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Southfields Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Southfields holiday 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 AU$402
includes taxes & fees
1 Nov - 2 Nov
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 AU$445
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, Greenwood Lake NY, 1
A modern living room with a stone fireplace, large windows, and a cozy seating area.

3. 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 AU$1,591
includes taxes & fees
1 Nov - 2 Nov
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
A hot tub with a view of a lake and houses in the background.

4. 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, (45 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 AU$729
includes taxes & fees
9 Nov - 10 Nov
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
A house with a view of a bridge and mountains.

5. 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, (149 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AU$467
includes taxes & fees
26 Oct - 27 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

6. 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 AU$1,056
includes taxes & fees
29 Oct - 30 Oct
Amazing Home Near West Point, Shopping, Skiing and Legoland
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

7. 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.
The price is AU$346
includes taxes & fees
1 Nov - 2 Nov
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A room with a balcony overlooking a lake, featuring a small table and chairs.

8. 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 AU$1,230
includes taxes & fees
26 Oct - 27 Oct
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
A modern living room with a black spiral staircase, a fireplace, and a kitchen in the background.

9. 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.
The price is AU$867
includes taxes & fees
26 Oct - 27 Oct
Latitude Lake House | Lake Access • Fire Pit
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

10. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (39 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
The price is AU$411
includes taxes & fees
26 Oct - 27 Oct
The Wine House
A two-story house with a balcony, a swimming pool, and a hot tub.

11. 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.
The price is AU$1,374
includes taxes & fees
1 Nov - 2 Nov
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
A two-story building with a porch, surrounded by greenery and a visible rainbow in the sky.

12. Top of the tower penthouse suite in Village of Warwick

Top of the tower penthouse suite in Village of Warwick
Warwick
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is AU$593
includes taxes & fees
27 Oct - 28 Oct
Top of the tower penthouse suite in Village of Warwick
A dark blue door with a glass panel, flanked by two potted topiary trees, a welcome mat, and a wall-mounted light fixture.

13. 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 AU$456
includes taxes & fees
19 Nov - 20 Nov
Charming 2-bedroom apartment in the Village of Warwick
Two wine glasses on a wooden deck with a view of a lake and forested hills.

14. 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 AU$587
includes taxes & fees
12 Nov - 13 Nov
Romantic Lakeview Escape w/ Fire Pit
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

15. 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, (14 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is AU$583
includes taxes & fees
27 Oct - 28 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
A room with a chandelier, a sofa, a table, and a cabinet.

16. 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.
The price is AU$229
includes taxes & fees
3 Nov - 4 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A rustic cabin with a large deck and multiple windows, surrounded by dense forest.

17. Mountain View Retreat w/ Hot Tub, Theater, and Gym

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Warwick
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay on a beautiful place!"
United States
Dorian G.
The price is AU$1,882
includes taxes & fees
27 Oct - 28 Oct
Mountain View Retreat w/ Hot Tub, Theater, and Gym
A hot tub in a lush garden with a stone wall and outdoor furniture.

18. 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 AU$748
includes taxes & fees
3 Nov - 4 Nov
Country House w/Hot Tub, Deck, Grill & Fire Pit
A circular outdoor seating area with a fire pit, surrounded by a stone border, set in a lush green forest.

19. 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 AU$1,003
includes taxes & fees
1 Nov - 2 Nov
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
A two-story house with a porch, a table, and chairs outside.

20. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is AU$373
includes taxes & fees
8 Nov - 9 Nov
Historic Horse Barn Apartment in Goshen
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

Inn on the Hudson

Inn on the Hudson

8/10 Good
"Bathroom needed updating, tub peeling, ceiling peeling. Bed comfortable, location perfect, parking easy. Ice machine was not where welcome book indicated."
Deborah 1-night trip
Posted 1 hour ago
Inn on the Hudson

Find out more about Southfields

Everything you need to know about Southfields holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southfields holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southfields holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southfields holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southfields holiday rentals we have selected for you start as low as AU$382 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southfields rentals

At Expedia, we put the best Southfields holiday 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 holiday.

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 holiday rentals in Southfields?

Yes, there are holiday rentals close to the most popular sights in Southfields, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Southfields has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This holiday home rental outside of Southfields is located on a lake, and has a patio, a garden and a BBQ 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 wider area.

What are holiday rentals like in Southfields?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southfields. Holiday rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.