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Southfields Holiday Rentals

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Our top choices for Southfields holiday rentals

1. Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
10.0 out of 10, Exceptional, (3 reviews)
"This location was perfect for our yearly fall gathering. It is 15 minutes from Pure Terror Scream Park and nestled in a historic town. The unit was clean, spacious, and perfect for a group of 7-8 people. The hosts were very helpful and prompt with instructions. I would recommend this stay if you are looking to stay in Goshen, NY."
United States
Tammy
The price is NZ$523
includes taxes & fees
12 Oct - 13 Oct
Hay Loft Apartment in Barn - Goshen

2. 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 NZ$479
includes taxes & fees
12 Oct - 13 Oct
Carriage House Apartment Goshen NY

3. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
Harriman Outdoor Center - Mountain Laurel Cabin

4. 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 NZ$1,275
includes taxes & fees
13 Oct - 14 Oct
Amazing Home Near West Point, Shopping, Skiing and Legoland

5. 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 NZ$2,544
includes taxes & fees
12 Oct - 13 Oct
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

6. 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 NZ$560
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, Greenwood Lake NY, 1

7. 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, (148 reviews)
"We had a great stay!!"
United States
Jasmine
The price is NZ$572
includes taxes & fees
20 Oct - 21 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

8. 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 NZ$486
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, bsm, Greenwood Lake NY

9. 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.
The price is NZ$749
includes taxes & fees
12 Oct - 13 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!

10. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is NZ$494
includes taxes & fees
12 Oct - 13 Oct
Harriman Outdoor Center - Cranberry Cabin

11. 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 NZ$293
includes taxes & fees
19 Oct - 20 Oct
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

12. 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 NZ$429
includes taxes & fees
13 Oct - 14 Oct
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

13. 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.
The price is NZ$943
includes taxes & fees
9 Nov - 10 Nov
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

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
The price is NZ$515
includes taxes & fees
12 Oct - 13 Oct
The Wine House

15. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is NZ$360
includes taxes & fees
13 Oct - 14 Oct
Historic Horse Barn Apartment in Goshen

16. 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 NZ$544
includes taxes & fees
13 Oct - 14 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

17. 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 NZ$558
includes taxes & fees
21 Oct - 22 Oct
Charming 2-bedroom apartment in the Village of Warwick

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

Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven
Stony Point
The price is NZ$4,820
includes taxes & fees
12 Oct - 13 Oct
Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven

19. 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 NZ$1,140
includes taxes & fees
13 Oct - 14 Oct
Latitude Lake House | Lake Access • Fire Pit

20. Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is NZ$950
includes taxes & fees
23 Oct - 24 Oct
Modern penthouse suite in a restored grain tower with private roof deck.
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

Find out more about Southfields

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southfields holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southfields. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southfields. Seeing all the best attractions is bound to make you fall in love with Southfields. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southfields short-term rentals, that won’t be hard to do.

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.