Retirement is the perfect time to explore new places and perhaps settle into a second home that offers relaxation, adventure, and a change of scenery. Whether you’re seeking mountain vistas, coastal breezes, or vibrant cultural scenes, the United States is dotted with towns that cater to a variety of retirement dreams. Join us as we count down 25 of the best towns where retirees can find their ideal vacation property, each offering its unique charm and hidden gems.
25. Asheville, NC: Mountain Charm Meets Cultural Vibrancy
Nestled in the heart of the Blue Ridge Mountains, Asheville offers retirees a delightful mix of natural beauty and cultural vibrancy. The city’s lively arts scene shines in places like the River Arts District, where over 200 artists showcase their work in old warehouses along the French Broad River. For a hidden gem, explore the Botanical Gardens at Asheville, a serene 10-acre haven featuring native plants and walking trails—a perfect spot for peaceful reflection amid nature. With average vacation home prices for a 3-4 bedroom residence ranging between $500,000 and $800,000, Asheville is an enticing option for those seeking a balance of charm and affordability.
24. Santa Fe, NM: A Southwestern Oasis Rich in Art and History
Santa Fe enchants visitors with its unique blend of Native American and Spanish cultures, evident in its adobe architecture and vibrant art scene. The Georgia O’Keeffe Museum offers insight into the life of the famed artist who was inspired by the region’s landscapes. Don’t miss the lesser-known Kakawa Chocolate House, where you can indulge in historical drinking chocolate elixirs crafted from Mesoamerican recipes—an indulgent treat that captures the essence of Santa Fe’s rich heritage. Vacation homes in Santa Fe, with 3-4 bedrooms, average between $700,000 and $1,000,000, reflecting the area’s unique blend of cultural prestige and Southwestern allure.
23. Sarasota, FL: Coastal Living with Sunshine Year-Round
With its pristine beaches and warm Gulf waters, Sarasota is a coastal paradise for retirees seeking sunshine and relaxation. Beyond the shore, the city boasts cultural attractions like The Ringling Museum, which houses an impressive art collection and the whimsical Circus Museum. A hidden gem is the Marie Selby Botanical Gardens, an urban oasis specializing in epiphytic plants like orchids and bromeliads—offering a tranquil retreat in the heart of the city. Vacation homes with 3-4 bedrooms typically fall in the $800,000 to $1,100,000 range, making Sarasota an appealing choice for those desiring luxury and a sunny lifestyle.
22. Bend, OR: Outdoor Paradise in the Pacific Northwest
Bend is a haven for those who love the great outdoors, offering easy access to hiking, fishing, and skiing against the backdrop of the Cascade Mountains. The Deschutes River runs through town, providing scenic spots for fly fishing and riverside trails. For craft beer enthusiasts, the Bend Ale Trail is a must-explore—a collection of over 20 local breweries, some tucked away in historical buildings, showcasing the city’s friendly and community-driven spirit. With average prices for 3-4 bedroom vacation homes ranging from $650,000 to $950,000, Bend offers a perfect blend of outdoor living and small-town charm.
21. Sedona, AZ: Red Rock Serenity and Spiritual Retreats
Famous for its stunning red rock formations, Sedona offers a tranquil environment ideal for relaxation and wellness. Beyond the breathtaking landscapes, the town is known for its vortex sites—believed to be centers of healing energy. A hidden gem is the Amitabha Stupa and Peace Park, a peaceful place for meditation set amidst juniper pines and red rocks, inviting introspection and spiritual rejuvenation. With average vacation home prices for 3-4 bedroom residences soaring between $1,700,000 and $2,000,000, Sedona’s exclusivity matches its natural grandeur.
20. Hilton Head Island, SC: Golfing Haven by the Sea
Hilton Head Island is a golfer’s dream, featuring world-class courses set against stunning coastal views. But golf isn’t the only attraction; the island’s 12 miles of pristine beaches are perfect for leisurely walks and dolphin spotting. For a lesser-known experience, visit the Coastal Discovery Museum at Honey Horn, where you can learn about the island’s natural history and explore its beautiful grounds dotted with live oaks and marshes. Vacation homes with 3-4 bedrooms average $1,200,000 to $1,500,000, reflecting the area’s reputation as a premier destination for luxury living.
19. Naples, FL: Luxury Living on the Gulf Coast
Naples offers sophistication and luxury along Florida’s Gulf Coast, with high-end shopping districts like Fifth Avenue South and artful dining experiences. The city’s white-sand beaches are perfect for sunsets and shell collecting. A hidden gem is the Naples Botanical Garden, a 170-acre garden paradise where themed gardens represent the flora of regions around the world, providing a peaceful escape amid lush landscapes. With 3-4 bedroom vacation homes typically priced between $900,000 and $1,200,000, Naples is a sought-after haven for upscale coastal living.
18. Taos, NM: Artistic Enclave with Mountain Views
Taos captivates with its rich artistic heritage and stunning views of the Sangre de Cristo Mountains. The Taos Art Museum at Fechin House showcases works by early 20th-century Taos artists in a historic home. For a unique experience, explore the Taos Pueblo, a UNESCO World Heritage site inhabited for over 1,000 years, offering a glimpse into living Native American history and culture. Vacation home prices for 3-4 bedroom residences typically range from $650,000 to $950,000, reflecting the town’s combination of artistic charm and mountain serenity.
17. Bar Harbor, ME: Quaint New England Charm by the Ocean
Bar Harbor combines coastal beauty with classic New England charm, making it a perfect retreat for nature-loving retirees. It’s the gateway to Acadia National Park, where you can watch the sunrise from Cadillac Mountain, the highest point on the East Coast. Don’t miss the Shore Path, a leisurely shoreline walk that offers panoramic views of Frenchman Bay and the Porcupine Islands—a hidden gem cherished by locals and visitors alike. Vacation homes with 3-4 bedrooms are typically priced between $800,000 and $1,100,000, adding to Bar Harbor’s appeal as a picturesque retreat.
16. Flagstaff, AZ: High-Altitude Living with Four Seasons
At 7,000 feet elevation, Flagstaff offers a refreshing four-season climate that’s a rare find in Arizona. The city’s vibrant downtown is dotted with historic buildings, local breweries, and cozy cafes. For a touch of the unexpected, visit the Lowell Observatory, where Pluto was discovered—it’s a place where you can gaze at the stars and explore interactive exhibits, adding a cosmic twist to your mountain retreat. Vacation home prices for 3-4 bedroom properties average $1,200,000 to $1,500,000, offering a mix of scenic beauty and vibrant community life.
15. Lake Tahoe, CA/NV: Alpine Beauty and Year-Round Recreation
Straddling the border of California and Nevada, Lake Tahoe is renowned for its crystal-clear waters and breathtaking alpine scenery. Whether it’s skiing in winter or boating in summer, there’s no shortage of activities. A hidden treasure is the Vikingsholm Castle in Emerald Bay State Park—a stunning example of Scandinavian architecture accessible via a scenic hike, offering a glimpse into the area’s storied past. For those seeking to settle in the area, 3-4 bedroom vacation homes average between $850,000 and $1,150,000, making it a desirable location for nature enthusiasts and luxury seekers alike.
14. Cape Cod, MA: Classic Seaside Retreat
Cape Cod’s picturesque villages and sandy beaches have long made it a beloved summer destination. Each town has its unique charm, from the artist colony of Provincetown to the quiet beaches of Chatham. For a special treat, take a stroll along the Sandwich Boardwalk, an off-the-beaten-path walkway through marshlands leading to a peaceful beach—a quintessential Cape Cod experience away from the crowds. With 3-4 bedroom vacation homes priced between $920,000 and $1,200,000, Cape Cod offers an idyllic coastal retreat for those drawn to its classic New England appeal.
13. Galena, IL: Historic Charm in the Midwest
Stepping into Galena feels like traveling back in time, thanks to its well-preserved 19th-century architecture. Main Street is lined with antique shops, art galleries, and cozy restaurants housed in historic buildings. A hidden gem is the Ulysses S. Grant Home State Historic Site, where you can tour the home gifted to the Civil War general and 18th president, gaining insight into Galena’s significant past. Vacation homes in Galena, ranging between $400,000 and $800,000 for 3-4 bedrooms, make it an affordable and charming option for history lovers.
12. Coeur d’Alene, ID: Lakeside Living with Scenic Splendor
Coeur d’Alene is a lakeside town offering stunning natural beauty and a welcoming community. The pristine Lake Coeur d’Alene is perfect for boating, fishing, and scenic cruises. For a unique outing, explore Tubbs Hill—an easily accessible natural area with hiking trails that offer panoramic views of the lake and surrounding mountains, beloved by locals but often missed by visitors. For 3-4 bedroom vacation homes, prices typically range from $700,000 to $1,000,000, reflecting the town’s appeal as a scenic yet tranquil retreat.
11. St. Augustine, FL: Nation’s Oldest City with Coastal Appeal
St. Augustine’s rich history and coastal charm make it an inviting spot for a second home. Stroll down cobblestone streets in the historic district, where centuries-old buildings now house boutiques and cafes. A lesser-known treasure is the St. Augustine Lighthouse & Maritime Museum, where you can climb the 219 steps for sweeping views and learn about the city’s seafaring past. With 3-4 bedroom vacation homes priced between $900,000 and $1,000,000, St. Augustine combines historic allure with modern coastal living.
10. Traverse City, MI: Cherry Capital with Waterfront Fun
Known as the Cherry Capital, Traverse City offers more than just orchards. Its location on Lake Michigan’s Grand Traverse Bay provides ample opportunities for boating and fishing. Wine enthusiasts can explore the Leelanau and Old Mission Peninsulas, home to numerous wineries with stunning vineyard views. For a hidden gem, visit the Village at Grand Traverse Commons, a revitalized historic asylum now bustling with shops, eateries, and walking trails. For 3-4 bedroom vacation homes, prices range from $600,000 to $800,000, making it an affordable waterfront haven.
9. Carmel-by-the-Sea, CA: Storybook Village on the Coast
Carmel-by-the-Sea enchants with its European-style cottages, art galleries, and pristine beach. The town’s fairytale architecture is best appreciated on foot since there are no street addresses—adding to its unique charm. A hidden spot is the Tor House and Hawk Tower, former home of poet Robinson Jeffers, offering guided tours that delve into the area’s literary and architectural history. With 3-4 bedroom vacation homes averaging $3,000,000 to $3,300,000, Carmel exudes exclusivity and charm along the California coast.
8. Branson, MO: Entertainment Hub in the Ozarks
Branson is synonymous with live entertainment, boasting theaters featuring music, comedy, and variety shows. Nestled in the Ozark Mountains, it’s also a gateway to outdoor activities like fishing and hiking. For a different perspective, take a ride on the Branson Scenic Railway, a vintage train journey that weaves through the foothills and offers a glimpse into the region’s natural beauty. For those looking to call Branson home, 3-4 bedroom vacation houses are available for $350,000 to $700,000, making it an affordable and lively destination.
7. Door County, WI: Peninsula Paradise with Small-Town Charm
Door County is a collection of quaint towns along a peninsula jutting into Lake Michigan. Known for its lighthouses and beautiful shoreline, it’s a haven for sailing and kayaking. A local favorite is the traditional fish boil, a culinary experience where freshly caught whitefish is cooked over an open fire—a tasty way to immerse yourself in the area’s maritime culture. Vacation homes with 3-4 bedrooms typically range from $600,000 to $900,000, offering a blend of natural beauty and small-town charm.
6. Vail, CO: Mountain Luxury and Outdoor Adventures
Vail offers world-class skiing and snowboarding in the winter and transforms into a paradise for hiking and mountain biking during the warmer months. The pedestrian-friendly Vail Village is reminiscent of alpine European towns, complete with boutique shopping and fine dining. For a serene experience, visit the Betty Ford Alpine Gardens—the highest botanical garden in North America, featuring unique alpine flora. With 3-4 bedroom vacation homes priced between $2,500,000 and $2,800,000, Vail epitomizes luxury mountain living.
5. Eureka Springs, AR: Victorian Village Nestled in the Ozarks
Eureka Springs charms visitors with its winding streets lined with Victorian homes and its reputation as a haven for artists. The entire town is listed on the National Register of Historic Places. A hidden gem is the Thorncrown Chapel, a stunning glass church nestled in the woods, celebrated for its architectural beauty and tranquil atmosphere—a perfect spot for quiet reflection. For those seeking to call this Victorian village home, 3-4 bedroom vacation houses are typically priced between $600,000 and $900,000, offering a balance of charm and affordability in the Ozarks.
4. Fredericksburg, TX: German Heritage in Texas Hill Country
Fredericksburg blends German heritage with Texas hospitality, evident in its biergartens and annual Oktoberfest. The surrounding Hill Country is dotted with vineyards, making it a wine lover’s destination. For history buffs, the National Museum of the Pacific War offers extensive exhibits, a nod to hometown hero Admiral Chester Nimitz, providing a deep dive into World War II history. With 3-4 bedroom vacation homes priced between $650,000 and $950,000, Fredericksburg combines cultural heritage with the scenic beauty of Texas Hill Country.
3. Newport, RI: Gilded Age Mansions and Coastal Beauty
Newport’s stunning coastline and historic mansions offer a glimpse into America’s opulent past. The Cliff Walk is a must-do—a public walkway that combines the natural beauty of the shoreline with views of grand estates like The Breakers. For a hidden gem, explore the International Tennis Hall of Fame housed in the Newport Casino, celebrating the sport’s history amid beautiful grounds. Vacation homes in Newport, with 3-4 bedrooms, typically range from $1,000,000 to $1,300,000, making it a luxurious destination for those drawn to its blend of history and coastal elegance.
2. Beaufort, SC: Southern Hospitality by the Sea
Beaufort exudes Southern charm with its antebellum architecture and moss-draped oaks lining the streets. The downtown waterfront park offers scenic views of the river and is a centerpiece for community events. A lesser-known attraction is the Penn Center on nearby St. Helena Island, one of the first schools for formerly enslaved individuals—now a cultural center preserving Gullah heritage. For 3-4 bedroom vacation homes, prices range from $750,000 to $1,050,000, making Beaufort an appealing blend of history, hospitality, and coastal beauty.
1. Mystic, CT: Maritime History Meets New England Charm
Mystic combines rich maritime history with the quaintness of a New England seaside village. The Mystic Seaport Museum is the nation’s leading maritime museum, offering interactive exhibits and historic ships. For a unique experience, visit the Mystic Aquarium to see beluga whales up close—a delightful way to spend an afternoon before strolling through the charming downtown filled with boutique shops and eateries. Vacation homes in Mystic with 3-4 bedrooms are typically priced between $900,000 and $1,200,000, reflecting its mix of historic charm and seaside allure.
