Top 5 Destinations for Planning Your Next Monthly Vacation

beach during summer months with palm trees and blue skies

Are you dreaming of a getaway that lasts longer than just a week? Perhaps you're a remote worker with schedule flexibility looking to switch up your scenery for an extended period, or maybe you’re in between careers and simply need a longer break from the hustle and bustle of everyday life. Whatever your reasons may be, a monthly vacation is a perfect solution for those seeking a longer, more immersive travel experience. Monthly vacations allow you to experience an area's lifestyle by living there for a month or two, or even three!

One of the biggest appeals of a monthly vacation is the opportunity to truly settle in and explore a destination in-depth. You can take your time getting to know the local culture, cuisine, and attractions without feeling rushed or limited by a shorter timeframe. Additionally, monthly vacation rentals often provide more space, privacy, and amenities than traditional vacations, making them ideal for travelers looking to live like a local.

A common monthly vacation scenario is those who are looking to escape the colder weather, and a monthly vacation to a warmer destination can be the perfect solution. Or maybe it’s the scenery of a resort area that is really what you need—be it mountain, river, lake, or ocean. With the flexibility of a longer stay, you can enjoy the new location and unique appeal without feeling rushed to pack everything into a short vacation.

When searching for your next monthly vacation destination, there are four important things you should consider when deciding where to take your next adventure:

  • Availability: Is the location in an area where there is a large enough number of monthly rentals to choose from?
  • Scenery: Does the location possess scenic, natural beauty?
  • Climate: Is the climate of the location in sync with the activities and lifestyle you enjoy?
  • Livability: Are there plenty of entertainment options, and is it suitable for your exercise choices like cycling, jogging, skiing, or paddle boarding? Are there options for you to find work if you choose?

With so many destinations to choose from, where should you go for your monthly escape? Fear not, as we've compiled a list of the best places to stay for a monthly vacation in the United States. From charming coastal towns to bustling city centers, there's something for everyone on this list. So sit back, relax, and start planning your ultimate monthly getaway.

1. Honolulu, Hawaii

Breathtaking views, mountain terrain, and lush forests combined with the interesting, laid-back vibe is what makes Honolulu, Hawaii one of the most beautiful vacation destinations in the world, and there are many reasons why you should consider taking a monthly vacation to this stunning location. First and foremost, the weather in Honolulu is warm and sunny year-round, making it an ideal location for those who want to escape the cold and enjoy some time in the sun. Whether you're looking to spend your days lounging on the beach or exploring the lush natural beauty of the island, the weather in Honolulu will be on your side.

Another reason to consider a monthly vacation to Honolulu is the incredible range of activities and experiences the island offers. From snorkeling and surfing to hiking and sightseeing, there is something for everyone in Honolulu. You can spend your days exploring the historic Pearl Harbor site or taking a stroll through the lush botanical gardens. The options are truly endless.

volcanic mountains and beach of honolulu

Of course, Honolulu's biggest draws are its year-round warm waters, making it great to swim or surf any time of the year! With crystal-clear waters and soft golden sand, the beaches of Honolulu are the perfect place to experience truly unique activities, from nighttime luaus to daytime world-class surfing. Snorkeling excursions, helicopter tours, and deep sea fishing are all fun options, too!

A monthly vacation to Honolulu can be a great way to connect with the culture and history of Hawaii. From the delicious local cuisine to the traditional hula dancing, there is so much to explore and learn about in this unique and beautiful place. A monthly vacation to Honolulu, Hawaii can be a truly transformative experience. With its beautiful weather, endless activities, lush and mountainous landscapes, and rich culture and history, there is something for everyone in this incredible location.

If you’re a fan of golf, that’s just another reason to visit Hawaii. The second biggest draw to this location behind its beautiful beaches, Hawaii attracts golfers of every level from around the world to its one-of-a-kind signature holes and championship-level courses.

Also, if you wish to take on a part-time job during your stay, Honolulu is a big city with plenty of employment opportunities you can take advantage of while on the island. Hawaii has a large range of places to visit with rates on Monthly Rentals by Owner ranging from more affordable accommodations to luxury vacation rentals. With a monthly vacation, you can take advantage of the many available deals and discounts. Take a look at the options for Honolulu vacations on Monthly Rentals by Owners here.

If the location, pricing, and availability in Honolulu align with your dreams for your next monthly vacation, you are sure to be pleased with your stay. According to AirDNA, Honolulu properties have an unusually high overall rating of 4.62, and 69% of all listed properties were rated 4.5 or higher.

chart showing trends

If you're convinced that a monthly vacation in Honolulu, Hawaii is the perfect way to experience one-of-a-kind travel, then we encourage you to check out these amazing vacation rental properties available on Monthly Rentals by Owner. While you are visiting Honolulu, take advantage of island hopping and visit as many Hawaii islands as possible while you’re there so you can soak in Hawaiian culture, scenery, and even volcanic eruptions. The other islands are all accessible by a short plane ride, helicopter, or ferry.

2. 30A, Florida

Northwest Florida’s Scenic Highway 30A is a “home away from home” consisting of 16 different communities. Taking a monthly vacation to the beach towns of 30A could be an extended retreat to unwind and has numerous benefits for your physical and mental health.

Though the sugar white sands and emerald green waters are the main attraction, 30A is also the birthplace of New Urbanism. Featured prominently in the 1998 movie, The Truman Show, the town of Seaside is a perfect American dream town that was the true set of the movie. Travel is primarily by foot or bicycle in Seaside,SeagroveRosemary Beach, and the other towns along the 19-mile corridor that hugs the coast.

Seaside began the movement with an innovative “small town” design featuring the central town center of shopping and dining options and nine unique beach pavilions, all connected to quaint pastel cottages and homes by cobblestone streets and picket fences—creating an old-fashioned enhanced sense of space.

rosemary beach florida coast line with sand and beaches

More truly manicured and unique towns emerged along 30A after Seaside—jewels like Rosemary Beach, Alys Beach, Watercolor, Watersound, and others.

Book your monthly beach vacation at a beautiful 30A beach home, perfect for your peaceful, scenic getaway at

3. Sedona, Arizona

Sedona, Arizona “totally rocks” and is a popular tourist destination known for hiking its stunning red rock formations and canyons, beautiful scenery, and the spiritual energy of the vortexes. If you're looking for a place to get great exercise while soaking up unique scenery and unwind, relax, and rejuvenate, then taking a monthly vacation to Sedona is a great idea.

Sedona is home to some of the most beautiful natural landscapes in the world. The red rock formations, lush greenery, and clear blue skies make for a breathtaking backdrop that is sure to leave you in awe. The area is also known for its amazing sunsets and starry night skies.

Sedona offers a wide range of outdoor activities, from hiking and mountain biking to kayaking and rock climbing. There are plenty of trails and parks to explore, so you'll never run out of things to do. If you’re the adventurous type, be sure to visit all of Sedona’s famous landmarks—Bell Rock, Cathedral Rock, Devils Bridge, Boynton Canyon, and Chapel of the Holy Cross.

Thousands of people visit Sedona each year to experience the vortex sites, energy centers that are known to bring meditation, mind and body healing, and creative thinking. There are four main vortexes in Sedona located at the previously-mentioned Bell Rock, Cathedral Rock, and Bonyton Canyon as well as Airport Mesa. While in Sedona, you can hike to these sites, or you can take a Jeep tour as well.

Wine lovers, Sedona is the ideal place for you to visit, too! There are numerous wineries located in Sedona, called the Verde Valley Wine Trail, and when you visit several or all of the wineries, you can get your passport stamped along the way. Some of the most popular wineries along the trail are Page Spring Cellars, Javelina Leap, Oak Creek Vineyards, Arizona Stronghold, and Merkin Vineyards Osteria.

Plenty of spas and wellness centers in the area offer everything from massages and yoga classes to energy healing and meditation sessions. Sedona is a tight-knit community of artists, healers, and outdoor enthusiasts. There are plenty of events and festivals throughout the year such as Sedona Yoga Festival, Sedona Winefest, Red Rocks Music Festival, Sedona Arts Festival, and Red Rocks Oktoberfest, so you'll have the opportunity to connect with locals and other visitors who share your interests.

According to Monthly Rentals by Owner, Arizona is the perfect spot for monthly renters to get away. (See the map below.) With a never-ending list of monthly rental properties available, you’ll have plenty of options to choose from for your next favorite vacation spot.

desert landscape of Sedona, Arizona
map of Arizona vacation sites

Taking a monthly vacation to Sedona can be a great way to recharge your batteries, connect with nature, and tap into your spiritual side. Whether you're looking to hike, relax, or explore the local culture, there's something for everyone in this beautiful Arizona town. Book your monthly vacation to Sedona, Arizona today.

Orange Beach, Alabama

Orange Beach, Alabama is a beautiful vacation destination located along the Gulf Coast. This small beach town offers visitors many options for boaters, from bays and rivers through Perdido Pass to the Gulf of Mexico! You will find white sand beach islands along the waterways, specifically Bird and Robinson Islands, and truly unique restaurants accessible by boat—such as the Flora Bama, Playa at Sportsman Marina, and Tacky Jacks.

Orange Beach is home to some of the most beautiful sugar white-sand beaches in the United States. The crystal-clear waters and white sandy beaches make it the perfect place to relax and unwind. Whether you're looking to soak up the sun, go for a swim, or take a leisurely walk along the shore, Orange Beach has everything you need to make your vacation truly memorable.

In addition to its beaches, Orange Beach offers even more water activities for visitors to enjoy. You can go kayaking, jet skiing, paddle boarding, or even charter a fishing trip, either inshore with Rob’s Inshore Fishing, Southern Bend Fishing Charters, or Captain Mike’s Inshore Fishing, or offshore seeking red snapper, tuna, marlin, and other large catches with Orange Beach Fishing Charters & Saltwater Guides, Cool Change Charters, or Hudson Marina Deep Sea Fishing.

There are also plenty of opportunities for hiking and biking, featuring the #1-rated recreational trail in the US, The Hugh S. Branyon Backcountry Trail. This 35-mile multi-purpose trail is shared by hikers, joggers, cyclists, walkers, and nature lovers. It includes paved paths through forests and boardwalk bridges over Lake Shelby.

For those who prefer indoor activities, Orange Beach also has plenty to offer. You can visit the local art galleries at Coastal Arts Center of Orange Beach, the arcade at Fat Daddy’s Arcade, or one of the many museums and historical sites in the area like Fort Morgan. But it’s The Wharf in Orange Beach where you’ll find for scenic adventure and one-of-a-kind entertainment with their Main Street shopping district, countless restaurants, amphitheater for live music, one of the tallest Ferris wheels in the Southeast, nightly light shows, and fireworks displays and events during certain holidays.

Just a short drive away, you’ll find the all-new indoor waterpark, Tropic Falls at OWA, with 23 rides beneath a convertible glass roof. Just outside is the brand-new wave pool and surf stimulator.

orange beach alabama beach on a beautiful day

One of the best things about taking a monthly vacation to Orange Beach is the sense of community you'll experience. The locals are friendly and welcoming, and there are always events and festivals happening in town. Whether it's a food festival, a live music event, or a holiday celebration, there's always something to do in Orange Beach. Some of this coastal town’s most popular events include the Annual Mullet Toss, July 4th Celebrations, Snowbird Fest, The Wharf Boat & Yacht Show, Ballyhoo Festival, the Gulf Coast Hot Air Balloon Festival, and Shrimp Festival.

Unlike some of the more expensive vacation destinations, Orange Beach is an affordable place to visit with rates on Monthly Rentals by Owner ranging from a low of $850/month to a high of $5678/month. With a monthly vacation, you can take advantage of the many available deals and discounts.

Orange Beach, Alabama is the perfect place for a monthly vacation. With its beautiful beaches, outdoor activities, year-round events and festivals, and sense of community, it's a destination that will keep you coming back time and time again. Book your next monthly stay in Orange Beach at

5. Savannah, Georgia

Savannah, Georgia’s oldest city, is a foodie and music-lovers paradise, all with the charm of a historical city, art scene, and endless rooftop bars and restaurants. While it may not be the first vacation destination that comes to mind, Savannah is rich in old-city charm, fantastic shopping and dining, and lively nightlife.

With more than twenty city squares, Savannah is filled with countless museums, churches, historical monuments, mansions, and forts from the Revolutionary and Civil Wars.

The city offers a wide range of activities that can cater to everyone's interests. Savannah has something to offer, whether you enjoy strolling through beautiful parks and gardens or visiting museums and galleries. The city is home to the famous Forsyth Park, the stunning Bonaventure Cemetery, and the Savannah Historic District, which has numerous historic homes, churches, and buildings to explore. You can also take a trolley tour or a horse-drawn carriage ride to see the city's sights down old cobblestone streets beneath moss-filled live oaks.

Straight from the dock and onto your plate, Savannah is a paradise for any seafood lover. From traditional Southern cuisine to modern fusion dishes, the city offers an array of dining options that will leave you wanting more. From the 300-year-old The Old Pink House to Vic’s on the River, you’ll find popular dishes like shrimp and grits, beignets, and crab legs galore. The city also has many unique and quirky cafes and bars, such as Mirabelle Savannah, known for its gourmet waffles and coffee, or the Moon River Brewing Co., known for its outdoor beer garden downtown.

Compared to other popular cities like New York or Los Angeles, Savannah's living cost is relatively low. This means you can enjoy all the city offers without breaking the bank. A monthly vacation to Savannah can give you a much-needed break from your daily routine. Stepping away from work and other responsibilities can help you recharge and come back feeling refreshed and re-energized. The laid-back atmosphere of Savannah makes it the perfect place to unwind and relax.

fountain in downtown Savannah, Georgia

Savannah, Georgia is a fantastic vacation destination with its historic waterways, squares, mansions, forts, rooftop views, and cobblestone streets. Whether you're looking for beautiful architecture, delicious food, or just a scenic, old-world laid back vibe to break from your daily routine, Savannah is the perfect place to visit. Consider booking your next monthly vacation to Savannah at


Monthly rentals are a great option if you're planning to spend a month or more exploring any of these amazing destinations. Renting a home or condo for an extended period of time allows you to truly experience a destination like a local while also enjoying the comfort and convenience of having your own space.

Over the next few months, we will be diving into all of our favorite cities in the United States for monthly vacations, so start making that wish list of your favorite places to visit!

If you're looking for your next monthly rental, check out This website is dedicated to connecting travelers with property owners who offer monthly rentals, making it easy to find the perfect home away from home for your next extended stay. With a wide range of rental options across the United States, you will surely find the perfect accommodation to suit your needs and budget.

So what are you waiting for? Whether you're looking to relax on the beach in Honolulu or indulge in the food and drink of Savannah, start planning your next extended stay today and discover all that the United States has to offer. Head over to to find your perfect monthly rental and get ready to create memories that will last a lifetime.

Leave a Comment