Who we are

We are investors and owners ourselves. With that comes an understanding that every property provides its own unique stay and experiences.So, we know the time it takes to attract and retain quality guests. At Fiddlers Green Properties we partner with landlords, investors and second homeowners on their vacant homes.

We bring our systems, tools and people to the property to successfully host travelers. We manage every aspect of the short-term rental to ensure world class customer service and maximize property profitability. Each property has its own marketing, revenue management, and personalized care. Details matter.

Fiddlers Green shares the profits from this effort with our owners. We will always be boutique, because with that you will always get the best.

Russell Haynes

Founder and Ceo

Russell was the Chief Production Officer at Circle Capital Partners, a real estate investment company with a proven track record of expertise in multi-family acquisitions and development, land entitlement and development, Hospitality, and private and institutional capital raising.
He also led acquisitions and managed capital markets at Durham Hill Capital, contributing to the development of a successful asset portfolio of over $150,000,000 and over 1000 units during challenging market conditions.

Before joining Circle Capital Partners, and prior to focusing on real estate, he was a steeplechase jockey and trainer. He also worked as an bloodstock agent, buying and managing thoroughbred portfolios domestically and abroad for clients. He maintains a private racing and breeding operation to this day.

He strongly believes that valuable opportunities can arise from unexpected sources and I emphasize the importance of nurturing and forging new long-term partnerships.

We are investors and owners ourselves. With that comes an understanding that every property provides its own unique stay and experiences.So, we know the time it takes to attract and retain quality guests. At Fiddlers Green Properties we partner with landlords, investors and second homeowners on their vacant homes.

We bring our systems, tools and people to the property to successfully host travelers. We manage every aspect of the short-term rental to ensure world class customer service and maximize property profitability. Each property has its own marketing, revenue management, and personalized care. Details matter.

Fiddlers Green shares the profits from this effort with our owners. We will always be boutique, because with that you will always get the best.

Who we are

We are investors and owners ourselves. With that comes an understanding that every property provides its own unique stay and experiences.So, we know the time it takes to attract and retain quality guests. At Fiddlers Green Properties we partner with landlords, investors and second homeowners on their vacant homes.

We bring our systems, tools and people to the property to successfully host travelers. We manage every aspect of the short-term rental to ensure world class customer service and maximize property profitability. Each property has its own marketing, revenue management, and personalized care. Details matter.

Fiddlers Green shares the profits from this effort with our owners. We will always be boutique, because with that you will always get the best.

Russell Haynes

Founder and Ceo

Before joining Circle Capital Partners, and prior to focusing on real estate, he was a steeplechase jockey and trainer. He also worked as an bloodstock agent, buying and managing thoroughbred portfolios domestically and abroad for clients. He maintains a private racing and breeding operation to this day.

He strongly believes that valuable opportunities can arise from unexpected sources and I emphasize the importance of nurturing and forging new long-term partnerships.

Russell was the Chief Production Officer at Circle Capital Partners, a real estate investment company with a proven track record of expertise in multi-family acquisitions and development, land entitlement and development, Hospitality, and private and institutional capital raising.

He also led acquisitions and managed capital markets at Durham Hill Capital, contributing to the development of a successful asset portfolio of over $150,000,000 and over 1000 units during challenging market conditions.

Russell was the Chief Production Officer at Circle Capital Partners, a real estate investment company with a proven track record of expertise in multi-family acquisitions and development, land entitlement and development, Hospitality, and private and institutional capital raising.
He also led acquisitions and managed capital markets at Durham Hill Capital, contributing to the development of a successful asset portfolio of over $150,000,000 and over 1000 units during challenging market conditions.

He strongly believes that valuable opportunities can arise from unexpected sources and I emphasize the importance of nurturing and forging new long-term partnerships.

Russell Haynes

Founder and Ceo

Working alongside a private chef helping bring unique dining experiences to life. While the chef focuses on the food, she managed the behind-the-scenes details remotely coordinating events across different platforms, interacting with guests through social media, posting reels, and responding to messages. Handling guest emails and providing information to businesses hosting team-building events, ensuring everything runs smoothly from first contact to the final experience. The role lets me combine organization with creativity, connecting people to memorable meals and meaningful gatherings.

Whether it’s the face of our owner and guest experience or working to keep our team serving you behind the scenes, Rachael makes sure that hospitality comes first to balance our different skill sets to make sure you get the best of our boutique brand.

Rachael Sheppard

Co-founder and Head of Owner and Guest Experience

Rachael has a deep background routed in Hospitality. Starting in service, her to day-to-day responsibilities at Eddie V’s led to being trusted with the exciting challenge of helping open new locations. Being part of those openings required adaptability, strong leadership, and the ability to train and support new staff while ensuring that brand standards were upheld from day one. It was rewarding to play a role in building new teams, setting the tone for service, and establishing a

Past experiences at Hilton and Hyatt included overseeing all aspects of bar setup and launch, from designing the layout and sourcing equipment to creating a signature cocktail menu aligned with the venue’s concept. Collaborating closely with management and marketing, supporting promotional events that drove strong guest engagement and repeat business, while maintaining a welcoming, high-energy atmosphere throughout the opening period.

Rachael Sheppard

Co-founder and Head of Owner and Guest Experience

Working alongside a private chef helping bring unique dining experiences to life. While the chef focuses on the food, she managed the behind-the-scenes details remotely coordinating events across different platforms, interacting with guests through social media, posting reels, and responding to messages. Handling guest emails and providing information to businesses hosting team-building events, ensuring everything runs smoothly from first contact to the final experience. The role lets me combine organization with creativity, connecting people to memorable meals and meaningful gatherings.

Whether it’s the face of our owner and guest experience or working to keep our team serving you behind the scenes, Rachael makes sure that hospitality comes first to balance our different skill sets to make sure you get the best of our boutique brand.

Rachael has a deep background routed in Hospitality. Starting in service, her to day-to-day responsibilities at Eddie V’s led to being trusted with the exciting challenge of helping open new locations. Being part of those openings required adaptability, strong leadership, and the ability to train and support new staff while ensuring that brand standards were upheld from day one. It was rewarding to play a role in building new teams, setting the tone for service, and establishing a culture of excellence in fresh markets. These experiences have strengthened her skills in both operations and leadership, while reinforcing her passion for the fine dining industry.

Past experiences at Hilton and Hyatt included overseeing all aspects of bar setup and launch, from designing the layout and sourcing equipment to creating a signature cocktail menu aligned with the venue’s concept. Collaborating closely with management and marketing, supporting promotional events that drove strong guest engagement and repeat business, while maintaining a welcoming, high-energy atmosphere throughout the opening period.

Rachael Sheppard

Co-founder and Head of Owner and Guest Experience

Working alongside a private chef helping bring unique dining experiences to life. While the chef focuses on the food, she managed the behind-the-scenes details remotely coordinating events across different platforms, interacting with guests through social media, posting reels, and responding to messages. Handling guest emails and providing information to businesses hosting team-building events, ensuring everything runs smoothly from first contact to the final experience. The role lets me combine organization with creativity, connecting people to memorable meals and meaningful gatherings.

Rachael has a deep background routed in Hospitality. Starting in service, her to day-to-day responsibilities at Eddie V’s led to being trusted with the exciting challenge of helping open new locations. Being part of those openings required adaptability, strong leadership, and the ability to train and support new staff while ensuring that brand standards were upheld from day one. It was rewarding to play a role in building new teams, setting the tone for service, and establishing a culture of excellence in fresh markets. These experiences have strengthened her skills in both operations and leadership, while reinforcing her passion for the fine dining industry.

Past experiences at Hilton and Hyatt included overseeing all aspects of bar setup and launch, from designing the layout and sourcing equipment to creating a signature cocktail menu aligned with the venue’s concept. Collaborating closely with management and marketing, supporting promotional events that drove strong guest engagement and repeat business, while maintaining a welcoming, high-energy atmosphere throughout the opening period.

Whether it’s the face of our owner and guest experience or working to keep our team serving you behind the scenes, Rachael makes sure that hospitality comes first to balance our different skill sets to make sure you get the best of our boutique brand.

Rachael Sheppard

Co-founder and Head of Owner and Guest Experience

Past experiences at Hilton and Hyatt included overseeing all aspects of bar setup and launch, from designing the layout and sourcing equipment to creating a signature cocktail menu aligned with the venue’s concept. Collaborating closely with management and marketing, supporting promotional events that drove strong guest engagement and repeat business, while maintaining a welcoming, high-energy atmosphere throughout the opening period.

Working alongside a private chef helping bring unique dining experiences to life. While the chef focuses on the food, she managed the behind-the-scenes details remotely coordinating events across different platforms, interacting with guests through social media, posting reels, and responding to messages. Handling guest emails and providing information to businesses hosting team-building events, ensuring everything runs smoothly from first contact to the final experience. The role lets me combine organization with creativity, connecting people to memorable meals and meaningful gatherings.

Whether it’s the face of our owner and guest experience or working to keep our team serving you behind the scenes, Rachael makes sure that hospitality comes first to balance our different skill sets to make sure you get the best of our boutique brand.

Rachael has a deep background routed in Hospitality. Starting in service, her to day-to-day responsibilities at Eddie V’s led to being trusted with the exciting challenge of helping open new locations. Being part of those openings required adaptability, strong leadership, and the ability to train and support new staff while ensuring that brand standards were upheld from day one. It was rewarding to play a role in building new teams, setting the tone for service, and establishing a culture of excellence in fresh markets. These experiences have strengthened her skills in both operations and leadership, while reinforcing her passion for the fine dining industry.

Rachael Sheppard

Co-founder and Head of Owner and Guest Experience

Rachael has a deep background routed in Hospitality. Starting in service, her to day-to-day responsibilities at Eddie V’s led to being trusted with the exciting challenge of helping open new locations. Being part of those openings required adaptability, strong leadership, and the ability to train and support new staff while ensuring that brand standards were upheld from day one. It was rewarding to play a role in building new teams, setting the tone for service, and establishing a culture of excellence in fresh markets. These experiences have strengthened her skills in both operations and leadership, while reinforcing her passion for the fine dining industry.

Past experiences at Hilton and Hyatt included overseeing all aspects of bar setup and launch, from designing the layout and sourcing equipment to creating a signature cocktail menu aligned with the venue’s concept. Collaborating closely with management and marketing, supporting promotional events that drove strong guest engagement and repeat business, while maintaining a welcoming, high-energy atmosphere throughout the opening period.

Working alongside a private chef helping bring unique dining experiences to life. While the chef focuses on the food, she managed the behind-the-scenes details remotely coordinating events across different platforms, interacting with guests through social media, posting reels, and responding to messages. Handling guest emails and providing information to businesses hosting team-building events, ensuring everything runs smoothly from first contact to the final experience. The role lets me combine organization with creativity, connecting people to memorable meals and meaningful gatherings.

Whether it’s the face of our owner and guest experience or working to keep our team serving you behind the scenes, Rachael makes sure that hospitality comes first to balance our different skill sets to make sure you get the best of our boutique brand.