Weston Rentals By Owner

There are a lot of options in Weston. If you plan on staying in the Weston area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Weston:

• Available for 2026 Spring Release: May 1-3
• Villa Bella Vista · A Taste of Tuscany in Beautiful Walla Walla
• 5b/4bath w/Hot tub in Walla Walla Valley!
• Modern Home near Southside w/Blue Mountain Views
• Mid Century Modern - Heart of Wine Country - Outdoor Shower
• FULLY LOADED - hot tub - pool table - arcade games - 10 min from Downtown WW
• Unique Cabin Oasis: Fully-Gated, Pet-Friendly, King Bed
• Moonrise Suite in a Vineyard + Winery!
• Lasater Ranch Bunkhouse- close to town & wineries!
• 3BR WITH HOT TUB, GAME ROOM/PET FRIENDLY/10' TO EVERYTHING

There are many large, family-friendly vacation homes available in Weston; however, here are the most popular family rentals listed on our site:

• The Barn on Braden, Classic Splendor on the South Side
• Pendleton House - Complimentary Wine Tasting
• Spacious 4 bedroom house with hot tub, private deck, EV charger 10 min from WW
• Casa Grosgrain-Gorgeous views, On-Site winery

Yes, there are 103 self-catering vacation homes in Weston that have hot tubs, swimming pools, & other amenities.

There are more than 103 luxury villas and vacation homes in or near Weston. Filter by price to compare find the most expensive places to stay on Treehouse Rental.

Yes, there are 103 pet friendly vacation homes and places to stays that are available in or near Weston that you may consider.