Natural Retreats

Natural Retreats

Premium vacation rental management with services

Overview

Natural Retreats is a luxury vacation rental management company that oversees high-end homes in iconic destinations, combining property management with guest services and curated activities. How it works: property owners enlist their homes; Natural Retreats handles bookings, housekeeping, concierge-style guest services, maintenance, and guest experiences, while guests stay in well-appointed homes and enjoy access to activities. How it differs: it emphasizes luxury, hospitality-driven service, and a seamless, home-like experience for guests, along with professional management that makes homeowners feel supported and valued. Goal: to elevate travel by delivering effortless, high-quality experiences for guests and superior performance and peace of mind for homeowners.

About Natural Retreats

Simplify's Rating
Why Natural Retreats is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Real Estate

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Charlottesville, Virginia

Founded

2006

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Simplify's Take

What believers are saying

  • Track migration began June 2025, improving operations across 1,400 homes.
  • Travel + Leisure featured Twin Palms and Villa Sierra on April 23, 2026.
  • Destination depth in Big Sky, Palm Springs, and 30A drives repeat bookings.

What critics are saying

  • TrackPMS replacement finishes in coming months; rollout failures disrupt bookings and homeowners.
  • Vacasa, AvantStay, and local managers attack premium homeowners in every destination.
  • A 2026 service lapse would trigger homeowner exits and shrink inventory fast.

What makes Natural Retreats unique

  • Natural Retreats manages 1,500 luxury homes across 11 U.S. destinations as of August 2026.
  • Its brands include Natural Retreats, 360 Blue, Alaya Collection, and Callista.
  • Internal marketing won four 2026 MUSE awards, signaling premium execution.

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Benefits

Paid Vacation

Paid Holidays

Paid Sick Leave

Parental Leave

Health Insurance

Dental Insurance

Vision Insurance

Health Savings Account/Flexible Spending Account

401(k) Retirement Plan

401(k) Company Match

Disability Insurance

Life Insurance

Company News

Natural Retreats
Apr 21st, 2026
Natural Retreats collection of brands Wins 4 MUSE Awards.

Natural Retreats collection of brands Wins 4 MUSE Awards. Published on Apr 21, 2026 Wins at leading international design competition. Natural Retreats Wins Silver for all 4 Entries at the 2026 MUSE Creative Awards (Charlottesville, VA - April, 20, 2026) - Natural Retreats has been recognized at the 2026 MUSE Creative Awards, one of the world's leading international design awards and creative competitions, honoring outstanding achievements in design innovation, creative excellence, and artistic vision across industries. Organized by the International Awards Associate (IAA), the MUSE Awards celebrate projects that represent the highest standards of global design excellence and creative innovation. Each season attracts thousands of submissions from designers, agencies, brands, and creative professionals around the world, bringing together the global creative community shaping the future of design and creativity. This season's competition attracted over 13,000 entries from around the world, showcasing exceptional work across disciplines including architecture, interior design, product design, advertising, branding, digital media, and experiential design. Award-Winning Projects Natural Retreats has been awarded the Silver honor for four exceptional projects, conceived by the company's internal marketing team. The Silver honor underscores a level of refined execution and meaningful impact that sets the work apart. Awarded projects: "I am so proud of our talented team," Nathan Henris, Vice President of Marketing, said. "Our company represents 11 premier vacation destinations across six states. We work hard to inspire travel in fun and creative ways and are thrilled to have received this recognition from the MUSE Awards." Recognizing Design Excellence on the Global Stage The 2026 MUSE Awards were evaluated by a distinguished jury panel of 94 accomplished professionals from 22 countries, representing diverse expertise across architecture, design, branding, digital media, and creative industries. Through a structured, blind-judging process, entries were assessed solely on their merits, ensuring fairness, integrity, and professional excellence in recognizing the most outstanding creative achievements worldwide. "The achievements of this season's winners demonstrate how creativity and design continue to influence the way we experience the world," said Thomas Brandt, spokesperson of the International Awards Associate (IAA). "Widely recognized among the leading international design competitions, the MUSE Awards continue to highlight projects that push the boundaries of design innovation, creative storytelling, and visual culture." To view the complete list of 2026 MUSE Creative Awards and MUSE Design Awards winners, please visit museaward.com or design.museaward.com. About Natural Retreats The Natural Retreats collection of brands offers travelers a curated selection of over 1,500 luxury properties in 11 iconic destinations across the United States - from the luxury experience of Natural Retreats and 360 Blue to the ultra-luxe Alaya Collection to the affordable luxury embodied by Callista. The company's purpose: To inspire travel. Their commitment: To provide distinctively personalized service to its homeowners and guests. Their conviction: That travel is fundamental to the well-being of the individual and essential to the greater good of society. Learn more at naturalretreats.com. About MUSE Creative and Design Awards The MUSE Creative Awards and MUSE Design Awards are prestigious international design competitions celebrating excellence in creativity and design across diverse industries. The awards honor innovative projects that push boundaries, inspire audiences, and redefine global standards of design innovation and creative excellence. Each year, the MUSE Awards unite the global creative community of designers, architects, brands, and agencies whose work shapes the future of creativity and design. About International Awards Associate (IAA) Established in 2015, the International Awards Associate (IAA) is a global organization dedicated to recognizing professional excellence and outstanding achievements across industries. IAA organizes internationally recognized award programs, including the MUSE Creative Awards, MUSE Design Awards, Vega Digital Awards, NYX Awards, TITAN Business Awards, London Design Awards, NY Product Design Awards, French Design Awards, and Noble Business Awards, among others.

Natural Retreats
Dec 19th, 2025
Natural Retreats Named "Best Property Management" in 2025

'Best of Big Sky' Awards Natural Retreats. Published on Dec 19, 2025 For immediate release. Natural Retreats named "Best Property Management" in 2025. Natural Retreats has been recognized as Best Property Management in the 2025 Best of Big Sky Awards. The award celebrates outstanding businesses, nonprofits, and community leaders making a positive impact in the Big Sky area. "I'm very proud of the Natural Retreats team here in Big Sky," Tim Drain, Regional Manager of Business Development for Natural Retreats, said. "It means a lot to me that our community and our peers recognize the efforts of our local team." Natural Retreats Big Sky offers comprehensive vacation rental management services for homeowners across the destination, including Big Sky Town Center, Moonlight Basin, Spanish Peaks, Meadow Village, and Mountain Village. From ski-in/ski-out chalets to lakeside cabins and modern condos, the company's unique business model combines local, on-site management with the resources of a national rental company - delivering an elevated level of service for both homeowners and guests. "We're proud to be part of this vibrant community and deeply grateful for the support of everyone who voted, stayed, and partnered with us throughout the year," added Drain. "Here's to continuing to elevate the Big Sky experience - together." About Natural Retreats Natural Retreats is a national vacation rental management company offering exceptional homes and elevated hospitality in some of America's most desirable destinations. With a local team in Big Sky supported by a national platform, Natural Retreats provides personalized service to homeowners and unforgettable vacation experiences to guests. The Best of Big Sky Awards are annual honors presented by Explore Big Skyopens in a new tab and Outlaw Partnersopens in a new tab to recognize outstanding businesses, nonprofits, and community leaders in the Big Sky area. The awards are determined through community voting and celebrate excellence across various categories such as dining, shopping, outdoor recreation, and local services.

Explore Big Sky
Sep 17th, 2025
Making it in Big Sky: Tim Drain with Natural Retreats

It was December of that year when Natural Retreats acquired Big Sky Luxury Rentals, so I then became a Natural Retreats employee.

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