Charlottesville Travel Blog
Our Journal
Stories From Charlottesville
Recommendations for the best activities, featured properties, and insights on local events.
Oct 1, 2026
Belmont
Explore Belmont in Charlottesville, Virginia—a revitalized neighborhood with affordable rentals, central location, and popular local restaurants near Downtown Mall.
Oct 1, 2026
The Best Live Music Cville Has to Offer
Discover Charlottesville's top live music venues and summer festivals, from the Paramount Theater to underground concert spots featuring local and touring artists.
Oct 1, 2026
The Best Restaurants in Charlottesville, VA
Discover Charlottesville's top dining destinations, from fine French cuisine to Southern comfort food and authentic Neapolitan pizza.
Oct 1, 2026
Charlottesville Vineyards to Visit for Your Winter Getaway
Discover Charlottesville's best vineyards for a peaceful winter escape with wine tastings, mountain views, and fewer crowds than peak season.
Oct 1, 2026
Create A Memorable Holiday for your Guests!
Learn how to prepare Charlottesville vacation rentals with thoughtful touches like fresh coffee, quality linens, toiletries, and flowers to delight holiday guests.
Oct 1, 2026
Create the Perfect Moment on Vacation
Learn three proven strategies to elevate your vacation rental experience: boost sensory appeal, raise the stakes, and break the script for unforgettable guest moments.
Oct 1, 2026
Creating a Bathroom Welcome Box for Guests
Learn how to assemble an elegant, budget-friendly bathroom welcome box for vacation rental guests with essential toiletries under $3 per box.
Oct 1, 2026
Escape the Heat - Head to the Water
Discover Charlottesville's best water activities for summer, from river floating and lake beaches to pools and hidden swimming holes.
Oct 1, 2026
A First Timer’s Guide to Charlottesville Vacation Rentals
Learn why Charlottesville vacation rentals offer more space, privacy, and comfort than hotels, with fully equipped kitchens and amenities for your entire family.
Oct 1, 2026
The Guide to the Perfect Weekend in Charlottesville Virginia
Explore Charlottesville's wineries, downtown attractions, hiking trails, and local dining scene in this comprehensive weekend guide to Virginia's premier small city.
Oct 1, 2026
Have a Great Fall Weekend!
Celebrate the arrival of fall with Guesthouses as we share seasonal inspiration, travel tips, and curated recommendations for enjoying cooler autumn weekends.
Oct 1, 2026
Homeowner Tips and Tricks for Your Vacation Rental
Learn six proven strategies to maximize revenue and occupancy for your Charlottesville vacation rental property, from professional photography to smart pricing tactics.
Oct 1, 2026
How to Beat Graduation-Tips and Tricks
Expert tips for planning a smooth University of Virginia graduation weekend in Charlottesville, from dining reservations to on-site catering at vacation rentals.
Oct 1, 2026
How to Turn Your Home Into a Smart Home
Learn how to upgrade your rental home with smart technology including voice assistants, thermostats, keyless locks, and smart plugs for convenience and savings.
Oct 1, 2026
How to Wow Guests Staying at Your Vacation Rental
Learn five proven strategies to impress guests and earn five-star reviews at your Charlottesville vacation rental property.
Oct 1, 2026
Iconic Charlottesville Walks for Everyone
Explore Charlottesville's best walking routes, from the University of Virginia Lawn to the Downtown Mall and scenic Monticello trails.
Oct 1, 2026
Our Favorite Charlottesville Vineyards
Explore our curated guide to five exceptional Charlottesville vineyards, from King Family to Barboursville, perfect for wine lovers visiting the region.
Oct 1, 2026
Perfect Polo Weekend in Crozet
Plan your ideal polo weekend in Crozet, Virginia with hiking, dining, and King Family Vineyard polo matches in the Blue Ridge Mountains.
Oct 1, 2026
Experience a Magical Fall in Charlottesville, Virginia
Discover the best fall activities in Charlottesville, Virginia, from scenic hikes and leaf-peeping spots to cozy restaurants, harvest festivals, and family-friendly attractions.
Oct 1, 2026
When to Visit for Peak VA Fall Foliage: Charlottesville Guide
Discover when to visit Charlottesville for peak fall foliage, from mid-October through early November, with top viewing spots around the Blue Ridge Mountains.
Oct 1, 2026
Charlottesville's Downtown Mall Shops!
Explore Charlottesville's Downtown Mall, a walkable destination featuring local boutiques, gift shops, bookstores, and restaurants perfect for visitors seeking unique finds.
Oct 1, 2026
Spread the Christmas Cheer in Cville!
Discover Charlottesville's best holiday events, festive attractions, and seasonal activities to celebrate Christmas in this charming Virginia city.
Oct 1, 2026
Spring and the Charlottesville Viognier Wine
Explore Charlottesville's signature Viognier wine region this spring with recommendations for top local wineries and wine tours.
Oct 1, 2026
Charlottesville's Best Sandwiches & Salads
Discover Charlottesville's top sandwich and salad spots, from Take-It-Away's iconic sauces to Roots' fresh ingredients and local favorites perfect for lunch.
Oct 1, 2026
UVA Football Season: Best Way to Experience
Discover how to experience UVA football season in Charlottesville with tailgating tips and nearby Guesthouses accommodations within walking distance of Scott Stadium.
Oct 1, 2026
UVA Graduation Weekend Memories in Charlottesville
Celebrate UVA graduation in Charlottesville with meaningful family moments. Discover local dining, traditions, and vacation rental options for Final Exercises weekend.
Oct 1, 2026
Check Out Our Favorite Places in Crozet, VA
Explore Crozet's best vineyards, coffee shops, and attractions near the Blue Ridge Mountains with insider recommendations from Guesthouses vacation rentals.
Oct 1, 2026
What to do In Charlottesville VA this Fall Weekend
Discover fall activities in Charlottesville, Virginia, from leaf-peeping on the Blue Ridge Parkway to apple picking at Carter's Mountain Orchard and corn mazes.
Oct 1, 2026
Why Charlottesville is the Perfect Wedding Venue?!
Discover why Charlottesville, named Wine Region of the Year, offers stunning wedding venues including wineries and cideries perfect for your special day.
Oct 1, 2026
Why You Should Stay in a Charlottesville Vacation Rental
Discover why Charlottesville vacation rentals offer the perfect base for exploring historic sites, wineries, Shenandoah National Park, and downtown attractions.
Oct 1, 2026
Guide to Fall in Charlottesville VA 2026
Explore fall activities, dining, and events in Charlottesville, from leaf peeping on the Blue Ridge Parkway to UVA football and seasonal restaurants.
Oct 1, 2026
Charlottesville in Spring
Explore Charlottesville's spring season with outdoor activities, historic garden tours, UVA sports, and top-tier dining in the Blue Ridge Mountains.
Oct 1, 2026
Charlottesville in Summer
Explore Charlottesville's summer activities including river kayaking, farmer's markets, vineyards, hiking, and free concerts at Ting Pavilion.
Oct 1, 2026
Charlottesville in Winter
Explore winter activities, holiday events, and cozy dining in Charlottesville, from light displays to skiing and local tasting rooms.
Oct 1, 2026
Fry's Spring
Explore Fry's Spring, a quiet Charlottesville neighborhood near UVA with residential charm, the historic Fry's Spring Beach Club, and growing retail options.
Oct 1, 2026
Jefferson Park
Explore Jefferson Park in Charlottesville, a neighborhood near UVA with affordable short-term rentals and solid home value growth.
Oct 1, 2026
A Look Back At Guesthouses' Website
Explore the evolution of Guesthouses' website from 1998 to present, showcasing how the Charlottesville vacation rental service has grown online.
Oct 1, 2026
North Downtown
Explore North Downtown, Charlottesville's premier neighborhood featuring the Downtown Mall with 70+ dining options and 100+ shops and attractions.
Oct 1, 2026
Venable
Explore Venable, Charlottesville's highest-value neighborhood with walkable access to UVA, shopping, and downtown attractions.