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Top Holiday Rentals in Woodlands

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

10.0 out of 10, Exceptional, (1)
"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."
The price is £248
includes taxes & fees
4 Sept - 5 Sept
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

10.0 out of 10, Exceptional, (13)
"Everything about this place exceeded all expectations! Never felt more relaxed in my entire life. Can't wait to go back! "
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

8.4 out of 10, Very good, (16)
"The view from the villa is amazing and it changes throughout the day. The Villa was the perfect size for my wife and me. It is centrally located and close to everything. Enjoy!"
Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Tranquil island escape with stunning ocean view.

8.8 out of 10, Excellent, (8)
"family stayed and we all had our own individual space, the villa was perfect, the view over looking the ocean was superb if there was any criticism it’s just in need of a little upgrade but that doesn’t stop me giving it a 5* rating"
Tranquil island escape with stunning ocean view.

RELAX-INN: 2bedroom apartment n JEEP RENTAL

8.8 out of 10, Excellent, (5)
"The property is very nicely kept, very clean and comfortable in the quite location."
The price is £99
includes taxes & fees
2 Sept - 3 Sept
RELAX-INN: 2bedroom apartment n JEEP RENTAL

Chez Mango Villas

3.5 star property
7.2 out of 10, Good, (26)
"There were bugs on the pillows, cockroaches in the bathroom, & stained dirty towels. The fan was broke & AC didn't have enough power to get the room cool enough. We had to leave cause it caused asthma for my wife. The property wasn't maintained so the pics on line was falsh. Thank u for calling taxi to get us to a different hotel."
The price is £136
includes taxes & fees
2 Sept - 3 Sept
Chez Mango Villas

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

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

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

9.6 out of 10, Exceptional, (10)
"The pool, the view, the stars st night, delightful"
Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

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

10.0 out of 10, Exceptional, (2)
"Staying at adams place was the ultimate Monserrat experience! We enjoyed having the entire villa to ourselves, it was perfect for our romantic getaway but there was plenty of room to bring the whole family next time! The property manager, Kristina, was so kind and attentive to all of our questions and made sure we had everything we needed and having Toni as our private chef for the day was unbeatable! Her food is amazing! We watched the sunset from the saltwater pool every evening and the beach...
Caribbean Villa with private pool & ocean view in the heart of Montserrat

Luxurious Penthouse with Breathtaking Views

8.6 out of 10, Excellent, (11)
"The stay was pleasant. The hosts were easy to contact and very responsive. "
The price is £169
includes taxes & fees
2 Sept - 3 Sept
Luxurious Penthouse with Breathtaking Views

Luxury Villa w/Aircon and Pool Table

Luxury Villa w/Aircon and Pool Table

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

8.0 out of 10, Very good, (2)
"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...
Sonido Del Mar, Island Retreat, 9 minute walk to the beach

Cozy Fully Equipped Apartment for Ultimate Comfort

The price is £121
includes taxes & fees
3 Sept - 4 Sept
Cozy Fully Equipped Apartment for Ultimate Comfort

Caribbean Villa with Spectacular Views

10.0 out of 10, Exceptional, (1)
Caribbean Villa with Spectacular Views

Secluded Villa with scenic views of the Atlantic ocean

Secluded Villa with scenic views of the Atlantic ocean

Breezy, Clean, Comfortable and Peaceful, with a breathtaking view

2.0 out of 10, (1)
Breezy, Clean, Comfortable and Peaceful, with a breathtaking view

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

8.0 out of 10, Very good, (1)
"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...
Enjoy the lovely Carpe Diem villa in the unspoiled Caribbean isle of Montserrat

Modern North Side Hideaway w/Aircon

10.0 out of 10, Exceptional, (2)
"The experience of staying in this place for 5 days was truly remarkable. From the moment we arrived, the host extended a warm and gracious welcome that immediately made us feel at home. Their hospitality and attentiveness surpassed all expectations, as they went above and beyond to ensure that our stay was comfortable and enjoyable. The friendliness of the people at this place is unparalleled. Each day, they looked out for us and made sure we had everything we needed. It's rare to encounter...
Modern North Side Hideaway w/Aircon

Chic Cottage!Tranquil getaways - 4mins drive from our volcanic black sand beach

The price is £149
includes taxes & fees
3 Sept - 4 Sept
Chic Cottage!Tranquil getaways - 4mins drive from our volcanic black sand beach

VIP King room

The price is £71
includes taxes & fees
13 Sept - 14 Sept
VIP King room
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 Woodlands Hotel Reviews

Find out more about Woodlands

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, apart-hotels, 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 £71 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. 

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.

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.