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Crooked River Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Crooked River vacation rentals

A modern living room with a white sofa, a glass coffee table, and a staircase leading to an upper level.

1. Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
$750 nightly
The price is $864
Sep 23 - Sep 24
Total with taxes and fees
Tuscany Sun Villa at Legacy Townhouse
A multi-story building with a red-tiled roof, multiple balconies, and a car parked in front.

2. Cozy upstairs apartment for two with great views. Book your stay today.

Cozy upstairs apartment for two with great views. Book your stay today.
Williamsfield
10.0 out of 10, Exceptional, (1 review)
"Our stay was excellent. The Hosts are very gracious and kind. The property is very clean and welcoming. We are very appreciative of all the complementary teas coffees, and other beverages left there for us to sample.We will be booking a return, hopefully sometime over the summer"
United States
Janea G.
$105 nightly
The price is $105
Sep 23 - Sep 24
Total with taxes and fees
Cozy upstairs apartment for two with great views. Book your stay today.
A balcony with a view of a pool and a building in the background.

3. Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
$117 nightly
The price is $130
Sep 23 - Sep 24
Total with taxes and fees
Caldo Tours
A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

4. Mountain Top Villa

Mountain Top Villa
3.5 star property
Mandeville
8.4 out of 10, Very good, (27 reviews)
"Hotal it self was beautiful , lay out great , room was a bit small but manageable. Overall a great stay I would highly recommend"
United Kingdom
Robert
$84 nightly
The price is $93
Sep 23 - Sep 24
Total with taxes and fees
Mountain Top Villa
A colorful building with a sign that reads "Relax N Sunshine."

5. Relax N SunShine Peaceful, Retreat

Relax N SunShine Peaceful, Retreat
May Pen
4.8 out of 10, (3 reviews)
"I enjoyed my brief stay with my son we were received warmly. The vibes were awesome. Nice garden area also."
United States
Mikisa
$52 nightly
The price is $53
Sep 29 - Sep 30
Total with taxes and fees
Relax N SunShine Peaceful, Retreat
A hotel room with a bed, a wooden nightstand, a vase with a plant, and a framed picture on the nightstand.

6. Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville

Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville
Mandeville
4.8 out of 10, (3 reviews)
"Owner was very responsive and extremely accommodating and compassionate, especially when we had a travel/Transportation issue. I appreciated so much his care in the matter."
United States
Natalie
$158 nightly
The price is $158
Sep 23 - Sep 24
Total with taxes and fees
Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville
A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

7. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
$173 nightly
The price is $200
Oct 23 - Oct 24
Total with taxes and fees
Harbour Oasis Retreat - Charming 2 Bedroom House
A modern building entrance with a covered walkway, a parking space marked with a wheelchair symbol, and a well-maintained lawn with palm trees.

8. Chic Studio Retreat w/ King Bed, Fireplace + Pool

Chic Studio Retreat w/ King Bed, Fireplace + Pool
Mandeville
$194 nightly
The price is $194
Sep 28 - Sep 29
Total with taxes and fees
Chic Studio Retreat w/ King Bed, Fireplace + Pool
A residential house with a tiled roof, a driveway, and a car parked in the driveway.

9. Lovely 1-bedroom apartment in Mandeville with WiFi, AC in safe and private area

Lovely 1-bedroom apartment in Mandeville with WiFi, AC in safe and private area
Mandeville
$123 nightly
The price is $123
Sep 23 - Sep 24
Total with taxes and fees
Lovely 1-bedroom apartment in Mandeville with WiFi, AC in safe and private area
A residential house with a tiled roof, a driveway marked with 'A' and 'DW', and a parked car.

10. Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage

Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage
Mandeville
10.0 out of 10, Exceptional, (7 reviews)
"Property was nicely gated off, well spaced and the host was top notch! Would gladly stay there again."
Canada
Randy
$152 nightly
The price is $152
Sep 24 - Sep 25
Total with taxes and fees
Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage
A two-story house with a stone wall and a large palm tree in the front yard.

11. Lovely studio with WiFi in Cool, Cool Mandeville

Lovely studio with WiFi in Cool, Cool Mandeville
Mandeville
$137 nightly
The price is $137
Sep 23 - Sep 24
Total with taxes and fees
Lovely studio with WiFi in Cool, Cool Mandeville
A kitchen with wooden cabinets, a stainless steel stove, and a tiled backsplash.

12. Relax and enjoy in this beautiful home in a quiet neighbourhood.

Relax and enjoy in this beautiful home in a quiet neighbourhood.
Mineral Hieghts
$148 nightly
The price is $148
Sep 23 - Sep 24
Total with taxes and fees
Relax and enjoy in this beautiful home in a quiet neighbourhood.
A bedroom with a bed, a large window with curtains, a fan, and a sliding door leading to another room.

13. Stunning 4-bedroom townhome with fans in each bedroom in Mandeville.

Stunning 4-bedroom townhome with fans in each bedroom in Mandeville.
Mandeville
$225 nightly
The price is $255
Sep 25 - Sep 26
Total with taxes and fees
Stunning 4-bedroom townhome with fans in each bedroom in Mandeville.
A kitchen with wooden cabinets, a microwave, and a stove.

14. Serenity Corner in a cool serene community Airport transfers Local amenities

Serenity Corner in a cool serene community Airport transfers Local amenities
Mandeville
6.0 out of 10, (2 reviews)
$221 nightly
The price is $221
Sep 23 - Sep 24
Total with taxes and fees
Serenity Corner in a cool serene community Airport transfers Local amenities
A bedroom with a bed, a dresser, a television, and a mirror.

15. Breezy Inn overlooking the valley and the mountains. You will have own privacy.

Breezy Inn overlooking the valley and the mountains. You will have own privacy.
Bamboo
$100 nightly
The price is $112
Sep 23 - Sep 24
Total with taxes and fees
Breezy Inn overlooking the valley and the mountains. You will have own privacy.
A modern living room with a leather sofa, a coffee table, and a dining area with a table and chairs.

16. Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
$11,854 nightly
The price is $13,633
Sep 23 - Sep 24
Total with taxes and fees
Cozy Relaxing Home in Old Harbour
A modern living room with a dining area, a sofa set, a TV mounted on the wall, and a decorative vase with pampas grass.

17. Family-friendly Serenity 2-bedroom house with AC in Old Harbour

Family-friendly Serenity 2-bedroom house with AC in Old Harbour
Old Harbour
$257 nightly
The price is $257
Sep 23 - Sep 24
Total with taxes and fees
Family-friendly Serenity 2-bedroom house with AC in Old Harbour
A white building with a balcony, a pool, and a wooden deck.

18. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
Sandy Bay
$500 nightly
The price is $500
Sep 28 - Sep 29
Total with taxes and fees
Sandy Bay Paradise Retreat - 7 Bedrooms
A paved pathway leading to a pool area with a gazebo, surrounded by lush greenery and palm trees.

19. Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.

Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.
Mandeville
$857 nightly
The price is $857
Sep 23 - Sep 24
Total with taxes and fees
Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.
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 Crooked River Hotel Reviews

The Garden Hotel Mandeville

The Garden Hotel Mandeville

10/10 Excellent
"The staff are exceptionally welcoming and professional, fostering a warm and inviting environment. The property is meticulously maintained and clean. While opportunities for enhancement are minimal, I thoroughly enjoyed my stay. Lerone"
Lerone 4-night trip
Posted 5 days ago
The Garden Hotel Mandeville

Find out more about Crooked River

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

Crooked River vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crooked River. 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 Crooked River 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 $93 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 Crooked River rentals

At Expedia, we put the best Crooked River 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 Crooked River 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 Crooked River 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 Crooked River. 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 Crooked River?

Yes, we give you a choice of vacation rentals near popular attractions in Crooked River, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Crooked River?

1-bed House Sleeps 2 in Secure Community: This vacation home rental near Crooked River offers a private yard and free WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Crooked River?

While exploring the area, visit family-friendly sights like Bob Marley Museum, or get outside and enjoy nature at Christiana Bottom. In the larger area, you’ll find Manchester Parish Court and Northern Caribbean University.

What’s a vacation rental in Crooked River like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Crooked River. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family gatherings.