Photo by Joe Vickiana

Southfields Holiday Rentals

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Holiday Rentals in Southfields

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AU$386
includes taxes & fees
1 Dec - 2 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Located next to the Ski Resort, Bike Park and Water Park

10.0 out of 10, Exceptional, (153)
"It’s our second time staying in this condo. We love it and hope to use it again. "
Located next to the Ski Resort, Bike Park and Water Park

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

Lake Glenwood A-Frame Cabin w/stunning views, fire pit, game room & EV charger

10.0 out of 10, Exceptional, (21)
"The house is absolutely beautiful. My son named it the “Triangle House” Very clean. All supplies were available..towels, linens, etc. Plenty of activities to do in the area. We explored High Point State Park, went zip-lining at TreEscape, dinner in Warwick. Overall a great little getaway!"
Lake Glenwood A-Frame Cabin w/stunning views, fire pit, game room & EV charger

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (125)
"What a great family trip. Great location. Great home.Views were outstanding. Owner was alway available and willing to help. Would stay here again when we return to the area. "
Lakefront Luxury on Greenwood Lake

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (11)
"Great space and very comfortable for a group "
The price is AU$1,304
includes taxes & fees
25 Nov - 26 Nov
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

The Mountain House

10.0 out of 10, Exceptional, (24)
"The 2 floor unit was conveniently located on the property of crystal springs resort. 2 minute drive up/down the hill to the elements spa. House was clean, updated and accurately portrayed in the pictures posted, except for the bunk beds which are now 2 trundle beds located in basement. 6 adults were comfortable. 3 steps up to front door of unit. Spiral staircase made it a little tricky to bring luggage downstairs. Everything worked properly in the house and owner, Sal, was courteous and quick to...
The Mountain House

Quaint village, walk to restaurants and shops.

9.8 out of 10, Exceptional, (9)
"Wonderfully quaint place within walking distance of downtown restaurants/pubs. Cant wait to come back"
Quaint village, walk to restaurants and shops.

Cottage Suites

3.0 star property
8.0 out of 10, Very good, (3)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites

Cottage at Millpond Falls - A Romantic and Luxurious Escape

10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - A Romantic and Luxurious Escape

Entire Lakehouse Cabin by Mountain Creek & Warwick

10.0 out of 10, Exceptional, (107)
"A beautifully decorated cabin in a quaint lakeside neighborhood. Such attention to detail , everything you need is there for a relaxing, comfortable stay. "
Entire Lakehouse Cabin by Mountain Creek & Warwick

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

9.6 out of 10, Exceptional, (21)
"Enjoyed the accommodation and all tge area had to offer. We did the Sky ride and Coaster So Great. Went to Warwick Apple Festival Awesomeness and Blue Arrow Farm for concert. Highly recommend "
The price is AU$508
includes taxes & fees
25 Nov - 26 Nov
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Warwick Manor House w. 4 Fireplaces, Mountain Creek Views, Hot Tub & Pool

8.6 out of 10, Excellent, (22)
"Beautiful. Some updating, deep cleaning and repairs are needed."
Warwick Manor House w. 4 Fireplaces, Mountain Creek Views, Hot Tub & Pool

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain

Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

9.8 out of 10, Exceptional, (114)
"Lakefront House on Greenwood Lake is awesome. We were in town to visit Watchtower Headquarters in Warwick. The house was clean and comfortable. Communication was Jody was quick. We enjoyed the lake so much! We look forward to returning again."
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Luxury Retreat: Near Skiing, Hot Tub, Game Room, Playground! Pool in summer!

10.0 out of 10, Exceptional, (15)
"Our group enjoyed our stay at this property! The host was very responsive, and the house was a great set-up! The location was close enough to town but still serene. Would recommend this property for any group or family to stay. "
Luxury Retreat: Near Skiing, Hot Tub, Game Room, Playground! Pool in summer!

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is AU$585
includes taxes & fees
25 Nov - 26 Nov
Contemporary Cozy Cottage

Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

9.4 out of 10, Exceptional, (20)
"Great place - close to all. D&D right there as well plenty of food and drink options- nice people. "
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking
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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Other types of properties in Southfields you may be interested in

Armoni Inn & Suites

3.5 star property
6.0 out of 10, (1692)
"Nice and clean "
The price is AU$110
includes taxes & fees
8 Dec - 9 Dec
Armoni Inn & Suites

West Gate Inn Nyack

3.0 star property
7.2 out of 10, Good, (1004)
"Stepanuebwas amazing at checknin. Room was gigantic and clean "
The price is AU$194
includes taxes & fees
9 Dec - 10 Dec
West Gate Inn Nyack

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.6 out of 10, Excellent, (1009)
"The rooms are large and nicely decorated. They are quiet and comfortable. Two small issues - the bathroom sink didn’t drain very well and the desk chair looked like it had been dragged across a rough surface. The upholstery was torn away at the edges. Every thing was very clean."
The price is AU$202
includes taxes & fees
8 Dec - 9 Dec
DoubleTree by Hilton Hotel Nanuet
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out: This holiday home rental outside Southfields is located in the mountains, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Southfields?

Harriman State Park and Sterling Forest State Park are a couple of lovely local spots to get outside and enjoy nature. Woodbury Common Premium Outlets and Monroe Federal Plaza Shopping Center 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.