Woodbury Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Woodbury holiday rentals

1 bedroom

Boutique King Suite at Orchard Lake Private Farm

Boutique King Suite at Orchard Lake Private Farm
2.0 star property
Monroe
The price is S$478
includes taxes & fees
18 Feb - 19 Feb
Boutique King Suite at Orchard Lake Private Farm
1 bedroom

Studio Lakeside Retreat Fast Wifi Great WFH

Studio Lakeside Retreat Fast Wifi Great WFH
2.0 star property
Monroe
The price is S$440
includes taxes & fees
18 Feb - 19 Feb
Studio Lakeside Retreat Fast Wifi Great WFH
5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is S$1,138
includes taxes & fees
16 Mar - 17 Mar
NEW 45 Wolden Rd Ossining NY 10562
7 bedrooms

NEW 5 Trinity Pl Cornwall NY 12518

NEW 5 Trinity Pl Cornwall NY 12518
2.0 star property
Cornwall
The price is S$1,286
includes taxes & fees
23 Feb - 24 Feb
NEW 5 Trinity Pl Cornwall NY 12518
1 bedroom

Peaceful Lakeside Studio Fast Wifi Great WFH

Peaceful Lakeside Studio Fast Wifi Great WFH
2.0 star property
Monroe
Peaceful Lakeside Studio Fast Wifi Great WFH
1 bedroom

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
The price is S$440
includes taxes & fees
18 Feb - 19 Feb
Hidden Lakefront Gem on a Gated Countryside Escape
1 bedroom

Calm Boutique Lake Studio Fast Wifi Great WFH

Calm Boutique Lake Studio Fast Wifi Great WFH
2.0 star property
Monroe
The price is S$440
includes taxes & fees
18 Feb - 19 Feb
Calm Boutique Lake Studio Fast Wifi Great WFH
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

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodbury Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Best hotel so far... Friendly staff very clean everything and quiet for the most part... "
Debi 2-night trip
Posted 2 days ago
Sleep Inn & Suites Middletown - Goshen

Frequently asked questions

Can I find holiday rentals in Woodbury?

Yes, there are holiday rentals close to the most popular sights in Woodbury, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Woodbury is known for its array of shops and mountain landscape. While you're here, grab a bite or have a drink at the coffee shops.

How many holiday rentals will I find in Woodbury?

Expedia has 3 holiday rentals for your stay in Woodbury.

What can I see and do in Woodbury?

Cultural attractions include United States Military Academy, whereas Lake Tiorati Beach is a spot to enjoy nature. While here, Woodbury Common Premium Outlets and Harriman State Park are other places worth a visit.

What are holiday rentals like in Woodbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodbury. Holiday rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for small groups.