Vacation rental prices vary as much as hotel prices. Case in point: A search of one-bedroom vacation rentals in Manhattan during September results in options ranging from $60 per night to $2,800 per night. Vacation rentals are ideal for longer stays (seven nights or more). Many vacation rentals require minimum stays, so if you’re hoping for a weekend getaway, you may have to look elsewhere.
If you’re looking for a deep-dish pizza, world-class hockey, or a walk through Millennium Park, we can help you see—and eat—it all with a Chicago vacation package. There’s always something to do here in the crown jewel of Illinois, from a walk on Navy Pier to the gorgeous boutiques on the Magnificent Mile. Pardon our pun, but we’re sure “The Windy City” will “blow” you away!
Why: Okay, you may be thinking, “Isn’t Saint Martin/Sint Maarten destroyed?” Yes, this unique Caribbean island, which is half French (Saint Martin) and half Dutch (Sint Maarten), was devastated by Hurricane Irma. But now it’s on the mend. Saint Martin’s famed Princess Juliana International Airport has been open since late October 2017. The majority of the island’s electricity has been restored, and many beaches, bars, restaurants and businesses have reopened their doors. Because tourists are still wary, many hotels have discounted rates (like Hotel Mercure for $169 night) as well as gorgeous Airbnb properties starting at $50 a night. It’s a win-win. Not only will you save money, but your money will be spent on businesses and people who really need our help.
The all inclusive package usually contains the price for the room, hotel taxes, 3 meals a day, access to various activities on the hotel’s or resort’s premises, and airport transfers. Some hotels include the drinks, tips, and other perks in their packages. The rule of thumb says that the more luxurious the hotel is, the more services are included in the all inclusive package.
Why: This small island nation is easy on the wallet and big on experiences. I came here on a three-week tour expecting to be a beach bum, but instead, found so much more: delicious (albeit spicy) food, stunning ancient rock formations in Sigiriya, surfing at Arugam Bay, and some of the most physically rewarding hikes I’ve ever done. Climbing to the top of Adam’s Peak and (barely) surviving the 5,500 steep stairs that make up this pilgrimage, with the help of a friend and a monk, taught me some inner lessons about strength and power. Don’t miss a chance to visit Ella, a small mountain town with a laid-back hippy vibe, accessible via a scenic train ride from Kandy that will cost you less than $10 and bring you past stunning tea plantations. The real magic of the country is outside of Colombo, but since your flight will always begin/end here, I strongly recommend starting your trip with a stay at Penthouse Above Sea ($100 a night). The amazing woman who runs this property can help you plan your time in the country.
Chosen By: Emily McNutt, associate editor at The Points Guy, where she is responsible for reporting on travel news across a range of topics — from aviation to loyalty programs, general travel news and credit cards. At TPG, McNutt is not only an expert in the travel and points and miles space in the newsroom, but also puts that expertise to work by reviewing aircraft products for the site. With a lifelong passion for travel, McNutt has visited more than 40 countries.

Oahu, known as "The Gathering Place," is the most populated area in the island chain. It's also home to some of the most recognizable landmarks in the world like Diamond Head, the world-famous Waikiki Beach, and Pearl Harbor. Most people think of Honolulu, Oahu's largest city and state capitol, as a metropolitan with global flavor, but just a few miles outside of the city limits, quieter getaways can be found. Read more about Oahu


Why:  For an epic adventure that won't break your travel piggy bank, head to the Komodo Islands , named one of the New 7 Wonders of Nature. Most of the islands in Indonesia are incredibly undermined because of how popular Bali is, but Komodo and its surrounding islands are definitely worth a visit. As the name implies, Komodo is the native home of the terrifying mini-Godzillas known as Komodo Dragons. To see them, you go on an incredible boat tour that takes you to a tri-color beach island and swimming with wild manta rays. Getting to Komodo from Bali costs about $40 by boat or $200 for a flight, and accommodation and food is super cheap because, well, it's Indonesia after all.
Up in Tennessee, “Music City” is calling your name, and you can’t help but listen! This country music city feels like a small town—and its siren call resonates with those looking for simpler times and Johnny Cash cover bands. You can spend your Nashville vacation taking in performance after performance at the Grand Ole Opry, but leave time for the art collection at the Parthenon at Centennial Park.

This is Mother Nature at her best. Take a bus to explore 27 mammoth waterfalls as well as emerald Dominican jungle and local wildlife. A guided walking tour of the first seven waterfalls is around $6 (it costs extra if you want to see more of them), or you can spend more to explore them by Jeep. Word to the wise: Bring your bathing suit and bug spray.
When the lure of a tropical paradise beckons, the Caribbean is second to none. Immerse yourself in the laid-back island lifestyle, and enjoy wonderful all-inclusive resorts, fantastic beaches, marvelous diving and snorkeling, challenging golf and great shopping. Whether you are looking for the perfect atmosphere for a romantic getaway or an exciting adventure for the whole family, Caribbean vacations are fun for everyone.  
Why: Oaxaca de Juarez is one of the most beautiful destinations to travel to in Mexico. Colorful markets, charming architecture, cobblestone streets, fun festivals and delicious food are just part of the attraction. Stroll through Oaxaca’s main square, the Zócalo, and relax at a café, people watch and be entertained by dancers and singers in the evenings. Just a few minutes walk from the square is the Mercado Benito Juárez, where you’ll find embroidered goods and straw baskets. Continue walking the pedestrian street called Calle Macedonio, where you’ll find art galleries, cafes, shops and boutique hotels. Visit the Santo Domingo de Guzmán church and monastery that dates back to 1555. Don’t Miss the Museum of Oaxacan Cultures, where you can see the treasures found on Mont Alban — the skull covered in turquoise, carved jaguar bones, gold jewelry and ornaments for a nominal fee. Hungry? Stop by at the food market 20 de Noviembre, where you’ll find piles of fried grasshoppers (chapulines) and Oaxaca cheeses, tamales, meat-filled tortillas, tlayudas, chocolates, coffees and seven types of mole. Get a taste of local dishes at food stalls for under $5 or free Mezcal tastings at Mezcaloteca. It’s easy to find your way around this town, but if you prefer to join a guided walking tour, contact Enjoy Oaxaca — they offer several tours from city tours to day trips to see Mont Alban, Mitla Ruins, Hierve el Agua bubbling springs and the petrified waterfall, as well as cooking classes and many festival tours including the Day of the Dead. Where to Stay? There are several boutique hotels and quaint B&B’s in town. You can reserve a room at Parador San Miguel Oaxaca for as low as $86 per night.
Why: It might be expensive to get to the Northern Territory of Australia, but the investment of money and time is worth it to experience this once-in-a-lifetime destination. The Northern Territory of Australia is best known for Australia’s most famous natural landscape, the dual World Heritage listed, Uluru-Kata Tjuta National Park, which spans 311,000 acres of wilderness. Australia’s spiritual center, Ayer’s Rock, is all lit up by internationally acclaimed artist Bruce Munro’s immersive installation, “Field of Light Uluru.” The exhibition has been so popular since it launched in April 2016 that the artist has agreed to keep the installation open until December 31, 2020. Voyages Indigenous Tourism Australia sustainably manages Ayers Rock Resort on behalf of the Indigenous Land Corporation, and all profits from the business go toward supporting indigenous training and employment across Australia. Safari in Australia? What's that you say, mate? The diverse geographic terrain of the Northern Territory allows for travelers to go from the Outback to the tropical Top End, which experiences some of the dramatic climatic extremes of any region in Australia. The coastal floodplains are Australia’s answer to the Okavango Delta and the Kakadu and Arnhem Land are the heartland of indigenous culture. Stay at Kakadu Lodge and Caravan Park for as little as $78 a night, where you can save your money for the ultimate treat: a stay at the bucket list-worthy Bamurru Plains, a bush camp on the edge of the Kakadu National Park.
Choosing the right vacation package has never been easier or more affordable. Check out some of our suggestions in the "Top Vacation Packages", "All Inclusive Deals" or "Last Minute Deals" sections. Whichever selection you choose, you can be sure that CheapOair will get you where you want to go at a price that can't be beat. We're constantly updating our great vacation deals and offers, so be sure to check back with CheapOair often. Now is the time to take advantage of our best deals while they last!
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