Bark Point Ventures

07/17/2026

🍷 Rupert’s passports are stamped and his wine glass is ready.

This Saturday, our Deck Days of Summer tasting series is taking a delicious detour through the wines of Spain & Portugal.

Rupert has been hard at work selecting a lineup full of sun-soaked reds, crisp whites, coastal charm, bold flavors, and a few “where has this been all my life?” bottles from two of Europe’s most exciting wine regions.

Think: Rioja, Douro, Albariño, and other Iberian gems that are perfect for summer sipping, deck lounging, dinner pairing, and pretending you’re on a tiled terrace overlooking the sea. Tiny mental vacation included. 🌊

📍 Wags & Wine
🗓️ Saturday, July 18
⏰ 12 PM–4 PM
🌞 Outside on the deck, weather permitting

Come sip through Spain & Portugal with us, and give Rupert appropriate praise for his tireless wine-curation efforts. 🐾🍷

05/01/2026

04/10/2026

Looking for thriving-wage work with a great company? We are currently looking to expand our team in a few key areas. We offer generous pay ranges, flexible schedules, a positive, fun & supportive work environment, and opportunity to have the amazing Rupert as a co-worker!

We are looking to crow our lawn care & general maintenance crew. Primary summer duties involve lawn mowing, trimming, and grounds upkeep. $18-25/hour based on experience.

Drop us a line if you are interested in applying: [email protected] or call 715-227-4578

03/23/2026

Looking for thriving-wage work with a great company? Bark Point Ventures AND Wags and Wine are looking to expand our team. We offer generous pay ranges, flexible schedules, a positive, fun & supportive work environment, and opportunity to have the amazing Rupert as a co-worker! We are currently seeking to fill a number of roles:

Turnover Cleaners for Bayfield & South Shore Areas
Work independently with very flexible hours. Our cleaning team members average $30-35+/hour cleaning properties in between guest stays. Opportunities for additional compensation to help with laundry & supplies.

Wags and Wine & Laundry Crew for Herbster Area
Like dogs, wine, and or fresh-from the-dryer laundry? We have the perfect job for you! Flexible days/hours staffing Wags and Wine in Herbster while also keeping laundry flowing at Bark Point Ventures' Headquarters. $18-22/hour based on experience.

Ops & Maintenance Support for Bayfield or Herbster
Seeking a "Jack or Jill of All Trades" to help support our Bayfield operations: address minor maintenance needs, help with lawn & snow, perform property checks, assist with running supplies to rental properties. $18-25/hour based on experience.

Drop us a line if you are interested in applying: [email protected] or call 715-227-4578

01/01/2026

Rupert, Patchen, Freyja, and the whole crew at wish you a Happy New Year! May 2026 be filled with an abundance of tail wags, adventures, and tasty treats!

11/19/2025

If you're staying with us this winter, be sure to stop by and say hello to Rupert!

09/27/2025

05/21/2025

Here at Bark Point Ventures, we're all about bridging the gap between tourists and locals. As proud (and grateful) residents who work with visitors, we see all sorts of synergies between rental traffic and the community of folks who call this awesome place home. And of all those synergies, there can't be anything more fulfilling than this: vacation rentals, not just the income from renting, but also the maintenance and cleaning services that we provide--make it possible for our property owners to put down roots here on the South Shore. Some owners want to live here full-time in the future; some want to leave a legacy so their families can enjoy the South Shore. Either way we're helping them be a part of this incredible place, and we couldn't be happier about it.