Woodlands Vacation Rentals from CA $102: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Woodlands?

RELAX-INN: 2bedroom apartment n JEEP RENTAL : Visitors like this Woodlands vacation home rental. It 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 vacation rentals

Villa in Old Towne

Franck

CA $251 total

includes taxes & fees

Mar 23 - Mar 24

Apartment in Brades

CA $102 total

includes taxes & fees

Mar 19 - Mar 20

Vacation Home in St.John's

Marek

CA $178 total

includes taxes & fees

Mar 26 - Mar 27

Apartment in Salem

CA $312 total

includes taxes & fees

Mar 26 - Mar 27

Villa in Woodlands

"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...

Anna B.

CA $1,042 total

includes taxes & fees

Mar 20 - Mar 21

Villa in Salem

CA $591 total

includes taxes & fees

Mar 20 - Mar 21

Apartment in Salem

CA $312 total

includes taxes & fees

Mar 20 - Mar 21

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Top Woodlands Hotel Reviews

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."

Chez Mango Villas

6/10 Okay

"Chez Mango is a curious place — part hotel, part ongoing experiment. It’s made up of small cottages and a larger building, the Royal Villa, which sits nearby but not quite on the same property. Think of it less as a resort and more as a collection of spaces still finding their rhythm. Let’s start with the good. I stayed in the Royal Villa, in a very large suite with four bedrooms. It was spotless, the air conditioning was flawless, and the surrounding setting is genuinely lovely. Gary, the host, was exceptionally responsive and arranged airport transfers that were perfectly on time. For my purposes — a clean, comfortable place to sleep — Chez Mango delivered, and at a very reasonable price. I would happily stay again under similar circumstances. That said, travelers should know what to expect. As of November 2025, the villa remains very much a construction site. Building materials are scattered across the property — in the tennis court, around the pool, even along the paths. Work noise continues through the day, and the pool area, while attractive, has unfinished railings and an empty bar space that’s best avoided. The steep driveway and cluttered staircases make access challenging; this is not a suitable choice for guests with mobility issues or for children. The suite itself also has quirks. Though it sleeps seven, there’s only one bathroom. The shower window lacks any covering and faces a public area, and while there’s an iron, there’s no hairdryer."

Tranquil island escape with stunning ocean view.

8/10 Good

"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"

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

8/10 Good

"The property itself is amazing. The three bedrooms all have on suites and are all very private. The kitchen is extremely well stocked with cooking gear. The outdoor living area with the couch, the TV, the pool, is perfect, the pictures do not do it justice. The local iguanas that live on the property are very cool.Getting to the property on the first night was super easy, Thomas picked us up at the airport, took us to the best grocery store on the island to get some stuff, and then drove us to the property where our rental car was waiting. One small quirk, a fish dinner is advertised to be there waiting for you, we were surprised to see that it was instead jerk chicken. My aunt and I liked it, but my mom does not eat dark meat chicken, so the flip from fish to chicken was a disappointment.We stayed for 2 weeks and a cleaner was supposed to come by and do basic cleaning once on the Thursday one week after we arrived. The cleaner never showed up, so we were left to do the bedding laundry ourselves.We also lost hot water as the hot water on demand heater failed. We were left with cold showers and cold water to do the dishes. There was a replacement hot water heater on site, but a natural gas unit was ordered instead of propane, so we went with no hot water for the last 10 days or so of the trip.Other than those things though, as mentioned the property is amazing, the appliances work well, the pool is extremely well maintained."

Find out more about Woodlands

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Woodlands?

Yes, there are vacation rentals near well known local attractions in Woodlands, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Woodlands?

RELAX-INN: 2bedroom apartment n JEEP RENTAL: Visitors like this Woodlands vacation home rental. It 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 Montserrat Volcano Observatory are a couple of picturesque spots to get outside and enjoy nature. Foxes Bay Beach and Little Bay are a couple of places you'll find in the larger area.

What’s a vacation rental in Woodlands like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Woodlands. Vacation rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family getaway.

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Check prices for these dates

Our top choices for Woodlands vacation rentals

Villa in Old Towne

Apartment in Brades

Vacation Home in St.John's

Apartment in Salem

Villa in Woodlands

Villa in Salem

Apartment in Salem

Find vacation rentals that suit your style

Top Woodlands Hotel Reviews

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 Spacious Villa with Aircon and Pool Table

Chez Mango Villas

Tranquil island escape with stunning ocean view.

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

Find out more about Woodlands

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