightly
The price is $1,008
Oct 12 - Oct 13
Total with taxes and fees
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
A spacious room with a large sliding glass door leading to an outdoor deck with a view of a lake and hills.

10. Lakefront | Dock • Kayaks • Fire Pit • Sleeps 10

Lakefront | Dock • Kayaks • Fire Pit • Sleeps 10
West Milford
10.0 out of 10, Exceptional, (15 reviews)
"Amazing stay! Beautiful accommodations and hosts extremely gracious and responsive ."
United States
Tamar W.
Lakefront | Dock • Kayaks • Fire Pit • Sleeps 10
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

11. 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)
"Always a pleasure staying here."
United States
Natalie M.
$215 nightly
The price is $243
Oct 13 - Oct 14
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A kitchen with two built-in ovens, a coffee maker, and a blender on the counter.

12. Dock Holiday | Lakefront • Boathouse Bar • Kayaks

Dock Holiday | Lakefront • Boathouse Bar • Kayaks
Greenwood Lake
$864 nightly
The price is $977
Oct 11 - Oct 12
Total with taxes and fees
Dock Holiday | Lakefront • Boathouse Bar • Kayaks
A two-story house with a stone staircase leading to the front door, a stone retaining wall, and a circular stone patio.

13. Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven

Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven
Stony Point
$2,566 nightly
The price is $2,787
Oct 12 - Oct 13
Total with taxes and fees
Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

14. 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
$257 nightly
The price is $290
Oct 12 - Oct 13
Total with taxes and fees
The Wine House
A lakeside dock with lounge chairs and a small table, surrounded by autumn foliage and a clear sky.

15. Latitude Lake House | Lake Access • Fire Pit

Latitude Lake House | Lake Access • Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (8 reviews)
"Great property and loved the lake access!"
United States
Dan and Kristen L.
$585 nightly
The price is $661
Oct 14 - Oct 15
Total with taxes and fees
Latitude Lake House | Lake Access • Fire Pit
A wooden deck with glass railings overlooking a lake surrounded by lush greenery and hills.

16. Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
Greenwood Lake
9.8 out of 10, Exceptional, (9 reviews)
"Incredible place, scenic views, newly renovated house me and my family enjoyed it all! Besides that the host was very responsive and friendly."
United States
Valeryia R.
$928 nightly
The price is $1,040
Oct 19 - Oct 20
Total with taxes and fees
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
Two wine glasses on a wooden deck with a view of a lake and forested hills.

17. 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.
$421 nightly
The price is $476
Nov 8 - Nov 9
Total with taxes and fees
Romantic Lakeview Escape w/ Fire Pit
A room with a chandelier, a sofa, a table, and a cabinet.

18. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (23 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
$145 nightly
The price is $164
Oct 19 - Oct 20
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A clear blue pool surrounded by rocks and trees.

19. Spectacular Historic Mansion w/Pool&Tennis

Spectacular Historic Mansion w/Pool&Tennis
Goshen
10.0 out of 10, Exceptional, (20 reviews)
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
United States
Aditya U.
$2,568 nightly
The price is $2,680
Nov 1 - Nov 2
Total with taxes and fees
Spectacular Historic Mansion w/Pool&Tennis
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

20. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (13 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
$404 nightly
The price is $434
Oct 12 - Oct 13
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southfields Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Very nice place to stay. Very beautiful"
Lawrence 1-night trip
Posted 1 hour ago
Overlook Lodge at Bear Mountain

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Southfields in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $291 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.