Woodlands Vacation Rentals from $169: Search Short-Term Rentals

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

Amazing Villa Tropicasa : Visitors like this Woodlands vacation home rental. It offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a hot tub and a selection of books.

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In two weeks

In two months

In three months

In four months

Our top choices for Woodlands vacation rentals

Luxury Villa | Egyptian cotton sheets, premium bedding, down comforters

Chez Mango Villas

Old Towne

Ronald

$153 nightly

Apr 12 - Apr 13

Total with taxes and fees

RELAX-INN: 2bedroom apartment n JEEP RENTAL

St.John's

Marek

$171 nightly

Apr 12 - Apr 13

Total with taxes and fees

Royal 2 - Chez Mango Villa

Salem

$229 nightly

Apr 16 - Apr 17

Total with taxes and fees

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

Salem

$401 nightly

Apr 12 - Apr 13

Total with taxes and fees

Royal 1 - Chez Mango Villa

Salem

$229 nightly

Apr 16 - Apr 17

Total with taxes and fees

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Top Woodlands Hotel Reviews

Chez Mango Villas

10/10 Excellent

"Very good location, clean room, everything that was needed was in the room. Very friendly people "

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!"

Amazing Villa Tropicasa

10/10 Excellent

"This was my first time in Montserrat and i couldn't have stayed at a nicer place than Villa Tropicasa. When I walked in, I knew it was the right place for me. The ad says for CFO's and CEO's to getaway to work, and it was perfect for me.While my stay didn't allow for a lot of vacation-mode type activities, Villa Tropicasa made my stay worth the time away from home. Kudos to Mr. Cassell for a well-run property. "

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

Everything you need to know about Woodlands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodlands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodlands vacation 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 low season months. For more hustle and bustle, you may prefer to visit Woodlands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $169 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodlands rentals

At Expedia, we put the best Woodlands vacation 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 vacation.

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 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?

Amazing Villa Tropicasa: Visitors like this Woodlands vacation home rental. It offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a hot tub and a selection of books.

What’s there to see and do in Woodlands?

While you're exploring the area, Woodlands Beach and Foxes Bay Beach are a couple of picturesque spots to get outside and enjoy nature. Montserrat Volcano Observatory 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

Chez Mango Villas

RELAX-INN: 2bedroom apartment n JEEP RENTAL

Royal 2 - Chez Mango Villa

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

Royal 1 - Chez Mango Villa

Find vacation rentals that suit your style

Top Woodlands Hotel Reviews

Chez Mango Villas

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

Amazing Villa Tropicasa

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

Tranquil island escape with stunning ocean view.

Find out more about Woodlands

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