Holiday houses in Jamaica

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Top-rated holiday rentals in Jamaica

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Top Guest favourite
The kitchen features classic wooden cabinetry and retro-style appliances, including a pale cream refrigerator. A patterned backsplash complements the checkered floor, while shelves display colorful dinnerware. Natural light fills the space, enhancing the inviting atmosphere for cooking and gathering.
Home in Ankeny
4.96 out of 5 average rating, 194 reviews

Historic Home on 4 Acres - Hot Tub, Pool, Tiki Bar

Our 1948 vacation home is on 4 acres & boasts 3 bedrooms, 3 full baths, 2 half baths, Bridal Suite (4th bedroom), 70s TV/Game Room, Tiki Bar, & Children's Playroom. Outside we have a pool (guaranteed to be open 5/26 - 9/5) & hot tub (year round). Located 15min away from Downtown DSM & a mile away from a grocery store/restaurants. Up to 2 dogs allowed for an additional fee. ***Events/photo shoots are allowed with written permission only and will be an added fee. No events larger than 25 total.***

Top Guest favourite
The front exterior of the house features a broad staircase leading to a glass-paneled door framed by two large pillars. Multiple windows are visible, allowing natural light to enter, while a well-kept yard surrounds the entrance, contributing to the inviting facade.
Home in Guthrie Center
4.94 out of 5 average rating, 169 reviews

Small Town Mansion

Step into the charm of this beautiful early-1900s Sears & Roebuck home—truly a one-of-a-kind getaway. Located in the heart of Guthrie Center, you’ll be just 15 miles north of I-80 and 8 miles west of Lake Panorama. Enjoy peaceful mornings on the front porch or stretch out and relax in the spacious living room. A large and thoughtfully curated book collection awaits any reading enthusiast. The entire home is yours to settle into, unwind and make your own! Ample parking-double car garage & street.

Guest favourite
A high wooden ceiling features exposed beams, creating a rustic atmosphere. A railing offers a view down to a living area with a neutral color palette, where a fireplace and decorative elements can be seen in the background.
Cottage in Redfield
4.98 out of 5 average rating, 130 reviews

Raccoon River Retreats

Come & experience the magic of this unique getaway,where the warmth of a renovated 1900's home meets the natural wonders of the Raccoon River. 30min from DSM,Ia.Whether you enjoy an adventure on the river of kayaking, paddle boarding, fishing,a peaceful moment along the biking trails,cozy up with a cup of coffee by the fireplace or a fire in the outdoor fire pit,our retreat has an idyllic setting to create lasting memories.A scenic landmark, local restaurant,Dairy shop & Dollar General are near

Guest favourite
A modern cabin is situated on a raised deck, surrounded by bare trees. Large windows allow for ample natural light, with warm sunset tones reflecting off the glass. The structure's clean lines and contrasting colors create a contemporary aesthetic within a forested setting.
Cabin in Stuart
4.93 out of 5 average rating, 104 reviews

Cabin w/ Hot Tub + Fire Pit + Private Trails

Looking for a place to slow down, reconnect, and make memories? Located 30 minutes from WDM and 90 minutes of Omaha, this modern cabin on a private wooded property is designed for couples, families, and small groups. Guests love: • Hot tub under the stars • Views from every room • Outdoor fire pit and fireplace • Fully stocked kitchen • River access and nature trails • Peaceful setting with easy access to small-town attractions Experience the ultimate retreat and choose your own adventure.

Top Guest favourite
A quaint cabin entrance is framed by a leafy tree and bordered by a stone pathway. The porch features two chairs and a small shelf, inviting guests to enjoy the surrounding greenery and tranquil landscape.
Guesthouse in Woodward
4.99 out of 5 average rating, 86 reviews

Country Cabin - Cozy 1 Room Guesthouse

Kick back and relax in our cozy cabin surrounded by the beautiful Iowa landscape of fields and timberland. Look for deer passing through or listen for the howl of a coyote at night. Enjoy the evening sunsets around a campfire. Located just 7 minutes from the High Trestle Bike Trail and 10 minutes to the Ledges State Park for hiking and cross country skiing. Enjoy tubing and skiing at Seven Oaks, Boone. Take in events at Iowa State University or Des Moines Civic Center just 30 minutes away.

Guest favourite
A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.
Tiny home in Norwalk
4.97 out of 5 average rating, 160 reviews

Charming Waterfront Tiny House & Sauna

The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

Top Guest favourite
The house presents a charming exterior with pale yellow siding and a sloped roof. A well-maintained lawn features neatly trimmed grass and stone landscaping, while a covered porch and multiple windows enhance the inviting appearance.
Home in Jefferson
4.98 out of 5 average rating, 61 reviews

The Olive House

Cute and quiet neighborhood located in the historic town of Jefferson, Iowa famous for its Bell Tower Festival and often a host town for Rag Brai! This 3 bed room home has the original hardwood floors. The decor is farmhouse and English Cottage Style. Relax as a couple or with the whole family at this peaceful abode located only 2 blocks from the east edge of town and also the River Raccon Trail, which bikers and walkers often enjoy! And oh, by the way, it leads all the way to Des Moines!

Top Guest favourite
Home in Perry
4.94 out of 5 average rating, 195 reviews

Sunset View Ranch 5-Bedroom House

If you need a quiet and relaxing retreat, Sunset View Ranch is just the place. This 3-acre ranch is just what you need to get away from the struggles of life. Landscaping is pristine with plenty of room to roam, sightsee, and view. Snowmobiles are also welcome in the winter months. Plus, there's a small basketball court and fire pit. Sleeps 10 comfortably in 5 bedrooms and has 3 living rooms with fluffy couches. We also have a fully equipped kitchen, a fire place, and 2 full bathrooms.

Top Guest favourite
Shipping container in Stuart
5 out of 5 average rating, 61 reviews

Cozy Country Container Stay w/ Hot Tub & Fire Pit!

Cozy 1-bed shipping container home in rural Stuart, IA. Perfect for couples or solo travelers. •Sleeps 2 • Queen bed • Full kitchen & Bath •Hot tub • Fire pit • Grill •Shared pond for fishing & scenic views. •Friendly horses & dogs on site (winter months may vary) (guests can interact) please treat them with kindness. •Peaceful country setting—. perfect for relaxing & stargazing •You may see a critter or two—. true country living!

Guest favourite
The two-story farmhouse features a white exterior and a welcoming front porch, adorned with potted plants. A staircase leads to the entrance, flanked by a neat lawn. An American flag is displayed, adding to the home's charm and character.
Home in Earlham
4.95 out of 5 average rating, 129 reviews

Friendly Quarters

This charming location is a farmhouse style home built in 1914. Easily found on the main street through town, a one block walk in any given direction will put you at the center of the city. A grocery story, eating establishments, gift shops and community center are conveniently located in the downtown area. Friendly Quarters operates as a non-profit organization to support the missions and ministries of Earlham Friends (Quaker) Church located right next door.

Top Guest favourite
A cozy green house with white shutters sits among lush grass and large trees. The front yard includes a small seating area with chairs and a decorative fence, offering a welcoming entryway. The paved walkway leads to the front door, enhancing accessibility.
Cottage in Minburn
4.96 out of 5 average rating, 372 reviews

Kim's Kottage on the RRVT, in Minburn, IA.

This home is perfect for the Cycling Enthusiast, a couple, family or small group of friends. This fully furnished cozy 2 bedroom home is sure to please. Located 1 block from the Raccoon River Valley Bike Trail (75 mile paved loop), 15 minutes from I-80 and 30/40 minutes from the State's Capital City of Des Moines, Minburn is the "Small Town with a Big Heart". There are two City Parks, an outdoor historical roller skating rink & 2 Rest/Bars.

Top Guest favourite
The exterior of a galaxy bell tent is softly illuminated by string lights, highlighting its unique shape. The surrounding area features a natural landscape, with trees visible in the background, creating a serene nighttime setting.
Tent in Perry
4.95 out of 5 average rating, 239 reviews

Relaxing galaxy bell tent getaway

Come sleep under the stars in this cozy galaxy bell tent. You can enjoy a good nights sleep in the comfortable King bed and stay comfortable with an air conditioner and heater. There is also a fridge for keeping your food fresh. Soak up nature while you hike the trails around Oak Haven Acres, a 32 acre farm in rural Iowa. For your security we have a trail camera at the beginning of the driveway that won’t intrude on your privacy.

Popular amenities for Jamaica holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Guthrie County
  5. Jamaica