Woodlands Holiday Rentals from NZ$127: 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 laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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Holiday Rentals in Woodlands

includes taxes & fees

28 July - 29 July

includes taxes & fees

18 Aug - 19 Aug

Enjoy a romantic meal for two on this patio surrounded by lush greenery.

"The property is very nicely kept, very clean and comfortable in the quite location."

includes taxes & fees

20 July - 21 July

Relax by the pool surrounded by lush greenery and a thatched-roof structure.

includes taxes & fees

21 July - 22 July

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Find out more about Woodlands

Everything you need to know about Woodlands 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 Woodlands 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 Woodlands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodlands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodlands. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodlands 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 Woodlands holiday rentals we have selected for you start as low as NZ$127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodlands rentals

At Expedia, we put the best Woodlands 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 Woodlands 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 Woodlands 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 Woodlands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Woodlands properties

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

5/5 Excellent

McAuthurs Ville

"The overall experience was wonderful, the accommodation offered us everything that we wanted. The situation of the Ville was perferct for our needs, and within easy reach of the whole island.We would definitely want to stay there again."

A verified traveller stayed at Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Posted 2 months ago

Tranquil island escape with stunning ocean view.

5/5 Excellent

Amazing Seaview Property in Montserrat

"We had the most amazing stay at Silk Cotton Villa! The Villa was high spec, clean, spacious (needed for our party of 9), it was cosy, well-located, and well equipped with all the amenities needed. The hosts have really given their property a lot of thought to ensure that you have everything to make your stay pleasurable. The check-in process was smooth, and the host was friendly, attentive, they were very responsive to questions and on hand for any support needed. I wanted softer pillows and I had them within 24hrs. They provided great local recommendations and assisted with places to visit as well as arranged tours and hikes. The amenities, such as WiFi, kitchen, parking, and speakers in every room, this allowed us to have some great entertaining evenings, and as the property is set back from all the others, you have complete privacy. You even have the option to play to isolate the music in your own room or an area. ie the pool deck. They even arranged for someone to get us fresh coconuts and mangoes from their trees in the Garden!!!. I highly recommend this place to anyone visiting Montserrat. As well as the tastefully decorated Villa, the scenery is equally breath-taking. waking up to daily sunrise and watching the sunset blows your mind. We would most definitely stay here again!""

A verified traveller stayed at Tranquil island escape with stunning ocean view.

Posted 4 months ago

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

5/5 Excellent

"The villa was even better than the photos- the views are sensational! Marie-Josee was an excellent host, responding quickly to our queries. "

A verified traveller stayed at Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

Posted 4 months ago

Luxurious Penthouse with Breathtaking Views

5/5 Excellent

Absolutely Wonderful Stay – A Hidden Gem!

"We had the most amazing time here! The space was not only beautiful and spotless, but also incredibly peaceful and well-equipped with everything we needed. From the wraparound balcony with breathtaking views to the refreshing pool, every moment felt like a dream vacation.What made our stay even more special was the kindness and thoughtfulness of the owner and his team. They went above and beyond to make sure we felt at home—from helpful local tips to being super responsive and accommodating throughout our visit. It’s rare to find someone who genuinely cares that your experience is perfect, and that’s exactly how we felt here.Highly recommend to anyone looking for a relaxing, scenic, and well-cared-for place to stay. We’ll definitely be coming back!"

A verified traveller stayed at Luxurious Penthouse with Breathtaking Views

Posted 4 months ago

Sonido Del Mar, Island Retreat, 9 minute walk to the beach

5/5 Excellent

Fantastic property!

"We had a very relaxing vacation at Sonido Del Mar.Our hosts, David and Valerie, were very responsive to any questions we had. The property was immaculate and the view of the ocean is impressive. We enjoyed evening cocktails watching the sunset from the Estella. It was very beautiful. All the amenities of the house were appreciated especially the dishwasher and washing machine. The house is beautifully decorated and really gives you an island vibe. We highly recommend this property to anyone who wants to experience Montserrat."

A verified traveller stayed at Sonido Del Mar, Island Retreat, 9 minute walk to the beach

Posted 4 months ago

Enjoy the lovely Carpe Diem villa in the unspoiled Caribbean isle of Montserrat

4/5 Good

Fantastic stay

"We had a fantastic 15days in Carpe Diem.The veiw from the veranda was amazing. The villa was comfortable and well situated, with in walking distance of the beautiful Isles bay beach. We hired a car for the duration of our stay which was essential it was through Joe Irish who was very helpful. The pool was lovely and a nice size. The surrounding area was a sun trap but also had plenty of shade. We were however disappointed to find that there were only two sun beds, which were both unusable. For our party of three the kitchen facilities were satisfatory. However, if the villa had been full i.e. six people it would have been difficult to eat at the villa due to lack of crockery and cutlery. The Isle Bay beach bar was really friendly and provided lovely meals at a reasonable price. It was our first visit to Montserrat it is a beautiful island and everyone was very friendly and we'd love to return. "

A verified traveller stayed at Enjoy the lovely Carpe Diem villa in the unspoiled Caribbean isle of Montserrat

Posted 5 months ago

RELAX-INN: 2bedroom apartment n JEEP RENTAL

5/5 Excellent

Very good stay

"The appartment is perfect for a calm stay in Montserrat, and the owner makes it very easy. Beds are good, kitchen pretty well equiped, the terrasse is perfect and everything was very clean and in perfect state. We also rented the car, which was very useful. The location of the appartment is also handful, 50m from a supermarket."

A verified traveller stayed at RELAX-INN: 2bedroom apartment n JEEP RENTAL

Posted 8 months ago

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 laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Woodlands?

Expedia has 3 holiday rentals for your stay in Woodlands.

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. Montserrat Volcano Observatory and Foxes Bay Beach 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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Woodlands Holiday Rentals

Change your mind

Treat yourself

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Holiday Rentals in Woodlands

Casa Dorada

VIP King room

RELAX-INN: 2bedroom apartment n JEEP RENTAL

Cozy Fully Equipped Apartment for Ultimate Comfort

Find out more about Woodlands

Recent reviews of Woodlands properties

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

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

Tranquil island escape with stunning ocean view.

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

Luxurious Penthouse with Breathtaking Views

Sonido Del Mar, Island Retreat, 9 minute walk to the beach

Enjoy the lovely Carpe Diem villa in the unspoiled Caribbean isle of Montserrat

Chez Mango Villas

RELAX-INN: 2bedroom apartment n JEEP RENTAL

Frequently asked questions