Woodlands Holiday Rentals from NZ$289: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Woodlands has to offer?

RELAX-INN: 2bedroom apartment n JEEP RENTAL : This holiday home rental outside of Woodlands has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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Our top choices for Woodlands holiday rentals

A pool area with a view of the ocean, a lounge with red chairs, and a white building with a staircase.

1. Chez Mango Villas

Old Towne

Steven

includes taxes & fees

6 Sept - 7 Sept

A swimming pool with clear blue water, surrounded by white lounge chairs and a red umbrella.

2. Stunning 3-bedroom Villa Suite with Ocean views, AC, & Pool, near the Beach

Salem

includes taxes & fees

6 Sept - 7 Sept

A swimming pool with a view of the ocean, surrounded by a white building with columns.

3. Royal 1 - Chez Mango Villa

Salem

includes taxes & fees

6 Sept - 7 Sept

A covered outdoor patio with a table and chairs, surrounded by a white wall with square cutouts, and lush greenery in the background.

4. RELAX-INN: 2bedroom apartment n JEEP RENTAL

St.John's

Marek

includes taxes & fees

6 Sept - 7 Sept

A swimming pool with a view of the ocean, surrounded by a white building with a balcony.

5. Royal 2 - Chez Mango Villa

Salem

includes taxes & fees

6 Sept - 7 Sept

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Top Woodlands Hotel Reviews

Chez Mango Villas

10/10 Excellent

"Great and cosy place to stay, with many facilities available in our rooms and on site"

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

10/10 Excellent

"I really enjoyed having air conditioning and the instant hot shower was wonderful. Host was in the UK so communication was affected by the time difference. The local lady was very helpful when I needed something, though."

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

10/10 Excellent

"It was a wonderful stay. We went about and had a fun time all over the island, seeing places, connecting and reconnecting with people. But coming back to the property every time was beyond beautiful and totally relaxing. The pool and the amazing view washed up my tired day and prepared me for relaxing nights. Thank you Marie for your assistance when was needed. You were great!"

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

8/10 Good

"Great location, close to beach, quiet and private. Nice covered veranda. Great view. Property manager, Yvette, was very helpful and available. Nice cleaning person with service included in rent."

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

10/10 Excellent

"Adams Place was the best appointed VRBO of which I've had the pleasure of staying. The home is expansive with tropical gardens and has all the amenities of your own private home. Nothing is lacking. The owners and managers of the property are extremely attentive and accommodating. Our interactions were always positive and our stay was elevated because of them.Surrounding this wonderful home is the beautiful and unique island of Montserrat. Their marriage is perfect and they must be considered as one. Me and my party did not have any specific preconceptions of Montserrat; we were paralyzed by the beauty of the surroundings, the warmth of the people, and the island's singular history, both recent and more distant.If you need a reset. If you want to be remote ... just enough. This is the address.*Oh, and watching the sunrise over the ridgeline as clouds and mist pour across their apex, well that's just nuts."

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

10/10 Excellent

"Entering the home, you are instantly greeted with a view through the glass doors to the pool and the Caribbean Sea beyond. The family room is bright and spacious, leading either to the master bedroom and bath to the left, the two remaining bedrooms and bath to the right, or the indoor dining and kitchen area. Continuing through the well-appointed kitchen is a second access to the covered patio and large pool area.The entire home is clean and well-maintained. We did not utilize additional housekeeping services during our time here, but the option is there for you if you choose. While air conditioning is not always needed on the island due to constant trade winds, it was a welcome relief, especially during sleep, and the units worked flawlessly.The propane grill situated on the patio got heavy use during our stay and is a great way to keep added heat out of the kitchen during meals.As perfect as the home is, the patio and pool area are where it is all at! From the pool, you get 180 degrees of private Caribbean sea views looking North towards Woodland Beach and South to Old Town. An occasional passing sailboat or yacht only adds to the vibe. The large pool offered much-needed relief from the hours spent staring into the sea.We had zero issues during our 14-day stay and would not hesitate to stay at Villa Kurtena in the future and to recommend it to our family and friends. Thank you, David, for sharing your home with us."

Find out more about Woodlands

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 Woodlands 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 Woodlands. 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 Woodlands. Seeing all the best attractions is bound to make you fall in love with Woodlands. 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 Woodlands short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Woodlands?

Yes, there are holiday rentals close to the most popular sights in Woodlands, 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 Woodlands has to offer?

RELAX-INN: 2bedroom apartment n JEEP RENTAL: This holiday home rental outside of Woodlands has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Woodlands?

While you're exploring the area, Woodlands Beach and Lime Kiln Beach are a couple of picturesque spots to get outside and enjoy nature. Soufriere Hills Volcano and Montserrat Volcano Observatory are a couple of places you'll find in the wider area.

What’s a holiday rental in Woodlands like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodlands. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.

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Check prices for these dates

Our top choices for Woodlands holiday rentals

1. Chez Mango Villas

2. Stunning 3-bedroom Villa Suite with Ocean views, AC, & Pool, near the Beach

3. Royal 1 - Chez Mango Villa

4. RELAX-INN: 2bedroom apartment n JEEP RENTAL

5. Royal 2 - Chez Mango Villa

Find holiday rentals that suit your style

Top Woodlands Hotel Reviews

Chez Mango Villas

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Lucy's Sunshine Villa Palm Loop, Spacious 3 Bed 2 Bathroom,

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Luxury Villa w/Aircon and Pool Table

Find out more about Woodlands

Frequently asked questions

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